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Browse All Winter Haven FL Properties for Sale

$320,000
3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
329 Lake Daisy Loop | NO HOA, Highly Motivated Seller Welcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space on a spacious corner lot—and best of all, NO HOA, giving buyers the freedom they want. This home features a bright formal living and dining area, a spacious kitchen with Frigidaire appliances, and a large family room with vaulted ceilings and a wood-burning fireplace. Sliding doors open to a generous enclosed patio, perfect for relaxing or entertaining. The master suite includes a walk-in closet, jetted tub, separate shower, double sinks, and private access to the patio. Additional highlights include: Marble flooring installed in 2025, New AC (2025), Roof replaced in 2017, Window shades installed in 2025, Indoor laundry room 2-car garage Located just minutes from Legoland (5 min), Walmart (4 min), shopping centers, restaurants, schools, and medical facilities. A fantastic opportunity in a prime location with no HOA—highly attractive for today’s buyers.

329 Lake Daisy Loop, Winter Haven
$2,999,999
Fla Highland Co Sub SubDv. ⋅ 33881 Zip Code
4.3 acres fronting SR542 (Dundee Road) and cornering Sage Road. Total parcel acreage is 8.64 but only the front 4.3 is available for sale. Traffic lit, in a high growth area with recent road improvements that more readily routes traffic past the Subject towards downtown Winter Haven or towards Hwy. 27 and onto Orlando. Dundee Road becomes Central Ave. in Winter Haven, just beyond the Subject and around the picturesque lake, making for a grand entry into Winter Haven proper.  This property sits a short distance from US HWY 27 (2.8 miles) and just 3.6 miles from downtown Winter Haven. The property has many potential uses including retail, restaurants, medical, financial or other professional or business uses.

75 Sage Road, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to your Florida escape in the heart of Winter Haven! This beautifully maintained home in the sought-after Grey Heron community offers the perfect blend of comfort, space, and convenience with serene water frontage that creates the ideal backyard retreat. From the moment you arrive, you’ll love the inviting curb appeal, open-concept layout, and natural light that fills every room. Enjoy peaceful water views while relaxing, entertaining, or unwinding after a long day. Whether you’re hosting gatherings, working from home, or simply enjoying quiet evenings, this home was designed for everyday living and unforgettable moments. Conveniently located near shopping, dining, major highways, and Central Florida attractions, this is more than just a house — it’s the lifestyle buyers have been waiting for. Don’t miss the opportunity to make this exceptional waterfront property your next home!

6194 Grey Heron Drive, Winter Haven
$428,900
4 Beds ⋅ 3 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code
Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and the Living and Dining rooms with Quartz Counter Tops in the Kitchen and all 3 Bathrooms. The Kitchen provides Stainless Steel Whirlpool Appliances that Including a Stove, Microwave, Refrigerator and Dishwasher, you also receive a Washer and Dryer in the Laundry room. It comes with 3 Spacious Spare Bedrooms and an Owners Suite, that can easily fit a King size bed with a Beautiful Master bath with two Adult Vanity sinks and Quartz Countertops. This home also has a Covered Lanai that is perfect for BBQs.

1757 Hummingbird Road, Winter Haven
$214,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code
WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!

10 Enclave Drive, Winter Haven
$244,999
3 Beds ⋅ 2 Baths ⋅ Silvercrest Add SubDv. ⋅ 33881 Zip Code
MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!

419 Avenue M Ne, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code
SPACIOUS & AFFORDALE IN SOUTHEAST WINTER HAVEN, THIS 3BR/2BATH home features newer vinyl plank flooring throughout, brand new dishwasher just installed and newer kitchen cabinets! The great room has beautiful dark beams on the ceiling that give the room so much more character. Sliding glass doors open to the 10x23 screened-in patio and partially fenced & spacious rear yard for pets. Adjacent to the kitchen is an extra room, could be great for an office/den space for those who work from home. On the other side of the living area, you'll find 3 bedrooms and a guest bath with tub/shower. The primary bedroom has a walk-in closet with an en-suite bath with walk-in tiled shower. There is an oversized 1-car garage with workshop area and plenty of shelving. Located near the Lake Ned public boat ramp with kid's playground & basketball court! Great location with quick in-town access!!

404 Lake Ned Road, Winter Haven
$200,000
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively refreshed presentation. Partial flooring replacement further updates the interior living spaces, while a fenced in backyard provides practical outdoor areas. This property embodies a fresh approach to comfortable living. Included 100-Day Home Warranty with buyer activation

1100 Carefree Cove Drive, Winter Haven
$165,000
2 Beds ⋅ 2 Baths ⋅ Cypresswood Tennis Vls SubDv. ⋅ 33884 Zip Code
Don’t miss this incredible opportunity to own a villa in one of Winter Haven’s most sought-after gated golf communities — at an unbeatable price! This 2-bedroom, 2-bathroom villa offers 1,278 sq ft of comfortable Florida living with a peaceful pond view backdrop. The open floor plan flows effortlessly, and the private enclosed Florida room is perfect for year-round entertaining. The generous primary suite features a walk-in shower, and the guest bath includes a tub/shower combo. Why this is a steal: Priced well below comparable properties in the community, Resort-style amenities INCLUDED — 18-hole golf course, tennis, pickleball, pool, fitness center, clubhouse & restaurant, 24-hour manned gate for peace of mind, Pets welcome, Flexible for investors — 6-month minimum lease allowed. Whether you’re looking for your Florida dream home, a seasonal getaway, or a smart rental investment, this property checks every box at a price that won’t last long. Act fast — opportunities like this don’t stay on the market!

1004 Medinah Drive, Winter Haven
$364,999
5 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Virtually Staged. Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5373 San Pietro Drive, Winter Haven
$271,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 33884 Zip Code
One or more photo(s) has been virtually staged. Beautifully Renovated Winter Haven Home Near LEGOLAND! Welcome to this beautifully renovated, move-in-ready home in the heart of Winter Haven! Featuring ALL NEW WINDOWS, a newer A/C system, and NEW APPLIANCES, this property offers modern comfort and peace of mind in a fantastic location. Just 2.1 miles from LEGOLAND Florida Resort, this home is perfectly suited for a primary residence, vacation getaway, or investment property. Enjoy updated finishes throughout, a functional layout, and a large fenced backyard with plenty of room for entertaining, pets, gardening, or outdoor enjoyment. Conveniently located near shopping, restaurants, medical facilities, and the many attractions Winter Haven has. With its desirable location and numerous updates, this home is an excellent opportunity for homeowners and investors alike. Renovated. Move-in ready. Great location. Endless possibilities—come see it for yourself!

137 Lowell Road, Winter Haven
$250,000
4 Beds ⋅ 3 Baths ⋅ Havencrest Add SubDv. ⋅ 33880 Zip Code
Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautifully maintained home offers character, warmth, and distinctive architectural details rarely found in today’s market. From the moment you arrive, you’ll appreciate the clean lines, natural light, and thoughtful design elements that create a seamless connection between indoor and outdoor living. The home has been exceptionally cared for and is in very good condition, offering both charm and peace of mind. Spacious living areas, inviting atmosphere, and a layout full of personality make this property stand out from the ordinary. Whether you are looking for a primary residence, a second home, or an investment opportunity, this home delivers style and timeless appeal. Roof replaced in 2004. Conveniently located near downtown Winter Haven, shopping, dining, parks, and the Chain of Lakes. Schedule your private showing today and experience the character and beauty of this one-of-a-kind property.

317 Avenue G Se, Winter Haven
$570,000
4 Beds ⋅ 3 Baths ⋅ Grey Fox Hollow Ph Three SubDv. ⋅ 33880 Zip Code
Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one of Winter Haven’s desirable established communities. Offering the ideal blend of peaceful country-style living and convenient access, this property is centrally located to Florida’s world-renowned attractions, including Walt Disney World Resort, Universal Orlando Resort, and LEGOLAND Florida Resort, along with easy access to Gulf Coast beaches and Orlando’s premier shopping, dining, and entertainment. From the moment you arrive, you'll appreciate the home’s inviting curb appeal, highlighted by a charming Southern-style front porch with refreshed columns, creating timeless warmth and character. The scenic setting is truly special, featuring picturesque ponds, charming bridges, and peaceful natural surroundings, offering a park-like backdrop that makes everyday living feel like a retreat. Inside, the spacious floor plan offers room for everyone with 4 generously sized bedrooms, 2.5 baths, a versatile loft area, and an added enclosed rear playroom/flex space—perfect for a game room, homeschool area, fitness studio, or additional family living space. Thoughtful updates throughout include renovated bathrooms, tasteful touch-ups, new hardwood flooring in one bedroom, a brand-new well and filtration system, and a meticulously maintained HVAC system with annual servicing—providing comfort and peace of mind for years to come. For added value and security, the home is also equipped with a whole-house generator, a highly desirable feature that ensures convenience and preparedness year-round. Set on three-quarters of an acre, the outdoor possibilities are endless. Whether you envision a pool, garden retreat, entertaining space, or workshop, this oversized homesite provides the room to create it. A storage shed already on the property adds even more functionality for tools, hobbies, or extra storage needs. Offering space, charm, modern updates, and exceptional versatility, 1413 Hidden Creek Lane is a rare opportunity to enjoy tranquil living without sacrificing convenience.

1413 Hidden Creek Lane, Winter Haven
$450,000
4 Beds ⋅ 3 Baths ⋅ Lake Rochelle Estates SubDv. ⋅ 33881 Zip Code
Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry, and an inviting layout perfect for entertaining or family gatherings. The master bedroom is on the first floor with a walk-in closet and a stunning view to the lake. Upstairs loft area with 3 additional bedrooms and a jack-and-jill bathroom. Convenience meets functionality with a downstairs laundry room, two-car garage, and long driveway providing plenty of parking. The exterior has been freshly painted, giving the home a crisp, updated look that complements its serene waterfront setting. Enjoy mornings with coffee by the lake and evenings watching sunsets reflected on the water. Located just minutes from LEGOLAND, 30 minutes from Disney, and only two hours from both Florida coasts, you’ll have endless recreation and adventure at your doorstep. This lakefront gem blends natural beauty, modern comfort, and an unbeatable location — the perfect place to call home in the heart of Winter Haven, FL. Use Showtime feature to schedule your viewing.

2734 Rochelle Drive, Winter Haven
$375,000
4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph I SubDv. ⋅ 33880 Zip Code
Don't miss this home for sale. This 2 story home features 4 bedrooms, 2.5 baths, a foyer/den, and a huge backyard. No CDD. The home was built in 2021 and is conveniently located to Orlando, Tampa, and just a few minutes away from Lego Land Resort. Eagles Landing is a community in Winter Haven, Florida. Since purchasing the home in 2023, the following improvements and upgrades have been completed. Flooring, Removed all existing carpet throughout the home and Installed new laminate flooring. Interior Updates, Fresh interior paint completed throughout the entire home, Installed California shutters throughout the house, Bathroom Renovations, Renovated two bathrooms. Upgraded both bathrooms with modern walk-in showers. Kitchen Upgraded kitchen countertops, professionally painted kitchen cabinets. Garage / Installed EV charger in the garage. Installed water softener system. The home has been well maintained and thoughtfully upgraded to provide a modern, clean, and move-in-ready living space.

567 Eagle Landing Boulevard, Winter Haven
$304,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 2 SubDv. ⋅ 33884 Zip Code
Under Construction. Let me Introduce you to the Astor this 1593 Sqft. 3 Bedroom 2 Bath home with the Garage in the rear is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Astor has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms and an Owners Suite that can easily fit a King size bed. If you like sitting outside, you have a covered lanai that is perfect for BBQing. And on top of all that it also comes with our Home Smart System. Come by today!

1660 Hummingbird Road, Winter Haven
$235,000
2 Beds ⋅ 2 Baths ⋅ Traditions Ph 2a SubDv. ⋅ 33884 Zip Code
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living. Step inside to an inviting open-concept floor plan filled with natural light, high ceilings, and stylish ceramic tile flooring throughout the main living areas. The spacious living and dining areas are ideal for entertaining guests or simply relaxing in comfort. The modern kitchen is a standout feature, showcasing solid wood cabinetry, granite countertops, stainless steel appliances, and generous prep space for everyday living and special gatherings alike. The spacious primary suite offers a large walk-in closet and a private en-suite bath designed for comfort and convenience. Sliding glass doors lead to a screened-in porch where you can unwind and enjoy Florida’s beautiful weather year-round. Living in Traditions means enjoying an exceptional array of resort-style amenities, including a lakeside heated pool, elegant clubhouse, fitness center, tennis, pickleball, and shuffleboard courts, plus private access to Lake Ruby with a community boat ramp and dock. Even better, the HOA covers exterior maintenance, lawn care, and high-speed internet, allowing you to truly enjoy a carefree lifestyle. Ideally located near shopping, dining, hospitals, and Legoland, this stunning villa offers the perfect opportunity to enjoy the best of Central Florida living. Don’t miss your chance to own a beautiful home in one of Winter Haven’s premier active adult communities!

3023 Caneel Street, Winter Haven
$455,000
6 Beds ⋅ 2 Baths ⋅ Laramore Sub SubDv. ⋅ 33881 Zip Code
Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright, open-concept floor plans designed for easy living and low maintenance. Step inside to find durable ceramic tile flooring flowing seamlessly throughout the main living areas and kitchens, paired with crisp, neutral paint that makes the space feel fresh and inviting. The kitchens are fully equipped with rich wood cabinetry, ample counter prep space, white appliances (including dishwashers!), and a convenient breakfast bar/passthrough that overlooks the spacious family room. To top it off, each unit includes its own dedicated in-unit laundry closet with a stackable washer and dryer—a major premium for prospective renters.

