Between $200,000 - $300,000 Winter Haven FL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Elbert Acres SubDv. ⋅ 33881 Zip Code

A TRUE GEM IN THIS COMMUNITY!!This stunning 3 bed-2 bath,home has been completely renovated with high materials and finished.Brand new open concept kitchen modern and designed to be the heart of the home.Full remodeled bathrooms with stylish and modern finishes.Beautiful new flooring,modern light and fixtures,fresh new paint,private swimming pool,screened porch and more much more.Excellente locationnear everythingyou need.Schedule youprivate show now!!!

276 18th Street Ne, Winter Haven

$265,000

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 03 SubDv. ⋅ 33884 Zip Code

Beautiful and affordable 3-bedroom, 2-bath home in Cypress Landing on Lake Dexter on a corner lot with just one adjoining neighbor. 1,668 sq/ft living area with an enclosed Lanai. The Kitchen features wood flooring. well-maintained cabinetry with an updated backsplash; refrigerator, stove, microwave. Primary Bath recently upgraded with new granite tile flooring and new shower door. Guest bath finished in durable wood-like finish vinyl plank. Ceiling fans in every room. Enclosed lanai with AC. Portable generator conveys if buyer desires, including a dedicated transfer switch gives whole house powered through any outage. January 2026 Solar Panels Provide extremely low electric bills, averaging $127 /month. New Roof install 2025 - Architectural shingle roof with upgraded peel-and-stick underlayment. Home has been re-plumbed. 50-gallon water heater. Hurricane-rated garage door with Chamberlain chain-drive opener. Rain Bird irrigation keeps the established landscaping low-maintenance. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter — A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities. Schedule your showing today! You're going to love it!

4408 Glenns Landing, Winter Haven

$265,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Price reduction... Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortable living. The kitchen features ample cabinetry, modern appliances, and a walk-in pantry, opening to the spacious living and dining areas. The primary suite includes a private bath with dual vanities, soaking tub, and separate shower. Enjoy the Florida lifestyle from the screened-in patio overlooking the backyard. The home also features a 2-car garage and is located in the desirable Villamar community with resort-style amenities, including a community pool and playground. Conveniently located near LEGOLAND, shopping, dining, lakes, and major roadways with easy access to Tampa and Orlando. Schedule your showing today! Motivated seller.

1042 Corso Dr, Winter Haven

$290,000

4 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome home to 3729 Fieldstone Circle! This move-in ready, beautifully maintained 4-bedroom, 2-bathroom home offers a desirable split floor plan with well-defined living spaces, a formal dining room, and a 2-car garage. The kitchen shines with granite countertops and all appliances included. Retreat to the spacious primary suite featuring dual sinks, a separate shower, and a soaking tub. Outside, enjoy a covered lanai and generous space between neighboring homes — plus a driveway that accommodates up to 4 additional vehicles. Additional highlights: solar panels to be paid off at closing, no CDD, and a low HOA. Ideally located near The Country Club of Winter Haven, LEGOLAND Florida Resort, Newly opened Publix Shopping Center, dining, and major roads. Turnkey and ready for its next owner — schedule your showing today!

3729 Fieldstone Circle, Winter Haven

$298,080

3 Beds ⋅ 2 Baths ⋅ Crescent Pointe SubDv. ⋅ 33884 Zip Code

Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

967 Lunar Lane, Winter Haven

$298,490

5 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. Beautiful Corner Lot! The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

6257 Botticella Boulevard, Winter Haven

$235,500

5 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 Rep SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven

$264,950

3 Beds ⋅ 2 Baths ⋅ Kings Pond Ph 2 SubDv. ⋅ 33880 Zip Code

MOVE-IN READY AND BEAUTIFULLY MAINTAINED! Welcome to 233 Kings Pond Ave, a charming 3-bedroom, 2-bath home where comfort, thoughtful updates, and everyday convenience come together. The spacious kitchen offers abundant cabinet storage and a cozy eat-in dining area, perfect for enjoying morning coffee or casual meals. The functional layout provides inviting living spaces, while the fully fenced backyard creates a private setting for relaxing, entertaining, gardening, or enjoying the Florida sunshine. A screened garage enclosure allows you to keep the garage door open and enjoy fresh air while maintaining a comfortable, enclosed space, ideal for hobbies, projects, or additional outdoor-style living. Other valuable features include gutters, a Ring camera system, a roof replaced in 2018, and an A/C system installed in 2024. Conveniently situated near shopping, dining, medical facilities, recreation, and major roadways, this home places the best of Winter Haven within easy reach. Schedule your private showing today!