1830 2nd Street Nw Unit A, Winter Haven
$370,000
33881 Zip Code
Positioned along highly traveled Dundee Road, this prime commercial lot presents a rare, turnkey development opportunity in a growing Central Florida corridor. The property has already completed the state permitting process, significantly reducing timelines and uncertainty for a new owner or developer. With an approved driveway in place and site plans already prepared for a hotel, much of the heavy lifting has been done—allowing you to move quickly from acquisition to construction. This makes it an ideal investment for hospitality groups, developers, or investors looking to capitalize on the area’s continued growth and strong traffic exposure. Surrounded by expanding residential communities, established businesses, and convenient access to nearby attractions and major roadways, this location offers both visibility and accessibility—key components for a successful commercial venture. Opportunities like this, where planning and approvals are already secured, are increasingly hard to find. Whether you move forward with the existing hotel plans or bring your own vision to life, this property is ready to deliver.

Dundee Road, Winter Haven
$314,900
4 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Discover affordable luxury and modern Florida living in this beautifully designed brand-new 2025 home located in the growing Peach Crossings community of Winter Haven. Perfectly positioned for first-time homebuyers, growing families, remote professionals, and buyers seeking more space without sacrificing style, this move-in ready 4-bedroom, 2-bath residence offers the ideal combination of comfort, functionality, and value in one of Polk County’s rapidly expanding areas. Built by LGI Homes, the highly sought-after “Summit” floor plan features an open-concept design with soaring ceilings, abundant natural light, and thoughtfully designed living spaces perfect for entertaining and everyday living. The spacious chef-inspired kitchen is equipped with granite countertops, solid wood cabinetry, Whirlpool stainless steel appliances, generous prep space, and seamless flow into the dining and family room area creating the perfect setting for gatherings, holidays, and movie nights at home. The oversized primary suite offers a peaceful retreat with a large walk-in closet and spa-style en-suite bathroom featuring dual vanities, stone countertops, and a step-in shower. Three additional bedrooms provide flexibility for guest rooms, a home office, fitness room, or playroom. Luxury vinyl flooring throughout the main living areas, energy-efficient windows, smart layout design, interior laundry room, and modern finishes add both style and practicality for today’s buyers. Step outside and enjoy covered outdoor living space ideal for relaxing evenings, weekend cookouts, or enjoying Florida’s year-round sunshine. Professionally designed landscaping, irrigation, sidewalks, and attractive curb appeal make this home stand out from the moment you arrive. Located near shopping, dining, medical facilities, parks, and major commuter routes, Peach Crossings offers convenient access to Lakeland, Orlando, and Central Florida attractions while still maintaining a quieter residential atmosphere. Community amenities include playgrounds, parks, picnic areas, and access to highly desired Polk County schools, making this neighborhood especially appealing to families and buyers relocating to Florida. With no CDD fees, low HOA costs, builder warranty coverage, and financing options including FHA, VA, USDA, and Conventional loans, this property presents an exceptional opportunity for buyers looking for affordable new construction in Winter Haven with long-term value and lifestyle appeal.

1782 White Elephant, Winter Haven
$422,999
2 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 55+ community in Florida, comes with a upgraded custom13’6 x 28’ saltwater pool with propane heater and expanded screened enclosure that measures 44’ x 24’ tankless propane water heater, and gas hookup for an outdoor kitchen in Lake Ashton! If you are seeking a stunning 2-bedroom, 2-bath property this is the one it sits on the Lake Ashton West golf course and this environment for Living certified Green home features several builder upgrades PLUS extensive builder and owner upgrades Inside, you’ll find tile flooring throughout (no carpet), upgraded kitchen cabinetry with roll-out shelving, Calcatta Silestone countertops with beveled edge; custom kitchen pantry cabinet with roll-outs; under-cabinet lighting, custom closets in both bedrooms and laundry room plus a custom pantry storage. Additional features include custom closets, updated bathrooms with a walk-in shower and glass doors, remote-controlled blinds, upgraded lighting and fans, epoxy garage flooring, and enhanced landscaping Located in Lake Ashton, a premier 55+ community offering two 18-hole golf courses, a 26,000 + sq ft Health and Fitness Center, pickleball courts , a bowling alley, a restaurant and much more, activities are abundant in this exceptional community . Don’t miss this very special pool home. Schedule your showing today.

1108 Sawgrass Drive, Winter Haven
$300,000
4 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and can easily be used as a home office, ideal for today’s lifestyle needs.The home also includes a dedicated laundry room and generously sized primary bedroom, providing comfortand convenience throughout. Located in a rapidly developing area, a new plaza is currently under construction nearby, adding future value and accessibility to shopping and dining options. Plus, LEGOLAND Florida Resort is approximately 20 minutes away, offering fun and entertainment close to home. Don’t miss the chance to own a newer home in a thriving community!

125 Andreas Street, Winter Haven
$324,900
3 Beds ⋅ 3 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code
PRICE IMPROVEMENT + $5,000 SELLER CONTRIBUTION! MORE SPACE. MORE VALUE. MORE REASONS TO MAKE THIS HOME YOURS! If you’ve been searching for a home that offers space, flexibility, and an opportunity to save at closing, this one deserves a closer look! This beautifully maintained Lake Smart Pointe home features a spacious and inviting open-concept floor plan designed for comfortable everyday living and entertaining. The first floor offers generous living and dining areas, a well-appointed kitchen with granite countertops, stylish backsplash, and stainless-steel appliances, plus a convenient half bath. A brand-new washer and dryer are also included. Large sliding glass doors bring in an abundance of natural light and open to the spacious backyard—perfect for entertaining, relaxing, or enjoying outdoor activities. Upstairs, the home continues to impress with generously sized bedrooms and a versatile loft that can easily become a home office, playroom, media area, or additional living space. The primary suite provides a comfortable private retreat, while the additional bedrooms offer plenty of room for family, guests, or hobbies. AND HERE’S THE BONUS FOR BUYERS: The motivated seller is offering $5,000 toward the buyer’s closing costs or prepaid expenses, subject to the terms of the contract. Combined with the price improvement, this creates an even greater opportunity for a buyer looking for space and value. BUYERS—DON’T MISS THIS ONE! Come see the space, the layout, and the value for yourself. Schedule your showing today!

339 Lake Smart Circle, Winter Haven
$409,000
4 Beds ⋅ 3 Baths ⋅ Terranova Phase Iv SubDv. ⋅ 33880 Zip Code
Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an open-concept layout filled with natural light, creating a bright and inviting atmosphere throughout the home. The interior showcases new flooring, fresh paint, and modern finishes that elevate every space. The kitchen has been fully updated with elegant cabinetry, gold hardware, spacious countertops, stainless steel appliances, and stylish lighting, all seamlessly connected to the main living areas, making it ideal for both daily use and entertaining. Both the kitchen and bathroom countertops feature high-quality quartz, offering durability, low maintenance, and a clean, modern look that enhances the overall design of the home. The primary bathroom offers a true luxury experience with floor-to-ceiling tile, a freestanding soaking tub positioned under a large window, a frameless glass shower with modern gold finishes, and a double vanity with contemporary mirrors and lighting. The additional bathrooms have also been completely renovated with clean, modern designs and high-quality materials. The home also includes a three-car garage and a large driveway, providing ample parking and storage space. The backyard offers a private outdoor area with plenty of potential for relaxation or future enhancements. Located in a quiet and well-maintained community, this property combines modern upgrades, functional layout, and an excellent location, making it a perfect option for both homeowners and investors seeking a move-in ready home.

258 Terranova Boulevard, Winter Haven
$603,000
3 Beds ⋅ 2 Baths ⋅ Sundance Ranch Estates SubDv. ⋅ 33884 Zip Code
Welcome to Sundance Ranch Estates! This well-maintained 3-bedroom, 2-bath home sits on 5 acres and offers the ideal balance of country living with convenient access to nearby amenities. The main residence features a spacious living room, formal dining area, and a bright kitchen with breakfast nook. A separate in-law suite includes its own kitchen, bathroom, and private entrance—perfect for multigenerational living or potential rental income. Recent updates include brand new AC (2026), new roof (2024), water heater (2026), and gas stove (2023). Equestrian-friendly, the property is fenced and cross-fenced, providing ample space for horses or other animals. Enjoy privacy, open views, and a versatile layout—all just minutes from shopping, dining, and schools. Move-in ready and designed for flexible living.

12 Cherry Blossom Lane, Winter Haven
$1,650,000
Porters Sub SubDv. ⋅ 33880 Zip Code
165 SW 5th St, Winter Haven, FL 33880 presents a strong opportunity for commercial redevelopment or investment in a growing Winter Haven location. This vacant parcel offers approximately 17,476 square feet and is positioned in an area with surrounding commercial and mixed-use activity. The site is ideal for a local owner-user, boutique developer, retail or service user, professional office, café/restaurant operator, or investor seeking a well-located parcel with redevelopment potential. With its central location and visibility, the site offers potential for an owner-user, investor, or developer seeking a parcel in an established part of the city. Buyers should verify intended use, zoning, and development requirements with the City of Winter Haven.

165 5th Street Sw, Winter Haven
$333,900
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with shaker-style cabinets with crown molding, granite countertops, Samsung stainless steel appliances, pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Jack-and-Jill hall bath with an enclosed tub and toilet, accessed from bedrooms 3 and 4. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey."

3151 Laurel Oak Lane, Winter Haven
$289,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph Four SubDv. ⋅ 33884 Zip Code
NEW PRICE on this move-in-ready Central Florida home! Offering modern upgrades, energy-efficient features, and desirable community amenities, this property delivers exceptional comfort, style, and value. The bright, open-concept floor plan features soaring ceilings, fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and durable vinyl flooring in every bedroom. With no carpet anywhere, the home is easy to maintain and ideal for everyday Florida living. The updated kitchen is designed for cooking and entertaining, featuring quartz countertops, espresso cabinetry with crown molding, a spacious center island, and Samsung stainless steel appliances. The spacious primary suite includes a walk-in closet, dual vanities, and a private en-suite bathroom. Additional upgrades include a whole-home water softener and filtration system, custom blinds, ceiling fans, a programmable thermostat, energy-efficient windows and insulation, architectural shingles, and a Ring doorbell system. The washer and dryer are also included. Outside, enjoy a fully fenced backyard with updated landscaping, an irrigation system, and a covered patio perfect for outdoor dining, relaxing, or entertaining. A two-car garage provides additional parking and storage. Community amenities include a swimming pool and playground. Conveniently located in Central Florida, this updated home with a fenced yard, modern kitchen, no carpet, and community pool is ready for its next owner. Schedule your private showing today and take advantage of this new price before the opportunity is gone.

3307 Costello Circle, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
HUGE PRICE REDUCTION! WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAND Florida Resort and the beautiful Chain of Lakes. This home is perfect for buyers looking to slow down and enjoy the simple things—morning coffee with a water view, evenings by the lake, and weekends spent fishing or unwinding in your own backyard. While the lake is smaller and offers a more quiet setting with no public boat access, that’s part of its charm—less traffic, more tranquility. Situated on a spacious lot with a fenced backyard, there’s plenty of room for pets, gatherings, or creating your own outdoor oasis. Inside, the home offers a solid foundation and a warm, inviting layout, ready for your personal style and updates to truly make it your own. If you’ve been searching for an affordable lakefront lifestyle with room to grow, this is your opportunity to put down roots and create a home that reflects you.

136 Lake Ring Drive, Winter Haven
$429,900
4 Beds ⋅ 3 Baths ⋅ Residences Of Winter Haven SubDv. ⋅ 33880 Zip Code
Move-In Ready! Discover the Crystal River Gen Suite by LAREF Homes, a thoughtfully designed home that combines modern style with exceptional flexibility. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this 4-bedroom, 3-bath home is ideal for multi-generational living, extended family, guests, or anyone seeking additional privacy. The open-concept main living area is designed for both everyday comfort and entertaining, centered around a gourmet kitchen featuring a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, a spacious walk-in pantry, and abundant storage. Luxury vinyl flooring flows throughout the main living areas, while the covered lanai extends your living space outdoors. The private Gen Suite is what truly sets this home apart, offering its own entrance, sitting area, kitchenette, full bath, and bedroom—creating the perfect space for in-laws, visiting family, long-term guests, or a private home office. Additional highlights include floor-to-ceiling porcelain tile in the showers, a dedicated laundry room with utility sink, blinds throughout, an extended driveway, and a 2-10 Home Buyers Warranty. Residences at Winter Haven offers a prime central Winter Haven location with low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options.

2112 River Hawk Loop, Winter Haven
$384,900
4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code
Move-in Ready! Welcome to the Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This thoughtfully designed 4-bedroom, 2-bath home features an open-concept layout that blends style and functionality. At the heart of the home, the designer kitchen showcases a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, stainless steel appliances, abundant storage, and a spacious walk-in pantry. The extended great room flows seamlessly to the covered lanai, creating the perfect space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the showers, blinds throughout, four ceiling fans, a dedicated laundry room, and a 2-10 Home Buyers Warranty for added peace of mind. Residences at Winter Haven offers low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting your lot, floor plan, exterior finishes, interior design package, and upgrade options. Experience quality construction, thoughtful design, and a community you'll be proud to call home.