233 Kings Pond Avenue, Winter Haven

$259,000

3 Beds ⋅ 2 Baths ⋅ Lake Dexter Woods I SubDv. ⋅ 33884 Zip Code

IMMACULATE FULLY REMODELED AND COZY 3 Bedroom AND 2 bathroom house. This home can be used as your primary residence or as investment Rental property. This lovely home has tons of curb appeal with easy to maintain landscaping. House was just painted inside and outside, New water heater, New ceiling, New bathrooms, New flooring, New light fixtures, Roof was replaced in 2022, New Garage door and Garage door opener, New Split system A/C, New outlets and switches and much much more! Kitchen was fully updates with new Wood cabinets and Quartz countertop. This wonderful home is completely ready to Move IN!!

Winter Haven

$295,000

4 Beds ⋅ 3 Baths ⋅ Dundee Station SubDv. ⋅ 33881 Zip Code

Priced to Sell! Just installed brand new flooring in the living room and kitchen on the first floor! Carpet was newly installed in 2025. Two story Single Family Home in beautiful DUNDEE STATION community in Winter Haven. This 4 bedroom/2.5 bathroom home features a great open floor plan. As you enter, you are greeted with a spacious living, dining and kitchen area. The kitchen features stainless steel appliances, granite counter tops, breakfast bar/island and large pantry. Half bath is conveniently located next to the living room. Laminate floor on the 1st floor in the common areas and carpet on the 2nd floor. All bedrooms are on the second floor. Nice size master bedroom comes with large walk-in closet. Master Bath has a garden tub, separate walk-in shower, and dual vanity sinks. No washer and dryer. LOW HOA Fee! Close to historic downtown, schools, LEGOLAND/Cypress Gardens Theme Park and shopping. THE PROPERTY IS GREAT FOR PRIMARY USE or INVESTMENT.

1370 Salisbury Drive, Winter Haven

$294,500

4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code

WELCOME TO THIS WELL-KEPT PROPERTY WITH LOW HOA FEE. THIS IS A SPLIT PLAN FOUR BEDROOM/TWO BATH HOME. THE PROPERTY HAS A LIVING, DINING AND FAMILY ROOM. THE EAT-IN KITCHEN IS LIGHT AND BRIGHT. THERE IS AN INSIDE LAUNDRY ROOM. THE BEDROOMS ARE NICELY SIZED. VAULTED AND CATHEDRAL CEILINGS ALONG WITH NUMEROUS PLANT SHELVES ADD CHARACTER TO THIS HOME. THERE IS A SCREENED PORCH OFF THE FAMILY ROOM THAT LOOKS OUT AT THE TOTALLY FENCED BACK YARD. THIS HOME IS CENTRALLY LOCATED AND CLOSE TO SHOPPING, I-4, HWY 27 AND BETWEEN TAMPA AND ORLANDO. PRICED TO SELL. NEW A/C & ROOF IN 2022.

5638 Royal Hills Street, Winter Haven

$269,000

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Welcome home to this 3-bedroom, 2-bath pool home in Winter Haven! Featuring a spacious and comfortable layout with plenty of room for everyday living and entertaining. Step outside to your private backyard pool, perfect for enjoying Florida’s year-round sunshine, relaxing after a long day, or simply unwinding in your own outdoor space. The backyard provides plenty of room to create your own private retreat. Conveniently located near shopping, dining, schools, and major roadways with easy access to everything Winter Haven and Central Florida has to enjoy. Come make this house your home and enjoy the Florida lifestyle!

153 Browning Cir, Winter Haven

$229,900

3 Beds ⋅ 2 Baths ⋅ Winterset 03 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code

WINTER HAVEN CHAIN OF LAKES CONDO: Florida lakefront living at its finest on the beautiful Winter Haven Chain of Lakes. This ground-floor, end-unit 3 bedroom, 2 bath condo offers gorgeous views and sunsets overlooking Lake Winterset in one of Winter Haven’s most desirable and conveniently located gated communities. Welcome to 701 Magnolia Place, a spacious lakeview residence designed for easy single-level living with no stairs, 1100+ sqft of living space, fireplace, screened porch and updates throughout. The living room is comfortably sized with an elegant fireplace and tranquil views of the lake from the comfort of your couch. The eat-in kitchen features updated white cabinetry with soft-close drawers, tiled countertops and backsplash, newer stainless steel appliance, breakfast nook and lots of storage. The primary suite is spacious, measuring approximately 11x16, with lake views, a private bath with walk-in shower, generous closet space and direct access to the back patio. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or den—a combination that makes this 3-bedroom floor plan especially hard to find in Winterset. A second full bath with tub and shower combo completes the interior. Step outside to the private screened porch, where wide-open green space and beautiful Lake Winterset views create the perfect place to enjoy your morning coffee, unwind at the end of the day, and watch sunsets you truly have to see to believe. As an end unit, the home enjoys an added sense of openness and privacy, while the attached one-car garage provides valuable parking and storage. Beyond the residence, the community of Winterset delivers on the Florida lifestyle. Residents have access to a heated lakefront swimming pool and spa, clubhouse, tennis and pickleball courts, shuffleboard, and a private boat ramp with direct access to the Winter Haven Chain of Lakes—opening the door to boating, fishing, water skiing, sunset cruises, and waterfront dining. Wide streets and manicured grounds make this community a great place for walking and biking with the picture-perfect Florida backdrop of lush landscaping and sparkling waters. Shopping, restaurants, medical facilities, LEGOLAND Florida Resort, and downtown Winter Haven are all just minutes away, while convenient routes toward Tampa and Orlando make the location equally appealing for everyday living and weekend adventures. Ground-floor living, an end-unit location, three bedrooms, private garage, screened porch, Chain of Lakes access, resort-style amenities, and gorgeous Lake Winterset views—701 Magnolia Place is a special place to call home.

701 Magnolia Place, Winter Haven

$254,900

3 Beds ⋅ 2 Baths ⋅ Fox Ridge Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to this move-in ready 3-bedroom, 2-bathroom home in the desirable Fox Ridge neighborhood. This home features a modern open-concept layout that connects your living spaces with a seamless flow. The living area is highlighted by a cozy fireplace, creating a warm and welcoming focal point. The updated kitchen comes beautifully equipped with sleek stainless steel appliances and gorgeous granite countertops. The primary suite offers a private retreat complete with a large walk-in closet and an attached primary bathroom featuring double sinks/vanity. Step outside to enjoy the privacy of a fully fenced backyard. The location is a standout, centrally positioned just minutes away from local shopping, schools, dining options, and the excitement of Legoland. Schedule your private showing today! One or more photos in this listing have been virtually staged.

3329 Fox Ridge Drive, Winter Haven

$239,900

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 03b SubDv. ⋅ 33880 Zip Code

Welcome to this inviting 3-bedroom, 2-bathroom home located in the Queens Cove neighborhood. This home features a functional floorplan that creates a seamless flow for relaxing and entertaining. The kitchen is functional and stylish, boasting durable countertops and sleek appliances. For added privacy, the primary bedroom is complete with its own attached primary bathroom. Ideally located just minutes from the Polk Parkway, shopping, and grocery stores, and only 20 minutes from the attractions at LEGOLAND, this home offers everything you need for easy, everyday living. Schedule your private showing today! One or more photos in this listing have been virtually staged.

3735 Imperial Drive, Winter Haven

$249,900

3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code

Virtually Staged. "One or more photo(s) was virtually staged." This 3-bedroom, 2-bathroom home offers 1,124 square feet of living space with the added bonus of .94 acres of land and No HOA! Built in 2015, this home features a split-bedroom floor plan, laminate flooring throughout, and an inside utility closet for added convenience. Enjoy the privacy and freedom of nearly an acre where there is plenty of room to spread out, entertain, garden, park your toys, or create the outdoor space you've always wanted. The property also features a carport, screened front porch, private well, and septic system. Vacant and ready for its new owners, this property is a great opportunity for anyone looking for a comfortable home with plenty of land and no HOA restrictions. Don't miss out on this wonderful opportunity to enjoy country living with nearly an acre of land and all the convenience of being close to everything!

214 King Road, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code

Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway and backyard. The property also includes a Newer Shingle Roof (2026), Newer A/C (2025) and newer LVP flooring (2026). Inside, the living area offers two living room areas with high ceilings, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

5641 Royal Hills Drive, Winter Haven

$220,000

3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

Welcome to this charming Winter Haven property offering comfortable living spaces and a functional layout with plenty of potential. The home provides a great opportunity for those looking for a primary residence, first home, or investment property in a convenient Central Florida location. Enjoy easy access to shopping, restaurants, schools, parks, and major roadways, making everyday errands and commuting convenient. Located near Winter Haven’s many recreational attractions and lakes. It comes with all apliances and includes a fully renovated additional bathroom. New fence, new fan in all rooms. Whether you are looking for a place to call home or an investment opportunity, this property is worth a closer look. Schedule your showing today!