2108 River Hawk Loop, Winter Haven
$499,900
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on your property that are currently leased. Additionally the Airbnb potential would provide an even larger income stream since it's located only one mile from Legoland and the famous Winter Haven Chain of Lakes. This is a unique opportunity and is located on an oversized fenced corner double lot and only a 1/2 mile to Legoland. Another benefit is the bonus room could also be turned into a 4th bedroom. Plenty of paved parking for at least 10 cars. Corner lot will also allow for a detached garage to be built. No need to worry about skyrocketing electric bills as this home also has electric solar panels which are fully paid off and provide electric bill relief. Also on the property is a lovely sparkling 15' x 30' screened pool to provide escapes & privacy. There are many taste-full updates already done, including remodeled kitchen & bathrooms, new LVP throughout, newer windows, large storage shed, a hot tub, triple car wide concrete driveway & a portable back-up generator hook-up. Move-in ready and no HOA. This could also be a great place for a multigenerational living, short term rental or Airbnb.

100 Alachua Drive, Winter Haven
$339,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.

1210 Zambrana Court, Winter Haven
$295,000
4 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to 6103 Grey Heron Dr in Winter Haven, FL — a beautifully maintained move-in ready home offering modern finishes, open-concept living, and stylish design throughout. This spacious home features a bright and airy split floor plan with neutral tones, abundant natural light, and seamless flow between the kitchen, dining, and living areas — perfect for both everyday living and entertaining. The stunning kitchen is the heart of the home and showcases: • Oversized quartz island with seating • Shaker-style cabinetry • Stainless steel appliances • Modern backsplash details • Ample counter and cabinet space • Open sightlines to the main living area • Designer lighting and upgraded fixtures The primary suite offers a relaxing retreat with spacious accommodations, elegant finishes, and a beautifully appointed ensuite bathroom featuring dual sinks, generous vanity space, and a walk-in glass shower. Additional bedrooms are well-sized and versatile for guests, office space, or family living. Step outside to enjoy the screened lanai overlooking a large backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Property Features Include: • Newer roof (2025) • Water softener system 2025 • Open-concept layout • Split-bedroom floor plan • Tile flooring in main living areas • Modern light fixtures throughout • Spacious secondary bedrooms • Indoor laundry space • 2-car garage • Screened covered patio/lanai • Large backyard • Contemporary curb appeal Conveniently located near shopping, dining, schools, and major roadways, this home combines comfort, style, and functionality in one beautiful package.

6103 Grey Heron Drive, Winter Haven
$329,900
3 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights Unit 01 02 Rep SubDv. ⋅ 33881 Zip Code
Virtually Staged. HUGE PRICE DROP! Completely renovated Gene Leedy home and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida. Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. The stunning kitchen has been completely updated with beautiful soft-close cabinetry, luxurious quartz countertops, stainless steel appliances, and recessed lighting—offering a sleek, contemporary look and exceptional functionality. Luxury vinyl plank flooring runs throughout the home, complemented by fresh interior paint, modern fixtures, and stylish ceiling fans that complete the elegant finish. The primary suite provides a private retreat, while additional bedrooms offer flexibility for family, guests, or a home office. Both bathrooms have been tastefully remodeled with updated tile, vanities, and fixtures. Outside, enjoy your private backyard oasis—fully enclosed with a block wall for enhanced privacy. A sparkling inground pool with paver deck sets the stage for year-round Florida living, whether you’re hosting a gathering or enjoying a quiet evening under the stars. Additional features include a separate exterior laundry/storage room for added convenience. Ideally located near shopping, dining, schools, and major roadways, this home offers easy access to Winter Haven’s famous Chain of Lakes and other nearby Central Florida attractions. Every detail has been updated—move right in and start enjoying the Florida lifestyle today! Schedule your private showing before it’s gone.

1558 Drexel Avenue Ne, Winter Haven
$724,999
5 Beds ⋅ 5 Baths ⋅ Wyndsor At Lake Winterset SubDv. ⋅ 33884 Zip Code
Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Go inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two Full entry closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022), Leafgutter 2024, All carpet replaced including stairs with Water/Scratch resistent Vinyl, 5 stage Water filter & reverse osmosis system (2023), and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

2656 Wyndsor Oaks Way, Winter Haven
$246,900
3 Beds ⋅ 1 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code
Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

218 Dennis Avenue, Winter Haven
$279,000
4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Short Sale. This is a great opportunity to walk into equity in a newer home. Needs some minor TLC. Lucerne Park Reserve is located in historic Winter Haven only one mile from US-27 providing easy access to major employment centers. The home is located closely to town centers with plenty of restaurant and retail options. Meritage Home is Known for their energy efficient features. Low HOA of $200/year includes community pool and park

884 Cambridge Drive, Winter Haven
$189,000
2 Beds ⋅ 2 Baths ⋅ North Gate Village SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. SELLER NOW OFFERING 2/1 INTEREST BUY DOWN RATE WITH APPROVED FINANCING! NEW ROOF JUST INSTALLED, BRINGING BUYER PIECE OF MIND. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, complete lawn service and irrigation, Enjoy easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, such as the community clubhouse, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.

1213 8th Street Nw, Winter Haven
$175,000
5 Beds ⋅ 2 Baths ⋅ South College Add Rev SubDv. ⋅ 33880 Zip Code
Short Sale. Hard to beat this combination of size, location, and upside. Located just one street from Winter Haven’s growing downtown district, this spacious approximately 2,200-square-foot home offers investors a rare opportunity to acquire a large property in an increasingly desirable area. The home is vacant and ready for renovation. Major system updates, including dual-zone air conditioning, have been completed in recent years, allowing the next owner to focus primarily on cosmetic improvements and value-add renovations. This property is being offered as a short sale and requires an investor offer. The seller is seeking a quick, as-is transaction, and the sale will be subject to lender approval. Cash or qualified investor financing preferred. No seller financing, lease-option, or subject-to terms are being offered. Large homes this close to downtown Winter Haven are increasingly difficult to find—especially with this much potential. Bring your contractor, run the numbers, and submit your best offer.

128 Avenue D Sw, Winter Haven
$165,000
3 Beds ⋅ 1 Baths ⋅ Eula Vista Sub SubDv. ⋅ 33881 Zip Code
Welcome to this charming 3 bedroom, 1 bath home ideally located in the heart of Winter Haven, just minutes from shopping, dining, and schools. From the moment you arrive, you’ll be greeted by a lush, established front garden, perfect for those who enjoy outdoor living or gardening. The home features a covered front porch, ideal for relaxing mornings or unwinding in the evenings, along with a convenient one-car carport. Inside, you’ll find a warm and inviting living space highlighted by durable wood-look tile flooring that flows seamlessly throughout the main areas. The kitchen and dining room combination offers a functional layout with plenty of room for everyday living and entertaining. Tucked away at the rear of the home, the spacious primary bedroom provides added privacy and a generously sized closet. Two additional bedrooms offer flexibility for guests, a home office, or hobby space. The full bathroom includes a single-sink vanity and a tiled tub/shower combo. Additional features include an exterior storage/laundry room located under the carport with washer and dryer hookups. Whether you're a first-time homebuyer, investor, or looking to downsize, this home offers great potential and opportunity. Schedule your private showing today!

300 Avenue V Ne, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ Terranova Ph Iv SubDv. ⋅ 33884 Zip Code
Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Haven—where space, style, and Florida living come together beautifully! Designed with a highly sought-after split-bedroom floor plan, this home offers both privacy and functionality. The luxurious primary suite is a true retreat, featuring elegant tray ceilings, dual walk-in closets, and a spa-inspired ensuite bath with dual vanities, a private water closet, a relaxing garden tub, and a separate walk-in shower. At the heart of the home, the gourmet kitchen impresses with granite countertops, stainless steel appliances, and a huge walk-in pantry, providing both style and ample storage. The versatile den/formal living room offers flexibility—perfect for a home office, media room, or additional living space. Step outside to your screened-in outdoor oasis, complete with a sparkling inground pool and an expansive lanai—ideal for entertaining, relaxing, or enjoying sunny Florida days. The fully fenced backyard offers plenty of room for a garden, pets, or play. With its premium features, flexible layout, and resort-style outdoor space, this home is a true standout. Don’t miss your chance—schedule your private showing today and make this Winter Haven pool home yours!

314 Terranova Boulevard, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ Eloise Woods East Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
**Location, Location, Location! Seller offering closing costs assistance to help with prepaid items, or interest rate buy-down with acceptable offer!** Beautifully maintained 3-bedroom, 2-bath home situated on an expansive oversized corner lot in desirable Southeast Winter Haven with **no city taxes — county taxes only**. Major updates have already been completed, including a **2024 A/C**, **2019 roof**, **new drain field**, and recent **septic inspection/pump-out** for added peace of mind. Inside, you'll find luxury laminate flooring throughout the main living areas with ceramic tile in wet areas, creating a clean and modern feel. Enjoy outdoor living in the private rear courtyard shaded by mature landscaping and beautiful trees, plus a stunning oak tree that enhances the curb appeal of this spacious corner homesite. A rare bonus is the **704 sq. ft. detached garage/workshop**, offering endless possibilities for storage, hobbies, vehicles, or workspace. Conveniently located near shopping, dining, schools, **only 2.1 miles from LEGOLAND Florida Resort**, close to Chain of Lakes access, near Freedom Boat Club, and just minutes from the new Chain of Lakes Baseball Complex. Don’t miss this opportunity!

202 Saint Lucie Road, Winter Haven
$179,000
3 Beds ⋅ 1 Baths ⋅ Harrington A B Sub SubDv. ⋅ 33881 Zip Code
Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, and value. Featuring 3 spacious bedrooms and 1 bathroom, the home showcases a bright open-concept layout ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Enjoy durable vinyl plank flooring throughout, generously sized bedrooms, and an abundance of natural light. Step outside to a large backyard, perfect for entertaining or relaxing. Conveniently situated near schools, parks, hospitals, dining, and entertainment. Priced to sell, schedule your showing today!

306 Palmetto Avenue Nw, Winter Haven
$386,990
4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

1726 Upland Lane, Winter Haven
$392,175
4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

1742 Upland Lane, Winter Haven
$250,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code
Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.

3732 Giorgio Drive, Winter Haven
$225,000
3 Beds ⋅ 3 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Fully Remodeled 3 Bed / 3 Bath with No HOA – Move-In Ready in Winter Haven! Welcome to 3420 Avenue T NW — a completely updated 3-bedroom, 3-bathroom home featuring a rare full-bath-for-every-bedroom layout, all-new appliances, and a brand-new 6-foot privacy fence. This home has been renovated with today’s buyer in mind, offering a clean, modern interior with updated flooring, a refreshed kitchen, and a seamless open-concept living space. The kitchen is equipped with brand-new stainless steel appliances and flows easily into the main living areas, making it perfect for both daily living and entertaining. Each bedroom offers direct access to a full bathroom, providing flexibility for families, guests, or multi-use living arrangements — a feature that sets this home apart from typical properties in this range. The fully fenced backyard adds another layer of value, giving you private outdoor space ready for pets, play, or relaxation. If you’re searching for a move-in-ready home with modern updates, functional layout, and strong value, this one checks the boxes.

3420 Avenue T Nw, Winter Haven
$284,990
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfully designed with an open-concept layout filled with natural light, creating an inviting space for both relaxing and entertaining. At the heart of the home, the spacious great room flows seamlessly into the dining area and kitchen. The gourmet kitchen is sure to impress, showcasing stainless steel appliances, breakfast bar for a casual meal, pantry and plenty of prep space—ideal for everyday living and hosting alike. Beautiful ceramic tile flooring extends through the main living areas, while the bedrooms offer plush carpeting for added comfort. The primary bedroom serves as a peaceful retreat, complete with a generous walk-in closet and en-suite bath featuring dual vanities and a shower with a bench. Two additional bedrooms provide flexibility for guests, or a home office, each offering ample closet space and convenient access to a full bath. A dedicated laundry room with washer and dryer, along with a two-car garage, adds everyday convenience. Step outside to the covered patio to enjoy your backyard. Enjoy the amenities offered in the community with a resort style pool, playground and dog park. Experience the perfect blend of style, convenience, and community living at VillaMar. Come experience a home where comfort, functionality, and beauty come together effortlessly.

2747 San Marco Way, Winter Haven
$224,990
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3056 Captain Jax Way, Winter Haven
$205,000
2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 1 Replat SubDv. ⋅ 33880 Zip Code
WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!

323 Orange Blossom Drive Unit 323, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to TRADITIONS, an active 55+ gated community located in the heart of the state on Lake Ruby. From swimming laps in the olympic size pool, casting a line at the lake, swinging a pickleball racquet or utilizing the fitness room and scheduled classes, there is plenty to do to stay in shape. If you prefer a more relaxed day, the clubhouse provides plenty of social spaces for card games, crafting, puzzles and reading a book. The community has planned monthly activities, they even plan a yearly community cruise if that's your vibe. You don't need to leave the community to find something to do, however; Disney and Universal Studios are nearby and you can reach either coast in less than two hours. The community is close to shopping (Publix coming soon), medical facilities, Legoland and the quaint downtown area of Winter Haven with boutique shops and local restaurants. This community is truly the ultimate 55+ lifestyle. The monthly dues include: community amenities, Spectrum cable and internet, lawn maintenance, common area maintenance, and exterior paining every 8 years. Now for the house: This is a Kennedy model floorplan, one of the most sought after in this community. It is a SHOW STOPPER from top to bottom and these Sellers have executed great care during their ownership. You will appreciate some of the additions they have made such as the extended rear screened lanai with Coolaroo shades and a motorized hurricane shutter. They also extended a paver BBQ area for those who like to grill. They added overhead storage racks in the garage and if you are an angler you will appreciate the storage system for the fishing poles! They have also added a motorized screen door for the days that you want to tinker in the garage and keep the bugs out. The exterior was just painted in 2025. The lawn is manicured with professional landscape edged flower beds and best of all the grass is maintained by the HOA. Step inside the front door to be instantly impressed with the high ceilings. The space is open enough for great entertaining but also offers space to spread out when needed. Ceramic tile in all the wet areas and living spaces with 5 inch baseboards and crown molding give the feeling of luxury. Recessed lighting, pendant lights as well as good window placement bring good lighting into the space. The kitchen is spectacular. 42 inch upper cabinets, quartz counters, walk in pantry and preparation island make the space functional for the chef and easy to entertain in. There are three dining space choices: formal dining area, breakfast nook and a breakfast bar providing with plenty of seating. The living room flows perfectly from the triple sliding door onto the lanai. The wall mounted TV's convey. The floorplan also offers a triple split bedroom plan. The primary bedroom offers an ensuite and the walk in closet has custom built in shelving. The ensuite has dual sinks, private commode room, linen closet and soaking tub. The walk in shower has no step and has nice glass doors. The 2nd and 3rd bedrooms share a guest bath with dual sinks and the 4th bedroom has a private ensuite. You truly have to see this home to appreciate its flow, style, tidiness and all the features that make this place a HOME! If 55+ living in Florida is what you have been dreaming of, you just found it! Come make some new Traditions!