3462 Avenue T Nw, Winter Haven

$300,000

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 4 SubDv. ⋅ 33884 Zip Code

MOVE-IN READY, NEARLY NEW, AND PERFECTLY POSITIONED IN WINTER HAVEN! Why wait to build when this 2023-built VillaMar home is ready now—and still offers the added peace of mind of a 10-YEAR STRUCTURAL BUILDER WARRANTY? Step inside to an open-concept layout where the kitchen, dining, and living areas flow seamlessly together, creating an inviting space for everyday living, entertaining, and gathering with family and friends. SMART-HOME features include a central control hub, smart front-door lock, Wi-Fi-enabled thermostat, video doorbell, and connected lighting, allowing you to manage select features right from your smart device. VillaMar offers RESORT-STYLE AMENITIES including a community pool, cabana, and playground, with dog parks nearby. Everyday conveniences are close at hand with Publix, Walmart, Eagle Ridge Mall, restaurants, shopping, and Cypress Gardens Boulevard just minutes away. And when it’s time for some fun, LEGOLAND Florida and Peppa Pig Theme Park are nearby, with WALT DISNEY WORLD approximately 35 miles away. Convenient access to US-27, US-17, and Highway 60 also makes it easy to reach Lakeland, Orlando, and Tampa. THE HOME IS READY—NOW IT’S YOUR TURN! Skip the construction wait, grab your flip-flops, unpack the boxes, and start enjoying sunny days by the pool, weekends exploring Central Florida, and a home you can enjoy from day one. Why keep waiting to build when you could already be living the Florida life? All information is deemed reliable but is not guaranteed and should be independently verified.

3927 Palazzo Place, Winter Haven

$239,900

2 Beds ⋅ 2 Baths ⋅ Haven Grove Estates SubDv. ⋅ 33881 Zip Code

Solid and charming Mid-Century Ranch home in a quiet neighborhood just off of Lake Idylwild in vibrant and beautiful Winter Haven, Florida with NO HOA! This two bedroom/two full bath home could easily be converted back to a three bedroom, as the original third bedroom was transformed into a formal dining area/office/den. The living room and hall have engineered hardwood floors. The kitchen has a built-in wall oven, gas cooktop, breakfast bar and an eat-in area. There is a spacious inside utility room with plenty of storage cabinets, washer & dryer, gas water heater, and utility sink. The two bedrooms have built-in closets and tile floors, and there are two full bathrooms with historic 4x4 tile and one shower has a Terrazzo floor! The enclosed back porch could easily be more living area with the addition of a mini-split or a simple wall unit. The back yard is fully fenced and has two large storage sheds. The front of the house has window awnings, a two-car carport with decorative wrought-iron support columns, and a wide brick driveway. The membrane roof is 2025, the electrical panel was upgraded in 2024, and the A/C condenser is 2010. This house is near the boat ramp on Lake Hartridge, one lake over on the fun Chain of Lakes. Haven Grove Estates is convenient to shops, schools and Polk State, groceries (including a brand-new Publix), restaurants, medical facilities, and all that the lovely downtown has, plus it is convenient to highways to the Tampa, Lakeland, and Orlando metropolitan areas for commuting ease. Call today to see this one!

2608 Trinity Circle Nw, Winter Haven

$252,990

4 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

5816 Taverna Loop, Winter Haven

106 Majestic Gardens Court, Winter Haven

$275,000

3 Beds ⋅ 2 Baths ⋅ Gardens SubDv. ⋅ 33880 Zip Code

Welcome home to this beautifully designed 3 bedroom , 2 bath split plan home located in a desirable gated community! The open layout creates a spacious, inviting feel, with a large kitchen overlooking the living areas - perfect for every day living and entertaining. Step outside to enjoy a large back yard, offering plenty of room for pets, play, gardening or creating your own outdoor oasis. Located in an area convenient to LEGOLAND, major highways shopping, restaraunts, and Central Florida's world-famous theme parks, this home puts everything you need within easy reach. Best of all, there is no CDD, No flood insurance required, and low HOA, making this an attractive opportunity for both homeowners and investors. A gated community, newer roof, paint and carpet, septic pumped in 2025, all makes this one worth seeing!

106 Majestic Gardens Court, Winter Haven

$220,000

3 Beds ⋅ 2 Baths ⋅ Forest Ridge SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath home in Forest Ridge, offering a great floor plan that feels bright and spacious! The split-bedroom layout provides privacy and flexibility, while the inviting kitchen features an eat-in area and breakfast bar, making it perfect for everyday living and entertaining. A separate laundry room adds convenience, and the home also features ceiling fans throughout. Step outside to the screened lanai overlooking a large, private, fully fenced backyard—an ideal space for relaxing, entertaining, or enjoying the outdoors. The home also features a new roof installed in 2025 and custom-fitted hurricane shutters for each window, designed for easy installation when needed for storm protection. Enjoy the best of both worlds in Forest Ridge—a quiet neighborhood setting with convenient access to Highway 27 and I-4. Shopping, dining, schools, and the many attractions of Central Florida are all within easy reach. Add in the spacious layout and large private backyard, and you have a home that offers both comfort and convenience. This home is move in ready and waiting for the new owner.