3890 Bedford Avenue, Winter Haven
$309,000
4 Beds ⋅ 2 Baths ⋅ St James Xing SubDv. ⋅ 33881 Zip Code
This 4/2 home has a renovated interior showcasing modern upgrades throughout. The home features stunning new 36" x 24" porcelain tile flooring, offering a sleek, contemporary look with durability and easy maintenance. Move-in ready and designed for comfortable, stylish living. Dual access bedroom and bath provides the bedroom with private ensuite access while allowing the bathroom to serve as a main or guest bathroom from the hall, featuring two doors to maximize access and functionality. Large kitchen with island and lots of cabinet space and large pantry. Sliding doors leading to covered screened in porch with additional concreted tiled patio area that leads to a large backyard. Seller will consider contributing toward buyer’s closing costs.

4669 Osprey Way, Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your next day on the water is always effortless. When it’s time to unwind, head to the community pool or relax at the clubhouse overlooking the water—perfect for catching those signature Florida sunsets. Located just minutes from LEGOLAND Florida Resort, plus a wide variety of local restaurants and shopping, you’re right in the heart of everything—so close to LEGOLAND that you can sometimes enjoy their fireworks lighting up the night sky. This isn’t just a home—it’s the kind of place where memories are made and the pace of life finally feels just right.

3971 Cypress Landing W, Winter Haven
$256,900
3 Beds ⋅ 2 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Short Sale. – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

909 Cambridge Drive, Winter Haven
$364,900
5 Beds ⋅ 3 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no rear neighbors, offering extra privacy and an open feel. As you step inside, a long and inviting foyer welcomes you into the home. The first floor boasts a bright and open family room, perfect for gathering, along with a modern kitchen featuring a large island, breakfast bar, and brand-new Whirlpool appliances. A guest bedroom and a full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master retreat offers plenty of space for a king-sized bed, a dresser, and even a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for added organization, and a spacious walk-in closet for all your storage needs. The four additional bedrooms are generously sized, allowing everyone their own private space. These rooms can also be used as a home office, playroom, or hobby room to suit your lifestyle. With three full bathrooms, mornings run smoothly without congestion. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Step outside and enjoy the covered back patio and covered front porch, perfect for relaxing or entertaining outdoors. Located in the highly sought-after Peach Crossings community, this home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful communitySchedule your private showing today!

1783 White Elephant Loop, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code
Back on the market! Previous contract fell through due to the buyer's financing, giving YOU a second chance to make this move-in-ready home yours. Discover the perfect blend of quality construction, modern updates, and everyday convenience in this solid concrete block home. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property is ready to impress. Inside, you'll find brand-new luxury vinyl plank flooring throughout, creating a clean, contemporary feel. The updated kitchen features newer stainless steel appliances, while major mechanical updates provide added confidence, including a 2022 HVAC system, 2022 water heater, 2026 electrical panel and a durable metal roof installed in 2012. Step outside to a spacious, fully fenced backyard shaded by mature trees, ideal for pets, outdoor entertaining, gardening, or simply enjoying Florida's beautiful weather. A covered carport, along with an additional parking pad, offers ample space for multiple vehicles, guests, or even your boat. Located in an established neighborhood with NO HOA and NO CDD fees, you'll enjoy the flexibility and savings that are becoming increasingly hard to find. Conveniently situated just minutes from shopping, restaurants, parks, lakes, and all that downtown Winter Haven has to offer, this home delivers both comfort and location. With inspections already completed during the previous transaction, this home is back on the market solely because the buyer's financing was not approved. Don't miss this opportunity,schedule your private showing today!

113 6th Jpv Street, Winter Haven
$265,000
2 Beds ⋅ 1 Baths ⋅ Lake View Sub SubDv. ⋅ 33881 Zip Code
Fixer upper! THIS COULD BE THE ONE. PRIVATE POOL! So many possibilities! Lovely vaulted ceilings, 2 fireplaces, open kitchen, lovely wood accents, mahogany kitchen cabinets, office has a closet and could be converted to a 3rd bedroom 3 car garage/ carport and a separate workshop all on .75 of an acre. roof 10 years old, ac replaced 2024, UVI light 2024

Winter Haven
$289,900
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Skip the construction wait and builder upgrade costs! This move-in-ready D.R. Horton home features a professionally enclosed all-seasons room with more than $10,000 invested in windows alone, creating a comfortable year-round extension of the living and entertaining space. Better than new 2022-built home on a desirable corner lot in the heart of 33884, located in a family-style community loaded with amenities! This beautiful 3-bedroom, 2-bath home offers modern living with an open, functional layout and split floorplan. A standout feature is the upgraded enclosed patio/all-seasons room, complete with windows and screens—perfect for relaxing year-round, entertaining guests, or enjoying Florida living without the bugs. The home shows great and offers peace of mind with newer construction, while the community amenities add incredible value and lifestyle appeal. Conveniently located near shopping, dining, schools and everything Winter Haven has to offer. Move-in ready!

2415 Brassie Court, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Buckeye Ridge SubDv. ⋅ 33880 Zip Code
MOVE-IN READY WITH MODERN UPDATES ON A PRIME CORNER LOT! Built in 2017 and featuring a LOW HOA, this beautifully maintained home offers a desirable open floor plan with a 3-way split bedroom layout, delivering the perfect balance of functionality and privacy. Enjoy peace of mind with NEW luxury vinyl plank flooring (2025) and fresh interior paint (2025), creating a clean, modern, truly turnkey feel throughout. Architectural details like decorative arches add character, while 18x18 tile in all wet areas enhances durability and style. The kitchen showcases 36” espresso cabinetry, generous storage, and all appliances included, making it ideal for both everyday living and entertaining. Additional highlights include window treatments throughout, an inside laundry room with washer and dryer, and abundant storage space. Step outside to your covered lanai, perfect for relaxing year-round. Situated on a spacious corner lot, the property offers added privacy and curb appeal. Conveniently located just minutes from Highway 27 and approximately 15 minutes to I-4, providing easy access to commuting, shopping, and dining. 1711 sq ft | 3 Bedrooms | 2 Bathrooms | 2-Car Garage

4140 Sophia Boulevard, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Better Than New 2022 Home – Move-In Ready! VA Assumable Mortgage!!! Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, located on a desirable corner lot in the sought-after Villamar community of Winter Haven. Built in 2022, this home offers modern living without the wait for new construction. Step inside to an open and inviting floor plan featuring tile flooring throughout the main living areas, with comfortable bedrooms and a spacious primary suite. The kitchen comes equipped with appliances and flows seamlessly into the living and dining areas, making it perfect for everyday living and entertaining. Enjoy outdoor living in the screened lanai, ideal for relaxing or hosting guests. The home also includes an irrigation system and established landscaping, features often not included in new builds. Located in a community with resort-style amenities including a pool, playground, and sidewalks, and just minutes from shopping, dining, and local schools, this home offers both convenience and lifestyle. Skip the construction wait, this home is vacant and ready for immediate move-in! Don’t miss your opportunity to own a newer home in a growing area at an incredible value. Schedule your private showing today!

851 Vienna Drive, Winter Haven
$370,000
5 Beds ⋅ 3 Baths ⋅ Pinnacle Point SubDv. ⋅ 33880 Zip Code
Discover this gem in the heart of Winter Haven! This spacious home with 5 bedrooms and 3 full bathrooms combines comfort and style. Imagine natural light flooding every space, a modern kitchen, and generous areas for the whole family. Plus, you’ll

1392 Axel Cir, Winter Haven
$380,000
5 Beds ⋅ 3 Baths ⋅ Harmony/Lk Eloise Ph 1 SubDv. ⋅ 33884 Zip Code
HUGE $45,000 PRICE DROP! Welcome to one of the largest homes in the desirable Harmony Lake Eloise community! This spacious 5-bedroom, 3-bathroom residence offers a versatile and thoughtfully designed layout perfect for modern living. A generously sized flex room—currently used as a dining area—can easily be converted into a 6th bedroom, home office, or bonus space to suit your needs. The spacious kitchen is a true centerpiece, featuring quartz countertops, beautiful cabinetry, recessed lighting, stainless steel appliances, a large kitchen island, and a walk-in pantry. The interior paint throughout the home offers a soft, inviting color palette that’s easy on the eyes. The first floor showcases beautiful tile flooring throughout, along with a large bedroom and full bathroom—ideal for guests or multigenerational living. You’ll also find an additional sitting area or playroom, providing even more functional living space. Upstairs, all bedrooms are upgraded with luxury vinyl flooring, offering both style and durability. The conveniently located upstairs laundry room adds everyday ease. The expansive primary suite boasts his-and-her closets, dual vanities, and a walk-in shower —your own private retreat. With tons of storage throughout and one of the largest floor plans in the community, this home combines space, comfort, and flexibility. Enjoy a low monthly HOA fee and access to a beautiful community pool. Ideally located just minutes from Lake Eloise, Legoland Florida Resort, shopping, dining, schools, and major roadways, with easy access to Orlando, Tampa, and Walt Disney World. This is a must-see property in Winter Haven!

1328 Daisy Field Drive, Winter Haven
$195,000
3 Beds ⋅ 1 Baths ⋅ Winter Haven Heights SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Price Improvement! No HOA and a great inner-city location just minutes from Downtown Winter Haven. This charming 1920s home blends original character with modern updates, featuring beautiful hardwood floors, flexible living spaces, and desirable R-3 zoning. Step inside to a bright foyer that opens to spacious living and dining areas showcasing original hardwood flooring. The functional kitchen comes equipped with a refrigerator, range, microwave, and dishwasher. A split-bedroom layout provides added privacy, while the bonus flex space off the primary bedroom offers plenty of possibilities for a home office, nursery, gym, hobby room, or additional sitting area. The large Florida room provides even more usable living space with convenient direct access to the driveway, making it ideal for entertaining, relaxing, or everyday living. With no HOA and R-3 zoning, this property offers added flexibility for homeowners and investors alike. Buyers are encouraged to verify zoning, permitted uses, and development possibilities directly with the City of Winter Haven. Enjoy an established inner-city location just minutes from Downtown Winter Haven, with convenient access to restaurants, shopping, medical facilities, LEGOLAND® Florida Resort, major roadways, and the Chain of Lakes. Now offered at an improved price. Schedule your private showing today and discover the character, location, and potential this Winter Haven property has to give to the next home owner..

231 Avenue A Ne, Winter Haven
$429,500
4 Beds ⋅ 4 Baths ⋅ Valhalla SubDv. ⋅ 33884 Zip Code
DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VIEWS OF LAKE ELOISE. THIS HOME FEATURES 4BR/3.5BA WHICH INCLUDES A DOWNSTAIRS PRIMARY SUITE AND A SECONDARY UPSTARS PRIMARY. THIS CUSTOM JOHN TOUCHTON BUILT HOME BOASTS OF STUNNING QUALITIES THROUGHOUT. THE KITCHEN HAS PORCELAIN TILE FLOORING, MODERN MID-CENTURY OAK CABINETRY, STAINLESS APPLIANCES AND A CONVENIENT COFFEE BAR. ANDERSEN THERMAL PANE WINDOWS WITH SOLAR SHADES PROVIDE ENERGY EFFICIENCY AND ABUNDANCE OF NATURAL LIGHT THROUGHOUT. OVERSIZED 2 CAR GARAGE ALSO HAS A WORKSHOP. ENJOY YOUR RESORT STYLE AMENITIES WITH THE CLUBHOUSE, POOL, TENNIS AND YES , "PICKLEBALL". ONLY MINUTES TO DOWNTOWN WINTER HAVEN FOR RESTAURANTS, SHOPPING AND COMMUNITY EVENTS. EASY ACCESS TO HWY 27 TO I-4 ACCESS TO ORLANDO/DISNEY OR TAMPA. YOU'LL LOVE LIVING IN "THE CENTER OF THE STATE" ... FLORIDA LIVING AT ITS BEST!

139 Woden Way, Winter Haven
$254,900
3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code
This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood. The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a private retreat, complete with a dedicated primary bathroom and a large walk-in closet. Practical features include an attached 2-car garage, a separate laundry room, and a combination of carpet and tile flooring throughout. One or more photos in this listing have been virtually staged.

204 Kingshill Court Se, Winter Haven
$579,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
****. AMAZING LAKE VIEW ****** HURRY IN TO EXPERIENCE THIS BEAUTIFUL DESIGNER HOME in the PREMIER Active 55+ Community in LAKE ASHTON. You will LOVE THE EXPANSIVE WATER VIEW OVER THE LAKE in the back. You can see the LAKE easily from the EXTENDED VERANDA OFFERING AN AMAZING LAKE VIEW, LOOKING TOWARDS THE CLUBHOUSE and OVER THE GOLF COURSE with FRONTAGE ON the 2ND GREEN of the WEST COURSE...and the SUNSETS are GORGEOUS. This amazing DESIGNER CUSTOM BUILT HOME has everything you are looking for..... From the Beautiful Front Door, the Amazing Stone Accent on the front corners of the house, Gutters on the Front, Side and Back of the home and the Enclosed Screened Entrance ... To the exceptional entrance with High Ceilings, and offering Coffered and Tray Ceilings in the Great Room and Master Bedroom. When you enter this amazing HOME, you will be awed by the Beautiful Designer Features that this home offers, that gives it an elegance that you will admire and enjoy for years to come. ... "You" are going to save thousands on this property because the CDD DEBT IS COMPLETELY PAID IN FULL! The OPEN FLOOR PLAN sets the stage for seamless living combined with elegance. This HOME IS MOVE-IN READY. Some of the many designer upgrades in this home include: Large 20" Diagonal Tile throughout the home in most rooms with excellent upgraded carpeting in the bedrooms, the Gourmet Kitchen with Stainless Steel Appliances, which is open to the Great Room, has 42" All Wood Cherry Cabinets w/ crown molding "bump up and out cabinets, high end Tile Backsplash ( 2022) New Range (2022) Dishwasher (2023) Stainless Steel Refrigerator, Custom Pendant lights over the Kitchen Bar that looks into the GREAT ROOM, and beautiful Granite that completes the designers influence. The Exterior of the house has been Painted in 2025. This floor plan allows easy access to the extended Veranda through the 3 Sliding glass doors which opens from the Great Room into the Large SCREENED Veranda (14 X 34). The Expanded Den creates a comfortable reading or gathering room for friends and family. The Master Bedroom boasts of a Tray Ceiling and sliders with Silhouette Vertical Blinds that lead to the Expanded Veranda. Throughout the house you will enjoy Designer Ceiling Fans, Window Tinting, Vertical Cellular Blinds at the Kitchen and Great Room Sliders, also Designer upgrades in the bathrooms that compliment the Master Bathroom Suite. Other important upgrades are the NEW ROOF in JULY 2025, Newer Water Heater in 2020, and the A/C is only 6 years old. The 2 car + Golf Cart garage with the added MOTORIZED SCREEN on the garage door along with the added protection with the insulated Garage Doors. Also, the large garage adds additional storage and leads into the inside laundry giving added room for the Washer and Dryer and Walk in Pantry. You will enjoy the Active Lifestyle present in Lake Ashton that sets this community apart from other communities in the Central Florida area. 2 Large Clubhouses, 3 Natural Lakes, 2 Private Golf Courses, Bowing Alley, Movie Theater, Tennis, Pickleball, Basketball court indoor, 2 Pools, 1 indoor and 1 outdoor Pool with Hot Tubs, Sauna, 2 Fitness Centers, Cards, Crafts, Entertainment, Fishing, Boating and close to stores, shopping, and lots or Restaurants. Call today for your private tour and see how much this Active Lifestyle Community will add to your health and enjoyment during these Golden Years.

5268 Pebble Beach Boulevard, Winter Haven
$247,990
3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
BEAUTIFUL home built in 2025, featuring 3 bedrooms, 2 baths, and an open living area. The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry. The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and celebrations of any kind. The family room serves as the natural gathering space of the home, perfect for entertaining friends and family or relaxing with a favorite book or movie. The living area, laundry room, and baths texture luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. The owner's suite includes a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. 2-car garage, architectural shingles. Peace Creek Reserve is a Masterplan community of new single-family homes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by canal. There are lots of shops, restaurants, bike paths. Peace Creek Reserve is what you have been looking for. safe small town feel with convenience, the perfect place to raise a family.

961 Harold Pass, Winter Haven
$315,990
4 Beds ⋅ 3 Baths ⋅ Peace Creek Reserve SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.5 bathrooms, combining comfort and functionality. The open-concept floor plan seamlessly connects the family room, dining area, and kitchen—complete with a central island—creating the perfect space for everyday living and entertaining. Located in the desirable peace creek reserve community, residents enjoy a serene setting surrounded by nature, including a picturesque creek. situated in winter haven—known as the chain of lakes city with over 26 connected lakes—this area offers a variety of shopping, dining, and outdoor activities such as biking and water recreation. Peace creek reserve provides the perfect balance of a peaceful, small-town atmosphere with everyday convenience—an ideal place to call home.

1658 Teagan Lane, Winter Haven
$359,000
3 Beds ⋅ 2 Baths ⋅ Ruby Lake Ph 01 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest. Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A standout feature is the seamless connection to the outdoor space, with three separate access points to the 33x10 screened-in lanai, from the dinette, formal dining area, and primary suite—creating true indoor-outdoor living. The kitchen has been tastefully updated with brand new granite countertops, new range, and new microwave, along with ample cabinetry, a closet pantry, and breakfast bar. The primary suite is generously sized and opens into an en-suite featuring dual walk-in closets, split vanities, a garden tub, walk-in tile shower, and a private water closet. The split-bedroom floor plan offers privacy, while all bedrooms include walk-in closets. Recent improvements make this one stand out from others in the neighborhood, including brand new carpet throughout, fresh interior paint, and a new water heater, giving buyers peace of mind from day one. Located in the gated Ruby Lake community in Southeast Winter Haven, just minutes from convenient access to shopping, dining, Publix, Walmart, Legoland, and Hwy 27 for an easy commute.

131 Ruby Lake Drive, Winter Haven
$524,000
3 Beds ⋅ 3 Baths ⋅ Casarena On The Lakes SubDv. ⋅ 33881 Zip Code
This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property delivers stunning water views and a peaceful setting that’s hard to match. Located within a gated, low-maintenance community, this home allows you to enjoy all the perks of ownership without the added upkeep. The community pool and hot tub sits just steps away—offering the feel of a personal pool without the responsibility. Residents also enjoy access to a community dock with first-come, first-served boat slips, making it easy to embrace the lake lifestyle. The property itself features a fenced yard, and a beautiful pergola—perfect for relaxing, entertaining, or enjoying the serene lakefront setting. The garage is equipped with a 2021 split-unit AC system, creating a versatile space ideal for a workshop, gym, or even additional living area. For added peace of mind, the home includes a gas-powered generator that automatically kicks on when needed. Inside, the home is nothing short of impressive—boasting soaring cathedral ceilings, expansive balconies with breathtaking views, and a layout that is both majestic and thoughtfully designed. The primary suite is a true retreat, featuring a private balcony, dual vanities, and a luxurious soaking tub designed for relaxation. Additional office and bonus spaces offers flexibility and can easily be converted into extra bedrooms to fit your needs. Updates include two AC units installed in 2017, along with a durable metal roof added in 2021 and the roof tiles were sealed and coated for an extra long life. Whether you’re looking for a full-time residence, a seasonal getaway, or a place to gather with family and friends, this home delivers a warm, inviting atmosphere with unique architectural character throughout. Enjoy peaceful mornings overlooking the lake, afternoons gardening in your yard, or evenings unwinding on the balcony while taking in the surrounding wildlife. Conveniently located near shopping, grocery stores, and Home Depot, this is more than just a home—it’s a lifestyle. A property like this must be seen in person to truly appreciate the grandeur and exceptional living experience it offers.

4 Casarena Court, Winter Haven
$257,000
3 Beds ⋅ 2 Baths ⋅ Eagle Landing Phase I SubDv. ⋅ 33880 Zip Code
Welcome to Eagle Landing Community in Winter Haven. This move-in-ready home offers an open living area, a split floor plan for privacy, and a spacious primary suite with a walk-in closet. The kitchen features granite countertops and stainless-steel appliances, with added conveniences like a laundry room, two-car garage, and low HOA dues. SOLAR PANELS WILL BE PAID OFF AT CLOSING, giving the new owner the benefit of low electric bills from day one. Enjoy a generous backyard perfect for relaxing or entertaining, plus a location just minutes from Legoland, shopping, dining, and major routes to Tampa and Orlando. Experience small-town charm alongside Winter Haven’s growing communities.

542 Eagle Landing Boulevard, Winter Haven
$300,000
Inwood SubDv. ⋅ 33881 Zip Code
Beautiful vacant lakefront lot for sale!! .68 acres! Owner wishes to sell an adjoining lot at the same time. Adjoining lot is 3799 Avenue T NW which is .43/acre. Total land available is 1.11 acres. Very nice trees on each side of lot. No structure on property. This lot is across the street from Lake Blue. There is a public park on the actual lake frontage. The park has a boat ramp, fishing dock, picnic tables, playground and grills available. There is also a great paved walking trail that runs through the park. The park will never be built on, so the lakeview is permanent. This could be a very beautiful lakefront homesite for your future new home! Please call agent with any questions.

3790 Avenue U Nw, Winter Haven
$299,000
Southaven SubDv. ⋅ 33880 Zip Code
Great land opportunity in Winter Haven. These are 2 adjacent lots located near HWY 17 totaling .24 acres. Close to shopping, dining and Downtown Winter Haven. Currently zoned residential (future land use BPC-2). Parcel ID's 26-29-05-670500-002800 & 26-29-05-670500-002700. Call today for more information. Seller financing available!

205 Snively Avenue, Eloise
$293,899
4 Beds ⋅ 3 Baths ⋅ Dundee Station SubDv. ⋅ 33881 Zip Code
***SELLER'S ARE VERY MOTIVATED DUE TO JOB TRANSFER***Welcome to this updated 4-bedroom, 2.5 bath Winter Haven home! This home offers modern living, featuring new flooring, appliances, new windows with pull-out panes for easy access and cleaning along with new Plantation Shutters on all windows! You will also enjoy the stylish bathroom/kitchen renovations featuring in the kitchen beautiful backsplash and new pantry door, new tile in guest bath and new shower in primary bathroom! Centrally located near Legoland, shopping, and all your medical facilities, the property includes a new fenced back yard and new storage shed that is HOA/City approved.

1382 Salisbury Drive, Winter Haven
$168,000
2 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 02 SubDv. ⋅ 33881 Zip Code
Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

2500 21st Street Nw Unit 15, Winter Haven
$349,999
3 Beds ⋅ 2 Baths ⋅ Rochelle Gardens SubDv. ⋅ 33881 Zip Code
This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and a large backyard—ideal for entertaining or relaxing outdoors. This home is light and bright and move-in ready just for you! The kitchen features white raised-panel PVC cabinetry, black tile countertops, a closet pantry, and updated appliances including a refrigerator (2026) and stove (2022). Major system upgrades include a new 3.5-ton A/C system with new ductwork and a roof replaced in 2022. The split-bedroom layout offers privacy, with both bathrooms very nicely updated. The spacious primary suite includes a beautiful bath with stone floors, a quartz vanity with integral sink and wall-mounted faucet, and a walk-in shower with new tile, glass doors, and drain pan—part of a $15,000 renovation. Additional highlights include a garage with mini-split A/C, insulated garage door, pull-down ladder for attic access, washer/dryer hookup, and laundry sink. Outside you will have a 10’x12’ shed with electric, and a well house with a Culligan water softener system. A new black aluminum fence surrounds the property, with vinyl PVC privacy fencing along the left side, 12-foot gates on both sides plus a 6-foot front gate—perfect for storing a boat, RV, or extra vehicles. A covered rear carport adds even more flexibility. Conveniently located on a large corner lot near lakes, parks, recreation areas, LEGOLAND, Hwy 27 & I-4, and all that Central Florida has to offer. Welcome home!

1522 Eckart Drive, Winter Haven
$239,000
3 Beds ⋅ 1 Baths ⋅ Lake Idyll Estates SubDv. ⋅ 33881 Zip Code
Welcome to 2109 9th Street NE in Winter Haven! This home features an updated kitchen, flooring and windows, along with a roof replaced in 2024 and electrical and water heater updates in 2025. Enjoy Winter Haven’s parks, lakes, and outdoor recreation, with LEGOLAND Florida Resort nearby. Walt Disney World, Disney Springs, and Universal Orlando Resort are also within driving distance. The property has a bonus room and an additional bathroom that may not be reflected in public records. Buyer to independently verify room count, square footage, permits, and all property details. Property is being sold as-is. Schedule your private showing today!

2105 9th Street Ne, Winter Haven
$334,999
4 Beds ⋅ 3 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code
Discover this thoughtfully designed Slate home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering quartz countertops, 42" cabinets, a walk-in pantry, a center island and an adjacent dining area; an impressive primary suite showcasing an immense walk-in closet and a private bath with a walk-in shower and a soaking tub; a laundry and a covered patio. This home also offers ceramic tile flooring in select rooms. Visit today! Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5347 Mickey Avenue, Winter Haven
$599,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 7½' x 36' bromine pool awaiting your enjoyment. From the striking stone front elevation and bronze screened front entry to the expansive 51' x 13' bronze screened veranda, this home impresses at every turn. Perfectly positioned on a large pond with a nature preserve beyond, it provides delightful sunrise views and frequent sightings of the abundant wildlife that makes Lake Ashton so special. Step inside through the elegant double glass doors and immediately notice the clean, crisp, and welcoming feel that creates the ideal setting for both relaxed everyday living and gracious entertaining. The interior showcases stunning terraced crown molding, coffered ceilings in both the living room and primary bedroom, and five solar tubes that fill the home with abundant natural light. The kitchen is beautifully appointed with gorgeous cabinetry featuring two glass-front cabinets, a wine rack, and rich black granite countertops, complemented by a large walk-in pantry offering generous storage space. Both bathrooms include walk-in showers and granite counters, adding style and convenience. One of the home’s most remarkable highlights is the expansive screened enclosure with pool at the rear of the property, where the views of the pond, wildlife, and nature preserve are among the finest along Hogan Lane. Additional peace of mind comes from an updated air conditioning system and a roof that is only three years old. Residents of Lake Ashton enjoy unmatched amenities including two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and so much more, creating an active and fulfilling lifestyle. This exceptional property offers the perfect blend of comfort, convenience, and community—schedule your private showing today and experience the very best of Florida living.