5621 Forest Ridge Drive, Winter Haven

$249,000

3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code

Welcome to your Home Sweet Home in Winter Haven, Florida! This 3-bedroom, 2-bath gem sits in the desirable Orchid Springs community, offering 1,571 sq. ft. of living space that's freshly painted inside and ready to move into. You'll notice the difference the moment you walk in. Bright, clean walls throughout give the whole home a crisp, updated feel. The layout flows easily between the living room, dining area, and kitchen, so you're never far from the action whether you're cooking, entertaining, or just hanging out. The kitchen has plenty of cabinet space and all the appliances you need, and the living room offers plenty of room to spread out and relax. The primary suite offers its own private retreat with an attached bath. Here's a bonus: there's an enclosed bonus space in the back of the home that works great as a 4th bedroom, home office, or flex room, giving you extra square footage you can make your own. Out back, you've got a patio surrounded by its own wall and enclosed with a screen, so you get real privacy while you enjoy your morning coffee or unwind after work. No nosy neighbors, no bugs, just your own outdoor space. Add in the 2-car garage for parking and storage, and this home checks a lot of boxes. Living in Orchid Springs also means access to the community pool and clubhouse, and the HOA even covers your lawncare, so you can enjoy a well-kept yard without lifting a finger. You're also close to shopping, dining, medical offices, Cypress Gardens Blvd, and US-27, so everything you need is within easy reach. Ready to call this your home? Reach out today to schedule your private tour!

271 Mariposa, Winter Haven

$300,000

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code

Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven

$209,000

2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code

This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION! Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven

$250,000

3 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code

Virtually Staged. Short Sale. *Price Adjustment* Welcome to 573 Lucerne Blvd, a well-maintained single-story home offering 4 bedrooms and 2 bathrooms with a comfortable layout designed for everyday living. Recent improvements provide added peace of mind, including an HVAC system installed in 2018, updated flooring in the main living areas in 2018, interior paint completed in 2019, and exterior paint refreshed in 2024. The single-level floor plan offers flexibility and convenience, making this home a great opportunity for a variety of buyers. This is a short sale and is not lender approved. All terms and conditions of the sale, including the final purchase price, are subject to lender approval. Buyer and buyer’s agent are responsible for conducting their own due diligence.

573 Lucerne Boulevard, Winter Haven

$289,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

MOVE-IN READY! Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, Winter Haven

$209,900

Osprey Estates SubDv. ⋅ 33884 Zip Code

OSPREY ESTATES IS A SMALL, GATED COMMUNITY LOCATED IN BEAUTIFUL SE WINTER HAVEN, FLORIDA. THE COMMUNITY HAS A TOTAL OF FOUR LOTS--THREE HAVE UPSCALE RESIDENCES AND THIS IS THE LAST ONE AVAILABLE. THE LOT IS .75 ACRE. THIS LOCATION IS CLOSE TO SHOPPING, MULTIPLE RESTAURANTS, LEGOLAND AND BOTH TAMPA AND ORLANDO. HOA REQUIRES A MINIMUM 3,500 SQ FEET OF LIVING AND A MAXIMUM 5,500 SQ FEET OF LIVING--ALSO THE NEW BUILD MUST HAVE A THREE-CAR GARAGE. THERE IS A WELL ON THE PROPERTY FOR IRRIGATION.

Eloise Loop Road, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Add SubDv. ⋅ 33880 Zip Code

Virtually Staged. Step into this charming 3-bedroom, 2-bath Winter Garden gem, offering comfort, convenience, and the Florida lifestyle buyers love. The well-appointed kitchen features stainless steel appliances and abundant cabinetry, creating a functional and inviting space for cooking and gathering. Enjoy year-round relaxation in the enclosed patio, perfect for morning coffee, quiet evenings, or entertaining friends. A 1-car carport adds everyday convenience and covered parking. All of this is set in a prime Winter Garden location, placing you moments from shopping, dining, entertainment, and all the vibrant amenities this sought-after area has to offer. Homes with this blend of location, lifestyle, and value don’t last. Make your move before this one slips away.