5365 Hogan Lane, Winter Haven
$199,950
2 Beds ⋅ 3 Baths ⋅ Waters Edge Unit 01 A Rep SubDv. ⋅ 33880 Zip Code
Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to Lake Lulu, Lake Roy, Lake Eloise, and the 15 interconnected lakes of the Southern Chain of Winter Haven's Famous Chain of Lakes spanning over 9,000 acres of waterways. Or take some time for yourself to relax at the community pool on the banks of Lake Lulu. This townhome is centrally located near shopping, dining, and major roadways, offering convenient access to all things Winter Haven. Schedule your showing today.

321 Orange Blossom Drive, Winter Haven
$334,900
4 Beds ⋅ 2 Baths ⋅ Lake Smart Pointe SubDv. ⋅ 33881 Zip Code
Discover the opportunity at 551 Lake Smart Blvd. in Winter Haven! WHAT IF $10,000 COULD HELP YOU GET INTO YOUR NEXT HOME? And if you qualify with the lenders requirements, you could ASSUME THE CURRENT MORTGAGE AT 2.5 INTEREST RATE. This well-maintained 4-bedroom, 2-bath home offers 1,936 sq. ft. of comfortable living space and was built in 2020, giving you the benefits of a newer home without the wait for new construction. Even better, the roof was replaced in 2025, providing an important upgrade and added peace of mind. The open-concept design creates a spacious flow between the kitchen, dining and living areas, making everyday living and entertaining easy. The kitchen features cabinetry, generous counter space, a large center island and stainless-steel appliances. The primary suite provides a comfortable retreat, while three additional bedrooms give flexibility for family, guests, a home office or other needs. NEW PRICE: $334,900! The seller is offering a $10,000 contribution toward the buyer's allowable closing costs, plus a 1-year home warranty, subject to the terms of the purchase contract, buyer's loan program, lender approval and applicable limits. If you've been renting and waiting for the right opportunity to become a homeowner, this may be the one you've been waiting for. Don't just compare the price—compare the value: 2020 construction, 2025 roof, 4 bedrooms, 1,936 sq. ft., $10,000 seller contribution and a 1-year home warranty AND IF YOU QUALIFY WITH ALL LENDER'S REQUIREMENTS, YOU COULD ASSUME THE MORTGAGE AT 2.5 INTEREST RATE. Schedule your private showing today.

551 Lake Smart Boulevard, Winter Haven
$410,000
3 Beds ⋅ 3 Baths ⋅ East View Pkwy SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Haven’s renowned Chain of Lakes, this lakefront retreat is more than just a home, it’s a lifestyle defined by water, sunshine and unforgettable experiences. Start your mornings with breathtaking sunrises shimmering across the lake, coffee in hand from your private dock or patio. Spend your days exactly how you choose, cruising the Chain of Lakes by boat, casting a line in some of Central Florida’s best freshwater fishing, or enjoying world-class watersports like skiing, wakeboarding and paddleboarding right from your backyard. With nearby slalom courses & open water, this is truly a paradise for water enthusiasts. Lake Jessie is especially cherished for its tranquil atmosphere, offering a rare sense of calm while still being full of life. One of its most unique features is the seaplane activity, where you can watch planes gracefully land and take off across the water, an experience that never gets old and adds to the charm of lakeside living. Nature lovers will also appreciate the frequent sightings of all kinds of birds & other beautiful wildlife. The home itself offers a thoughtfully designed single-story layout with over 1,800 square feet, featuring 3 bedrooms & 3 bathrooms. An open-concept living space is filled with natural light and showcases stunning lake views, while a split-bedroom design provides comfort & privacy. A private in-law suite with its own entrance adds flexibility for guests, multi-generational living, or additional income potential. This residence offers plenty of parking space with its oversized driveway & an additional carport providing covered parking as well. The home has been updated with modern finishes and includes a metal roof installed in 2019. This home would make a perfect full time residence, investment property or second home. Beyond the water, the location is just as appealing. You’re right around the corner from a brand new Publix store and minutes from the heart of Winter Haven, where you’ll find charming local restaurants, shops, parks, and community events. Legoland Florida Resort is just a short drive away and there is convenient access to both Tampa and Orlando, so world-class attractions, dining & entertainment are always within reach. Whether you're seeking adventure, relaxation, or a smart investment, this Lake Jessie property delivers it all, offering the rare opportunity to live, play & unwind in one of Florida’s most iconic lakefront settings. Book your showing today!

900 Lake Jessie Drive, Winter Haven
$314,999
4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code
Virtually Staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests, while the spacious laundry room upstairs comes complete with a brand-new washer and dryer. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5444 San Pietro Drive, Winter Haven
$142,500
2 Beds ⋅ 2 Baths ⋅ Country Lake Condo Ph 01 SubDv. ⋅ 33881 Zip Code
R E D U C ED AND WELCOME HOME TO THIS MOVE IN READY LAKEFRONT CONDO. 2BEDROOM - 2 BATH WITH 1252 SQ FT OF LIVING AREA , PLUS A FLORIDA ROOM OVERLOOKING LAKE BUCKEYE. THIS CONDO UNIT HAS STORAGE THROUGHOUT, GREAT STORAGE CLOSET OFF THE FLORIDA ROOM, ALSO INSIDE UTILITY WITH WASHER/DRYER HOOKUPS AND THE PRIMARY BEDROOM HAS A WALK IN CLOSET. YOU HAVE THE PRIVACY OF THIS UPSTAIRS UNIT WITH A BEAUTIFUL VIEW, NEW CARPET & INTERIOR PAINT,. IT ALSO FEATURES CONVENIENT COVERED PARKING AND COMMUNITY POOL & TENNIS. LOCATED NEAR POLK STATE COLLEGE , YOU CAN ENJOY A WALK AROUND NEARBY LAKE ELBERT OR DRIVE JUST MINUTES TO DOWNTOWN WINTER HAVEN FOR SHOPPING, RESTAURANTS AND COMMUNITY EVENTS. DON'T MISS OUT ON THIS LAKEFRONT VIEW OF LAKE BUCKEYE .

607 Country Lane Ne Unit 607, Winter Haven
$563,900
4 Beds ⋅ 4 Baths ⋅ Cypresswood Plantation SubDv. ⋅ 33884 Zip Code
Located in the highly sought-after gated golf community of Cypresswood in Winter Haven, this beautiful 4-bedroom, 3-bathroom home offers over 2,800 square feet of spacious living when pool room footage is added. The offering includes a private pool, and a 9x9 pool house complete with a half bath, perfect for guests, poolside entertaining, or an additional flex space. Inside, the home boasts a formal living room and an open-concept family room, dining area, and kitchen, creating a bright and inviting atmosphere ideal for both everyday living and hosting. Also features granite countertops, resurfaced garage, private office, freshly painted interior, paver driveway, and so much more. Enjoy the comfort, privacy, security, and lifestyle that come with living in one of Winter Haven’s premier golf communities.

2935 Plantation Road, Winter Haven
$399,000
4 Beds ⋅ 3 Baths ⋅ Harmony/Lk Eloise Ph 1 SubDv. ⋅ 33884 Zip Code
Welcome to Harmony at Lake Eloise, a thoughtfully crafted community in the heart of Winter Haven, designed for homeowners who want modern style and smart features. A beautifully designed floor plan offering open concept living, flexible spaces, and contemporary finishes. The home centers on a stylish kitchen with Shaker cabinetry and stainless-steel Whirlpool appliances, creating the perfect setting for everyday living and effortless entertaining. Built with long-lasting quality in mind, homes feature block-on-block construction, architectural shingles, and timeless stucco exteriors. The largest lot in the community. The open floor plan connects the foyer with a spacious great room and dining area, ideal for entertaining or family gatherings. The kitchen features solid-surface countertops, stainless steel appliances, a disposal, and thoughtful layout for everyday meal prep and hosting. The owner's suite includes a spa-style bathroom and walk-in closet; other bedrooms are generous in size and brightness. A dedicated loft space with scenic window views offers the perfect spot for relaxation or a home office. Eco-conscious tenants will appreciate the solar power system, which contributes to energy savings, and a modern security camera system for peace of mind. With a quiet and good-sized lot, perfect to enjoy Florida weather. Inside, integrated smart home technology brings added convenience, comfort, and peace of mind. The community boasts a state-of-the-art, two-story amenity center, an impressive hub for recreation, relaxation, and connection. Residents will also enjoy private boat slips with direct access to Lake Eloise, offering a true Central Florida lifestyle on the water. Harmony at Lake Eloise is where modern living, exceptional amenities, and a connected location come together. Beyond the interiors, residents can enjoy the tranquil surroundings of Lake Eloise, where outdoor activities abound. Whether you prefer strolls along the water or engaging in recreational activities, this community offers a wealth of opportunities to connect with nature. Located in the master-planned community of Harmony at Lake Eloise, residents currently enjoy access to a community pool, sidewalks throughout the neighborhood, walking paths around scenic ponds, and a designated bike accessway. Future community plans include a proposed lakefront amenity center on Lake Eloise and a planned commercial area with neighborhood shops (subject to development timelines and approvals). Conveniently located near LEGOLAND Florida Resort, the AdventHealth Fieldhouse and Conference Center, and the Freedom Boat Club Winter Haven Lake Eloise location, offering an additional boating lifestyle option by membership. Additional sports and recreation facilities are planned nearby, including four collegiate-level baseball fields projected to generate economic activity for the City of Winter Haven (publicly discussed development plans). Cypress Junction Montessori is planned nearby and is currently accepting enrollment for 2026. Polk County has begun clearing and dredging efforts at nearby Lake Lulu, with discussions suggesting a future canoe and kayak launch and park area (subject to county completion and final designation). With continued infrastructure investment, future recreational access to the Chain of Lakes is anticipated in some form, subject to approvals. Discover the harmony of life at Lake Eloise today!

1114 Brimstone Circle, Winter Haven
$179,000
2 Beds ⋅ 1 Baths ⋅ Haven Terrace SubDv. ⋅ 33880 Zip Code
Located in the heart of downtown Winter Haven, FL, this versatile R-3 zoned property presents an excellent opportunity for homeowners, investors, or those seeking future development potential! This charming residence features 2 bedrooms and 1 full bathroom, offering a functional layout with comfortable living spaces. The home includes a spacious kitchen with ample cabinetry and room for dining, perfect for everyday living or rental use. A dedicated utility room adds convenience and extra storage space. Connected to city water and sewer, this property provides reliable infrastructure and ease of maintenance. The R-3 zoning allows for a variety of potential uses (buyer to verify with city) making this a flexible investment in a growing and desirable downtown location. Enjoy close proximity to local shops, dining, parks, and all that Winter Haven has to offer, including its renowned chain of lakes! Whether you're looking for a primary residence, rental property, or future development opportunity - this property checks all the boxes!

121 Bates Avenue Se, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Peach Crossings SubDv. ⋅ 33884 Zip Code
Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community! Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today

1629 Nantucket Way, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Smith Ida M Sub 2nd Replat Pb 33 Pg 16 SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully built 2022 new construction home in Winter Haven, FL, offering the perfect blend of modern design, energy efficiency, and affordability — all conveniently located near Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Built by one of Winter Haven’s most recognized affordable builders, J&S Properties, this 3-bedroom, 2-bathroom, 2-car garage home features 1,421 square feet of thoughtfully designed living space with an open-concept floor plan ideal for both everyday living and entertaining. Step inside to find tray ceilings in the living room and primary suite, enhancing the home’s spacious feel, along with LED recessed lighting throughout and abundant natural light. The kitchen is equipped with granite countertops, solid wood soft-close cabinetry, and energy-efficient appliances, combining style with functionality. This home is loaded with upgrades and energy-saving features, including efficient pull-out windows, architectural 30-year shingles, Decora switches, ceiling fans throughout, and window blinds already in place — making it truly move-in ready. Enjoy the benefits of new construction in Central Florida without the wait to build, all in a location that offers easy access to Orlando, Lakeland, Tampa, shopping, dining, and major highways.

1727 Second Street Ne, Winter Haven
$244,900
3 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code
Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry, and ceramic tile flooring, all complemented by a cozy breakfast nook. With both a large living room and a separate family room, there’s ample space for relaxing and entertaining. The versatile living/dining room combo offers a seamless flow for hosting guests. Enjoy the privacy and tranquility of the split-bedroom design, with the expansive master suite serving as your personal retreat. The primary bath is a true highlight, featuring a dual vanity, walk-in closet, and a relaxing garden tub—perfect for unwinding after a long day. Key Features: Bright and open floor plan with plenty of natural light Large primary suite with luxurious en-suite bath Spacious living and family rooms for flexible living Well-equipped kitchen with modern stainless steel appliances Great location with easy access to both Tampa and Lakeland All of this at an incredible price! Don’t miss your chance to call this home yours. Call today to schedule your private showing!

357 Squires Grove Drive, Winter Haven
$259,990
3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code
Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable and functional layout with approximately 1,500+ square feet of living space, featuring a spacious living area, a well-designed kitchen, and generously sized bedrooms that provide both comfort and flexibility for everyday living. As you enter, you’ll appreciate the natural flow of the home, creating a warm and welcoming environment that feels both practical and easy to enjoy. The layout allows for a seamless transition between living spaces, making it ideal for relaxing or hosting gatherings. Each area of the home has been designed to maximize usability and comfort. The property offers a great balance between space and simplicity, making it a solid option for buyers seeking a home that is both functional and full of potential. Whether you are looking for your next primary residence or simply a well-located property, this home presents a great opportunity. Situated within a well-established neighborhood, the home provides convenient access to main roads and is just a short drive to Lakeland, LEGOLAND Florida Resort, and within reach of the greater Orlando area, offering a great balance between quiet residential living and access to Central Florida attractions. This is a great opportunity to own a home in a steadily growing area. Schedule your private showing today.

3661 Queens Cove Boulevard, Winter Haven
$204,900
4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! This solid block construction home offers peace of mind with a new roof and AC installed in 2024. Inside, you’ll find newer flooring throughout along with a recently renovated kitchen and bathrooms, giving the home a fresh, modern feel. The kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, perfect for both everyday living and entertaining. The functional layout includes four spacious bedrooms, a full bathroom, and an additional half bath for added convenience. Enjoy outdoor living in the fully fenced backyard, ideal for pets, gatherings, or simply relaxing in your private space. The home also includes a 1-car garage for storage and parking. Ideally situated near Lake Conine, part of Winter Haven’s famous Chain of Lakes, this property offers easy access to boating, fishing, and outdoor recreation. Conveniently located near major roadways, providing a quick commute to Orlando, Tampa, and world-renowned attractions like Disney. This move-in ready home combines modern updates, a great location, and no HOA restrictions—don’t miss your opportunity to make it yours!

1015 Carefree Cove Drive, Winter Haven
$394,900
3 Beds ⋅ 2 Baths ⋅ Ruby Lake Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home, showcasing sleek quartz countertops, a breakfast bar, closet pantry, and durable tile flooring. Retreat to the impressive primary suite, offering a large 17x15 bedroom, walk-in closet, and a spa-like en suite bath complete with soaking tub, walk-in shower, and dual vanities. Thoughtfully designed, the secondary bedroom and bath are handicap accessible with widened doorways for added ease. Enjoy Florida living year-round on the expansive 10x38 screened lanai—perfect for gatherings or quiet evenings. Additional highlights include an interior laundry room with sink, surround sound throughout, plantation shelving with ambient lighting, ceiling fans, irrigation system with separate meter, and a 2-car garage with a high-profile door. Conveniently located near shopping, dining, medical facilities, schools, and Legoland, with easy access to Tampa and Orlando—this exceptional home truly has it all. Don’t miss your opportunity to make it yours!

357 Ruby Lake Loop, Winter Haven
$299,000
5 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your appointment today to secure this amazing opportunity! CASH ONLY, BEING SOLD AS IS.

1450 W Lake Cannon Drive Nw, Winter Haven
$245,000
2 Beds ⋅ 2 Baths ⋅ Vienna Square Ph 2c SubDv. ⋅ 33884 Zip Code
BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN FLOORPLAN with HIGH CEILINGS and SPLIT BEDROOM CONCEPT. The kitchen is a CHEF'S DREAM, featuring UPGRADED STAINLESS APPLIANCES, IMPRESSIVE WINE FRIG., and BREAKFAST BAR. The CASCADING WATERFALL EDGE QUARTZ COUNTERTOPS add a MODERN, ELEGANT and LUXURIOUS focal point to this AMAZING KITCHEN!!! The adjoining great room is very spacious and overlooks the rear SCREENED LANAI with a view of the pond. The primary en-suite will not disappoint which also features QUARTZ COUNTERTOPS and an UPGRADED WALK-IN SHOWER with GLASS DOOR. CUSTOM PLANTATION SHUTTERS in the kitchen and bedrooms ensure you have the privacy you deserve! Don't forget about the second bathroom that has also been UPGRADED with QUARTZ COUNTERTOPS as well. This residence is truly TURN-KEY and one of the most WELL KEPT, ONE-OWNER homes you'll find anywhere. The reasonable monthly HOA dues include: ROOF REPLACEMENT, EXTERIOR PAINTING, YARD MAINTENANCE, LAWN IRRIGATION, and INTERNET/TV PACKAGE! Enjoy the other amenities including, but not limited to: pool/hot tub, tennis/pickle ball, gym, craft room, billiard room, movie room, and large meeting room with remodeled kitchen area. This wonderful property is in close proximity to medical, restaurants, shopping, worship, and LEGOLAND, FL. Winter Haven is well-known for it's beautifully interconnected lakes and being centrally located between the Tampa International and Orlando International Airports.

1678 Linz Court, Winter Haven
$325,000
4 Beds ⋅ 2 Baths ⋅ Sutton Preserve SubDv. ⋅ 33880 Zip Code
Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880—a beautifully designed ranch-style home offering an airy, open-concept layout centered around a spacious great room and a modern kitchen, perfect for both everyday living and entertaining. The kitchen features quartz countertops, stainless steel appliances, and elegant 42" white upper cabinets, while the bathrooms showcase cultured marble finishes for a clean, polished look. The private primary suite includes a generously sized bedroom, a large en-suite bath, and a walk-in closet. Step outside to enjoy the covered screened in patio—ideal for relaxing or hosting gatherings year-round with the privacy of your fenced in yard!. All appliances included, adds to the home’s move-in ready appeal. Conveniently located in Winter Haven, this home offers easy access to shopping, dining, and entertainment, including nearby grocery stores, local restaurants, and parks. Just a short drive to downtown Winter Haven, you can enjoy the Chain of Lakes, outdoor recreation, and community events. With close proximity to major roadways, commuting to Lakeland, Orlando, and surrounding areas is a breeze.

2849 Cathy Boulevard, Winter Haven
$199,500
Havendale Shoppes & Offices SubDv. ⋅ 33881 Zip Code
Prime commercial opportunity on busy Havendale Blvd in Winter Haven! This ±0.47-acre parcel is fully cleared and ready for development, offering excellent visibility and access along a high-traffic corridor. Zoned for commercial use, this site is ideally positioned next to the Social Security office and a legal firm, with numerous established businesses nearby—making it a strong location for a variety of professional or retail uses. Competitively priced for today’s market, this property presents a rare chance to secure a build-ready site in a highly active commercial area. owners must join "Havendale Shoppes & Offices Owners Assoications Inc." Duke Energy easement present along the property line.

1407 Havendale Boulevard Nw, Winter Haven
$125,000
2 Beds ⋅ 2 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code
This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy efficiency with newly installed solar window tint on all windows, along with recently added vertical blinds. The plumbing has been upgraded, providing added peace of mind. Inside, you’ll find a stunning built-in bookcase and shelving system, perfect for organization and style. Relax and take in the views from both the screened front and back porches—ideal for morning coffee or evening unwinding. All appliances are included for your convenience: washer, dryer, refrigerator, dishwasher, stove/range, and microwave. The bathroom has been tastefully updated with a new toilet and vanity. Additional features include one assigned covered parking space under the carport and a private 4x8 storage unit located on the same floor. The condo association fee covers water and garbage, adding even more value to this exceptional home.

1700 6th Street Nw Unit B23, Winter Haven
$2,600,000
33881 Zip Code
Exceptional Multi-Family Investment Opportunity – Winter Haven, Florida Investors take notice! This outstanding income-producing property features five apartment buildings with a total of 17 units, each offering 2 bedrooms and 2 bathrooms. All units are currently leased, providing immediate cash flow and a stable rental history for the new owner. These well-maintained apartments are centrally located in Winter Haven, placing tenants close to major employment centers, medical facilities, shopping, dining, and Central Florida’s world-famous attractions. The strong rental demand in the area makes this an excellent opportunity for investors seeking consistent income and long-term growth potential. With solid occupancy, desirable unit layouts, and a convenient location, this property offers the perfect chance to step into an established rental portfolio with proven performance. Whether you are expanding your investment holdings or entering the multi-family market, this property presents a rare opportunity to own a well-positioned income-producing asset in one of Central Florida’s growing communities.

2300 Cannon Terrace Nw Unit A,B,C,D,E,F, Winter Haven
$239,900
3 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods Ph 02 SubDv. ⋅ 33884 Zip Code
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functional layout designed for modern comfort and style, highlighted by an attached one-car garage and low-maintenance tile flooring throughout the entire home. The updated kitchen serves as a stylish centerpiece, equipped with beautiful granite countertops and sleek stainless-steel appliances. Outside, you can relax and enjoy the fresh air from your private porch and patio, which overlooks a fully fenced-in backyard, providing a secure space for outdoor entertaining or pets. The location offers a perfect blend of comfort and convenience, situated near top-rated schools, multiple grocery stores, and popular local attractions. Residents can enjoy a resort-style lifestyle with access to premium community amenities, including sparkling pools, tennis/pickleball courts, and more. One or more photos in this listing have been virtually staged.

638 Lake Dexter Circle, Winter Haven
$440,000
4 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ii SubDv. ⋅ 33881 Zip Code
Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an oversized lot, this 4-bedroom, 3-bath home with a 3-car garage features over 3,000 square feet of living space with an open and functional floor plan ideal for entertaining and everyday living. The large kitchen overlooks the main living area, creating a bright and welcoming space for gatherings. The spacious primary suite features a walk-in closet and private bathroom, while the additional bedrooms provides flexibility for family, guests, or a home office. Enjoy the oversized backyard with plenty of room to relax, entertain, or create your dream outdoor oasis. Conveniently located near shopping, dining, schools, and just minutes from LEGOLAND Florida Resort, this move-in ready home is a fantastic opportunity in one of Winter Haven’s growing communities.Seller is offering a contribution toward the buyer’s closing costs, helping reduce out-of-pocket expenses at closing.

1531 Fuji Court, Winter Haven
$279,900
3 Beds ⋅ 3 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized attached 2-car garage with ample storage space and access to a private lift station. Don't miss out on the chance to make this lakefront gem your own. Investment Only.Tenant Occupied. Lease start on 04/01/2026 & Expire On 03/31/2026. $1950/M.CASH FLOW INVESTMENT. INVESTMENT OLY WITH 20% DOWN. DSCR BUSINESS LOAN.

1502 Ne Buckeye Road Ne Unit 2, Winter Haven
$314,999
2 Beds ⋅ 3 Baths ⋅ Haven Place SubDv. ⋅ 33881 Zip Code
Experience refined living in the heart of Downtown Winter Haven with this architecturally significant residence just moments from the city’s vibrant lakeside lifestyle. Perfectly positioned within walking distance of local restaurants, boutiques, parks, and entertainment, this exceptional residence places you at the center of one of Central Florida’s most charming downtown districts. Residents will also enjoy quick access to LEGOLAND® Florida Resort, the renowned Chain of Lakes, and nearby tennis and recreation facilities. Originally designed by celebrated architect Gene Leedy, a pioneer of the Sarasota School of Architecture, this residence showcases the timeless elegance of Florida modernism. Clean architectural lines, open living spaces, and distinctive exposed concrete elements reflect Leedy’s philosophy of blending structural beauty with functional design. Expansive interiors allow natural light to flow throughout the home, creating a seamless connection between indoor comfort and the surrounding Florida landscape. Inside, the thoughtfully designed floor plan offers 2 spacious bedrooms, 2 full bathrooms, and a convenient half bath, with 1,408 square feet of living space that balances openness with privacy. The residence provides a comfortable setting for professionals, couples, or small families seeking both style and convenience in one of Winter Haven’s most desirable walkable locations. With its architectural pedigree, prime downtown setting, and close proximity to the lakes, recreation, and major attractions, 503 Avenue B NW #503 offers a rare opportunity to enjoy living in the heart of Winter Haven.

503 Avenue B Nw Unit 503, Winter Haven
$1,100,000
33881 Zip Code
Prime investment opportunity in the expanding Winter Haven area! This 52.52± acre parcel of vacant land offers exceptional potential for future development. The property is currently being used for agricultural purposes, with beautiful grazing pasture and cattle on site, providing wide open space and scenic surroundings. Winter Haven and the surrounding Central Florida region continue to experience significant growth with new residential communities, commercial development, and expanding infrastructure. Its strategic location between Orlando and Tampa has contributed to increasing population growth, new businesses, and rising demand for land and housing in the area. Nearby utilities include electric, water, and sewer, offering convenient access for future improvements. The property is ideally located close to major highways, shopping, dining, and Central Florida attractions, including world-famous theme parks. This property presents an excellent opportunity for developers, investors, or those seeking a large land holding in one of Central Florida’s fastest-growing areas. All dimensions are approximate. Buyers are responsible for verifying all information including zoning, land use, utilities, and flood zone.

3705 High Street, Winter Haven
$405,900
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an updated kitchen with modern finishes, and stylish upgrades throughout. The spacious layout includes a mother-in-law suite, perfect for visiting family, guests, or additional privacy. Residents enjoy direct water access and a private community boat ramp, providing easy access to Winter Haven’s renowned Chain of Lakes, ideal for boating, fishing, and enjoying Florida’s outdoor lifestyle. The community also offers boat and water toy storage for a small fee, making it convenient to keep your boat or jet skis nearby and ready to use. One of the standout features of this home is the maintenance-free lifestyle. The HOA covers Cable, Internet, Exterior Home Maintenance including landscaping, mulch, and exterior painting, and More, allowing homeowners to enjoy their property without the typical upkeep responsibilities. Located just minutes from Cypress Gardens Boulevard, this home offers quick access to shopping, restaurants, grocery stores, golf courses, parks, and medical facilities. Residents are also close to LEGOLAND Florida Resort, and major roadways including US-27 and the Polk Parkway, making travel to Lakeland, Orlando, and Tampa convenient. If you’re searching for a Lake view home in Winter Haven, a low-maintenance home in a 55+ community, or a property with Ruby Lake access, 4020 Carteret Dr offers the perfect combination of location, lifestyle, and modern comfort in one of Polk County’s most established lake communities. Schedule a showing today!