1804 Avenue Q Sw, Winter Haven

$299,000

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven

$230,000

3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. ** $15K PRICE REDUCTION as of 9/14/2026!!** This is a 3-bedroom, 2-bathroom home nestled in Winter Haven, FL. Built in 1993, this property offers a comfortable floor plan with great bones and exciting potential for the right buyer. This short sale opportunity presents an excellent chance to acquire a Winter Haven home at an improved price point in an established neighborhood. The layout provides functional living spaces throughout, with three generously sized bedrooms and two full bathrooms — ideal for families, investors, or buyers looking to put their personal touch on a property. Conveniently located close to shopping, dining, medical facilities, and the beautiful Winter Haven Chain of Lakes, with easy access to US-27 and major routes to both Orlando and Tampa. This is a short sale subject to lender approval. Being sold as-is. Buyer and buyer's agent to verify all information including HOA fees, community details, and measurements. A great opportunity — schedule your showing today!

26 Saint Kitts Circle, Winter Haven

$289,900

4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

Stunning! Fresh Farm Style, Located on a quiet 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath; Front facade is stucco'd with beautiful stone entry; Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large in-law style, Brand NEW architectural roof; Updated AC, windows; All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics; New 3 tone paint inside and out; Secluded backyard fully fenced in for pets; Relax in oasis pool that has full privacy with no 2 story surrounding houses. No HOA... this home has it all!

116 Harbor Drive, Winter Haven

$259,999

3 Beds ⋅ 2 Baths ⋅ Yonnally W P Resub SubDv. ⋅ 33881 Zip Code

Charming Historic Winter Haven Bungalow on a Great sized lot near Downtown Winter Haven - Welcome to 615 Avenue A NE, a beautifully maintained 1940 block home tucked in one of Winter Haven's sought-after Historic Districts — just steps from Rotary Park and the shimmering waters of Lake Elbert. This 3-bedroom, 2-bath home offers 1,848 square feet of thoughtfully updated living space on a generous 0.24-acre lot (75x140), blending old-Florida character with modern comfort. Inside, warm laminate flooring flows through a spacious living room anchored by a cozy electric fireplace and custom built-in shelving with entertainment center. The adjoining family room offers even more room to gather, while the fully equipped kitchen features stainless appliances and ample cabinetry, opening to a bright dinette and formal dining room — perfect for everyday living or entertaining. The primary suite includes a walk-in closet and en-suite bath with a walk-in shower, and two additional bedrooms provide flexibility for family, guests, or a home office. A dedicated laundry room adds everyday convenience. Outside, the fully fenced backyard is an entertainer's dream, complete with a paver patio seating area, mature shade trees, a storage shed, and plenty of open lawn for pets, play, or gardening. The attached one-car garage includes a built-in workshop, ideal for hobbyists or extra storage, and an irrigation system keeps the landscaping lush year-round. Located minutes from downtown Winter Haven's shops, dining, and lakefront parks, and with easy access to LEGOLAND Florida Resort and central Florida's major highways, this home offers the rare combination of historic charm, everyday functionality, and an unbeatable location near the water. Don't miss your chance to own a piece of Winter Haven history!

615 Avenue A Ne, Winter Haven

$205,999

Inman Fred W Sub SubDv. ⋅ 33881 Zip Code

Build your dream home on this partially cleared lakefront lot along Winter Haven's northern Chain of Lakes. Conveniently located just off Lucerne Park Road, the property is not within a subdivision and has no HOA. Its waterfront setting and development potential make it an attractive option for homeowners, builders, and investors. Buyers should perform thorough due diligence to confirm zoning, permitted uses, utility availability, access, flood-zone status, wetland conditions, building requirements, and all other property details.