4020 Carteret Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
JUST REDUCED! Well-maintained FULLY FURNISHED 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home offers a spacious layout with multiple living areas, including a large family room for everyday living and a formal living room with soaring ceilings that create a bright, open feel. A formal dining room with built-in cabinetry provides the perfect space for hosting dinners and gatherings. The updated kitchen features hardwood cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a natural gas range, breakfast bar seating, and a closet pantry for added storage. The renovation also included updated flooring. The primary suite includes a remodeled en-suite bathroom with a modern vanity and tiled walk-in shower. A split-bedroom layout offers additional privacy, while the third bedroom with a walk-in closet works well as an office, guest room, or flex space. Outdoor living is just as inviting with a screen-enclosed lanai featuring built-in counter space and cabinetry, along with a beautiful paver deck in the backyard—perfect for relaxing or entertaining while enjoying the wooded setting. The home also features a paver driveway leading to a two-car garage. Additional highlights include a tile roof approximately 15 years old with an expected 50-year lifespan, A/C replaced just 1 year ago, and fresh exterior paint in 2025.

111 Las Flores, Winter Haven
$250,000
5 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Short Sale. Welcome to your 5 bedroom 3 bathroom home located conveniently in Winter Haven with easy access to dining, shopping, and major roadways. This home features tile flooring throughout the living areas and an open floor plan making it perfect for entertaining. There is a separate living room at the front of the home which could make the perfect office or library. The large kitchen provides a large island, granite countertops, updated lighting, tiled backsplash, stainless steel appliances, and a closet pantry. The large family room is adjacent to the kitchen. You’ll also find sliding doors to your outdoor patio and backyard. One of the 5 bedrooms is located downstairs with its own bathroom, the perfect spot for guests. The primary bedroom is upstairs and features an en-suite with a stand up shower, dual sink vanity and 2 walk in closets! The remaining bedrooms provide plenty of space and share the main hall bathroom with a dual sink vanity and tub/shower combo. This home checks all the boxes! Schedule your private showing today!

3935 Palazzo Place, Winter Haven
$305,900
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise SubDv. ⋅ 33884 Zip Code
Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and shopping are just a short drive away. Love the outdoors? Explore nearby parks and farmer’s markets. Your home at Harmony on Lake Eloisewill be in the center of it all!!

3316 White Indigo Road, Winter Haven
$565,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
NOW OFFERED AT $565,000! BRAND NEW LUXURY VINYL FLOORS just installed in the living room, dining room and office. If you have viewed this home before, It definitely needs a second look. Experience resort-style living in the highly sought-after 55+ Lake Ashton Golf Club Community with this exceptional Ashton floor plan, offering 3 bedrooms, 2 baths, a den, and 2,512 sq. ft. of beautifully designed living space. From the paver driveway, manicured landscaping, and elegant leaded-glass French doors to the light-filled open interior, this home reflects pride of ownership throughout. Plantation shutters and a wall of 8-foot sliding glass doors create a seamless connection between the indoor living space and the private outdoor retreat. The spacious kitchen features Seacrest Birch cabinetry with soft-close drawers, Silestone countertops, generous workspace, and abundant storage. The primary suite offers custom his-and-her closets and a granite makeup vanity, while the den provides flexible space for an office, hobbies, or guests. Step outside to an oversized screened veranda featuring custom flooring, a beautifully designed outdoor kitchen, and a heated saltwater pool—the perfect setting for relaxing or entertaining while enjoying the Florida lifestyle. The extended garage provides additional space for longer vehicles and a golf cart and features epoxy flooring and screened garage doors. This certified Green Home by Environments for Living was designed with energy efficiency in mind. Lake Ashton offers an incredible resort-style lifestyle with golf, clubhouses, fitness facilities, swimming, pickleball, tennis, dining, social activities, and more. At $565,000, this beautiful pool home offers an exceptional opportunity to enjoy the Lake Ashton lifestyle. Schedule your private showing today! Washer, dryer, and front flagpole do not convey.

6261 Pinehurst Loop, Winter Haven
$295,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
PRICE LOWERED JUST FOR YOU! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai or retreat to the primary suite complete with elegant stone counters and dual vanities. Enjoy fantastic neighborhood amenities, including a resort-style pool, dog park, and playground, all situated near top-rated schools and just minutes from Legoland. Complete with a two-car garage and a large laundry room, this property perfectly blends style and daily convenience. Schedule your tour today!

1799 Carnostie Road, Winter Haven
$235,000
4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code
Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. Needs a little TLC on the inside. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

1533 Majestic Lane, Winter Haven
$395,000
4 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code
Come see this gorgeous 4-Bedroom Home in the beautiful community of Lucerne Park Reserve, Winter Haven, FL – a beautifully designed 4-bedroom, 2.5-bathroom home located in the amazing Lucerne Park Reserve community. Located in a prime corner lot, this home provides you a modern design, spacious living, and an incredible community that is perfect for families who are looking for comfort. Key Features: Spacious & Functional Layout: This is a designed 2,340 sq. ft. home with an open-concept living space, perfect for entertaining. It is located in a big Corner Lot with a Huge Fenced Backyard. It is perfect for you if you need some extra privacy or space for outdoor activities, pets, and even to build a pool! In addition, the property has an Air-Conditioned 2-Car Garage and some Extra Driveway Parking. In the second floor you will find the Loft that would be perfect for entertainment. You cannot miss the incredible Master Suite with a custom walk-in closet, designed for ultimate storage and organization. The property offers a beautifully upgraded open kitchen with a big island, perfect for family gatherings and entertaining guests. One of the most important features is that you will enjoy a Brand-New AC Unit. The property is Located in Winter Haven, Lucerne Park Reserve that is a peaceful, family-friendly community with beautiful surroundings, great amenities, and easy access to major attractions. The community is just Minutes away from LEGOLAND Florida Resort. You will get a close Access to the Winter Haven Chain of Lakes. The community is in an amazing location that is close to Downtown Winter Haven where you can Enjoy boutique shopping, fine dining, and cultural venues like The Ritz Theatre and Theatre Winter Haven. You will get into the major highways in just a few minutes with Easy access to Orlando, Tampa, and other major cities for work or entertainment. Don't miss the opportunity to see this beautiful corner lot property before it is gone! You can be the next owner and live in the after sought community of Lucerne Park Reserve! Come see it today!!

953 Cambridge Drive, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code
One or more photo(s) has been virtually staged. Short Sale. Built in 2023, this move-in-ready 3-bedroom, 2-bath home with a 2-car garage offers 1,543 square feet of bright, open living space in the gated Krenson Bay community. The kitchen features white cabinetry, stainless steel appliances, a large center island, and ample storage overlooking the spacious living and dining areas. High ceilings and large windows fill the home with natural light, creating a bright and welcoming atmosphere. The private primary suite includes a walk-in closet and an ensuite bathroom with dual sinks and a walk-in shower. Two additional bedrooms, a guest bathroom, and an interior laundry room complete the functional floor plan. Enjoy low HOA fees and no CDD, with convenient access to shopping, dining, major roadways, LEGOLAND Florida, and Winter Haven’s Chain of Lakes. Schedule your private showing today!

111 Krenson Bay Loop, Winter Haven
$325,000
2 Beds ⋅ 2 Baths ⋅ Gates Lake Region SubDv. ⋅ 33881 Zip Code
Lovely 2 bedroom and 2 bathroom home located in a private gated community of just over 100 homes in Winter Haven, FL. Situated between Tampa and Orlando with easy access to both international airports. Short distance to theme parks, Legoland, Bok Tower Gardens. New Publix grocery store opening soon is a short drive away. New HVAC installed in 2022. Freshly painted interior and exterior. House overlooks a community park which makes a nice setting for relaxing afternoons and visiting with neighbors. Unique lot shape reveals a beautiful, secluded backyard for gardening and plant enthusiasts. Backyard patio area is a great spot to relax and enjoy quiet evenings.

319 Niblick Circle, Winter Haven
$169,000
2 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 02 SubDv. ⋅ 33881 Zip Code
PRICE REDUCTION!!!! Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.

2500 21st Street Nw Unit 23, Winter Haven
$234,900
3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code
This traditional 3-bedroom, 2-bathroom home is located in the established Queens Cove Ph 02 neighborhood. Designed with a functional and classic layout, this residence offers a comfortable living environment perfectly suited for a variety of lifestyles. The heart of the home features a traditional floor plan that provides a clear and smart separation of living spaces. The kitchen is beautifully updated with sleek quartz countertops and Stainless steel appliances, creating a modern and stylish space for meal preparation and entertaining. Situated in a prime location, this home is just minutes away from local essentials, including shopping, dining, and parks. Whether you are searching for a forever home or a smart investment opportunity, this property offers both convenience and potential. Schedule your private showing today!

3339 Queens Cove Loop, Winter Haven
$399,000
4 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ph 5 SubDv. ⋅ 33881 Zip Code
This 4-bedroom, 2.5-bathroom home offers modern comfort, thoughtful design, and nearly convenience. Built in 2022, this spacious two-story residence is ideally situated on a desirable corner lot in Lake Lucerne community. The main level features an open-concept layout that connects the living room, dining area, and kitchen—perfect for everyday living and entertaining. The kitchen is features granite countertops, stainless-steel appliances, a large center island with seating, a deep sink, upgraded fixtures, abundant cabinetry, and generous prep space. A private office/den with double doors provides the flexibility for a home office, fitness room, study, or playroom. A convenient half bath is also located on the first floor. Upstairs, features a spacious primary primary bedroom with a large walk-in closet and a luxurious ensuite bathroom with dual vanities and an upgraded walk-in shower. The additional bedrooms is spacious for family and guests. The covered lanai overlooks a spacious backyard with plenty of room for entertaining, relaxing, and gardening. Residents of Lake Lucerne enjoy access to community amenities including two swimming pools, a playground, and beautifully maintained common areas. Located near Hwy 27 this home offers easy access to Orlando and Tampa. For added peace of mind, the roof, HVAC system, and water heater are all 4 years old. Owner financing available for qualified buyers, creating a unique opportunity for those seeking flexible financing options. Schedule your private showing today and discover everything this beautiful home has.

605 Sarner Pass Way, Winter Haven
$369,000
4 Beds ⋅ 3 Baths ⋅ Edgewater Manor SubDv. ⋅ 33880 Zip Code
Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) home with fenced backyard! Located just off Cypress Gardens Blvd., this bright, open floorplan includes combo living and dining area, an office, and a spacious kitchen with white wood cabinets and grey granite counter tops, stainless steel appliances, gas stove, and eat-in area. There is a large family room off the kitchen, crown molding throughout the home, vinyl fencing, and much more, including: gas tankless WH, vinyl planking floor everywhere but bedrooms, plantation shutters, double pane low E windows, a screened lanai. Primary bedroom has twin walk-in closets with upgraded shelving! There is even a plug for an electric car built into garage wall, and a shallow well for lawn irrigation. Plus, close to Legoland, restaurants, shopping, and the chain of lakes. A great find!

2118 Edgewater Circle, Winter Haven
$154,900
2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code
A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile backsplash and a newer Stainless side by side fridge. A Nice size Patio is accessed from Livingroom for Barbecuing or just relaxing, enjoying the Florida weather. The split bedroom design offers added privacy to The Master Bedrm with en suite, spacious Walkin closet, Stackable washer/dryer and private screened in patio area which continues to enhance this space. The master bath has separate tub/shower access. The Nest thermostat allows you to monitor and change settings via a phone app. When you Plan your day trips.... You're Only minutes from Lego Land and convenient to Disney & other Florida amusement parks, Beaches, Shopping, Restaurants & More. Or, stay at home, relax and enjoy amenities of the community with Heated Pool, Spa, Tennis, Shuffleboard, Fishing Pier and Clubhouse! Walk the family pet across the street in the expansive green space. All Furniture negotiable!

8304 Waterview Way Unit 8304, Winter Haven
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Winter Haven Homes For Sale

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Winter Haven Florida Information:

Winter Haven, Florida is located in Polk County, just west of Orlando, and east of Tampa. With a population of nearing 50,000, it is a charming and picturesque community that is known for its beautiful lakes and mild winters.

Winter Haven is known as the Chain of Lakes City because of the 48 lakes that surround it. These lakes provide opportunities for fishing, boating, swimming, and other water sports. There are also several restaurants and bars that are accessible by boat. 

The city is also home to a number of parks and recreation areas, including Legoland Florida, which is a popular theme park with a water park.

The Chain of Lakes is a series of interconnected lakes in Polk County that is 14 of the lakes connected via canals. The Chain of Lakes is a popular destination for fishing, boating, and other water sports. The canals are now used for recreation, and are a popular destination for boating, fishing, and swimming.

We have a page specifically for Homes For Sale on the Chain Of Lakes. 

Winter Haven is a popular tourist destination due largely to Legoland, and is home to a number of hotels, restaurants, and shops. Being a popular area with snowbirds, we also have many wonderful 55+ communities in the area. 

If you are thinking about buying a home in Winter Haven, Give us a call! We are locals that know the area well. Check out our youtube channel to see more information on the area.