Lucerne Park Road, Winter Haven

$245,000

4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

$229,900

3 Beds ⋅ 2 Baths ⋅ Dinner Lake Estates SubDv. ⋅ 33880 Zip Code

Discover Your Cozy Winter Haven Retreat! Welcome to a home where comfort, style, and convenience come together in one inviting package. This beautifully updated 3-bedroom, 2-bathroom home offers 1,344 square feet of thoughtfully designed living space—perfect for first-time buyers, growing families, downsizers, or investors. Enjoy the rare advantage of owning both the home and the land with NO lot rent, NO HOA, and NO CDD fees, giving you the freedom to truly make this property your own. Inside, you'll find numerous modern upgrades that provide both style and peace of mind, including a 2022 HVAC system, updated cabinetry and countertops, luxury vinyl flooring throughout, beautifully renovated bathrooms, and fresh interior paint that creates a bright, welcoming atmosphere. The exterior is equally impressive. Durable aluminum siding and an aluminum metal roof offer long-lasting, low-maintenance living, while the fenced corner lot provides added privacy and plenty of outdoor space for family, pets, or entertaining. A screened and covered front porch invites you to relax with your morning coffee or unwind after a long day. Adding even more value, a 2020 RV located on the property is also available for purchase separately. The RV is currently leased and generates rental income, presenting an excellent opportunity for additional cash flow or future guest accommodations. Conveniently located just minutes from shopping, dining, schools, and everyday essentials, this home is also approximately:12 minutes to Winter Haven Hospital, 20 minutes to LEGOLAND® Florida Resort, 30 minutes to the world-famous Bok Tower Garden, just a short drive from Winter Haven's renowned Chain of Lakes, offering boating, fishing, waterfront dining, and endless outdoor recreation. Whether you're searching for your next home or a smart investment opportunity, this move-in-ready property offers exceptional value, modern updates, and an unbeatable location. Schedule your private showing today!

24 Flamingo Boulevard, Winter Haven

$289,999

3 Beds ⋅ 2 Baths ⋅ Kings Pond Ph 02 SubDv. ⋅ 33880 Zip Code

YOUR WINTER HAVEN OASIS AWAITS — MASSIVE 0.28-ACRE LOT & LOW HOA! -Price Improvement ! Looking for space, privacy, and room to grow? Welcome home to this move-in-ready 3-bedroom, 2-bathroom residence nestled on a rare, oversized 0.28-acre lot in the desirable Kings Pond community. Say goodbye to cramped zero-lot lines and hello to true outdoor living! WHAT YOU’LL LOVE ABOUT THIS HOME: Spacious Outdoor Retreat: Step out into your massive, fully fenced backyard—the ultimate setup for weekend BBQs, pets, gardening, or adding your dream pool. Includes a dedicated workshop shed perfect for hobbies, tools, or extra storage! Light & Airy Layout: Features bright, open-concept living with high vaulted ceilings, natural light, and a functional split-bedroom floor plan for maximum privacy. Primary Suite: Unwind in your private master suite complete with a large walk-in closet, dual sinks, and an easy-access walk-in shower. Low HOA & Unbeatable Location: Enjoy quiet neighborhood living with an ultra-low HOA ($205/year) just minutes from local dining, shopping, medical facilities, and the famous Chain of Lakes for fishing and boating. Plus, LEGOLAND® Florida, downtown craft breweries, and major highways are right nearby!

232 Kings Pond Avenue, Winter Haven

$224,500

2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code

Virtually Staged. REMODELED WINTER HAVEN CHAIN OF LAKES CONDO: Stunning remodeled condo with sunset views on the Winter Haven Chain of Lakes! Enjoy the best of Florida living in this beautifully remodeled ground-floor condo overlooking Lake Winterset, part of Winter Haven’s Chain of Lakes. With no stairs, a spacious 2-bedroom, 2-bath layout, private screened porch and gorgeous water views, this move-in-ready residence offers an affordable lakefront lifestyle. Fresh, bright and exceptionally spacious, the interior has been updated from top to bottom with new flooring, stone counters, contemporary lighting and ceiling fans, modern fixtures and a crisp neutral palette. The open living and dining areas offer plenty of room for entertaining, while large windows bring in natural light and showcase views across the expansive lawn to Lake Winterset. The expanded kitchen is a standout, featuring granite countertops, soft-close cabinetry with crown molding, black appliances including a gas range and dishwasher, generous breakfast bar and abundant cabinet and counter space. Its open design connects seamlessly with the dining and living areas. Wake up to water views from the spacious primary suite, complete with a huge walk-in closet and beautifully renovated bath featuring dual undermount sinks, granite countertop, chrome fixtures and a frameless glass walk-in shower with custom tile. Positioned separately for privacy, the second bedroom offers two closets and convenient access to an equally impressive guest bath with granite-topped vanity and custom-tiled tub and shower. Interior laundry and additional storage add everyday convenience. Step onto the private screened porch and enjoy peaceful lake views and spectacular Florida sunsets. It’s the perfect setting for morning coffee, evening cocktails or simply relaxing by the water. Located within gated Winterset, residents enjoy a heated lakefront pool and spa, clubhouse, tennis and pickleball courts, shuffleboard and a private boat ramp providing direct access to the Winter Haven Chain of Lakes. Spend your days boating, fishing, skiing or cruising the Chain to waterfront restaurants. Shopping, dining, medical facilities, LEGOLAND Florida Resort and downtown Winter Haven are just minutes away, with convenient access toward Tampa and Orlando. Whether you're searching for a full-time residence, seasonal Florida getaway or investment opportunity, this beautifully renovated ground-floor condo delivers the combination buyers want: MOVE-IN-READY CONDITION, LAKE VIEWS, NO STAIRS, RESORT-STYLE AMENITIES AND DIRECT CHAIN OF LAKES ACCESS.

503 Sweet Bay Circle, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Morningside SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. PRICE DROP OF $5,000! Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Morningside at Winterset, a 24/7 gated community offering comfort, security, and resort-style living. This spacious property features an inviting foyer that opens into a bright great room and dining area, enhanced by elegant plant shelves and sliding glass doors leading to a large all-weather screened porch with vinyl panels—perfect for relaxing year-round. The well-appointed kitchen offers abundant cabinetry, a breakfast bar, and a full appliance package including a smooth-top range, built-in microwave, dishwasher, and side-by-side refrigerator. The generous primary suite includes private porch access, a walk-in closet, and a luxurious bathroom with a jacuzzi tub. Additional highlights include a separate laundry room with washer, dryer, utility sink, and extra storage, plus a 2-car garage. The home features 16” ceramic tile throughout the main areas and neutral carpet in the bedrooms, creating a warm and comfortable feel. Residents of Winterset enjoy access to community amenities, including a clubhouse, pool, tennis courts, and beautifully maintained grounds. This home offers a wonderful blend of space, convenience, and community living in SE Winter Haven

140 Morning Glory Circle, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Lakeside Lndgs Ph 3 SubDv. ⋅ 33881 Zip Code

REDUCED! MOTIVATED! WELCOME HOME TO LAKESIDE LANDINGS! Discover comfortable Florida living in this well maintained 3-bedroom, 2-bathroom single-story home in the Lakeside Landings community of Winter Haven. Built in 2020 and offering approximately 1,690 square feet, this home features a practical open layout designed for comfortable everyday living and entertaining. The home offers a spacious living area, well-appointed bedrooms, a primary suite, and a 2-car garage. Step outside to enjoy your lanai and private fenced backyard, providing a great space for relaxing, entertaining, or enjoying Florida's beautiful weather. Lakeside Landings offers residents access to community pools, parks and green spaces, creating a welcoming neighborhood atmosphere. Conveniently located near shopping, dining, major roadways and Central Florida attractions. Whether you're looking for your first home, a place to settle down, or an investment opportunity, 3018 Royal Tern Drive offers modern construction, functional living space and desirable community amenities. SELLER IS OFFERING $10,000 TOWARDS BUYER'S CLOSING COST

3018 Royal Tern Drive, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Summit East Ph 01 SubDv. ⋅ 33884 Zip Code

R E D U C E D !!! PRICED BELOW APPRAISAL, GREAT FLOOR PLAN AND GREAT POTENTIAL, CONVENIENT SE LOCATION TO SHOPPING, RESTAURANTS AND EASY ACCESS TO HWY 27 TO HEAD NORTH TO ORLANDO-DISNEY OR SOUTH TO LAKE WALES. THIS SPLIT FLOOR PLAN HAS 3 BEDROOMS AND BATH OFF THE FAMILY ROOM AND THE PRIMARY IS LOCATED OFF THE FORMAL DINING ROOM. ENTER INTO THE THE FORMAL LIVING ROOM. THE SELLER HAD STARTED REFRESHING THIS HOME AND HAS ALMOST NEW CARPETING , SOME LIGHT FIXTURES, CEILING FANS AND SOME FRESH PAINT. TLC IS NEEDED TO COMPLETE. THE APPLIANCES ARE IN AS IS CONDITION AND HAVE BEEN MOVED TO THE GARAGE.

7158 Summit Place, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Planters Walk Ph 03 SubDv. ⋅ 33884 Zip Code

Virtually Staged. LOOK!! PRICE IMPROVEMENT!! Practically brand new from top to bottom! This beautifully renovated 3-bedroom, 2-bath home offers the perfect combination of modern style and everyday comfort. Nearly every surface has been updated, including fresh interior and exterior paint, luxury vinyl plank flooring throughout, a stunning new kitchen, beautifully REMODELED bathrooms, updated lighting, fixtures, cabinetry, CORIAN countertops, doors, trim, sprinkler system, NEW ROOF and stainless steel appliances. Move right in and start enjoying all this home has to offer! Step inside to soaring vaulted ceilings, an open and airy floor plan filled with natural light. The spacious living and dining areas flow seamlessly into the gorgeous kitchen featuring quartz countertops, white shaker-style cabinetry, stainless steel appliances, recessed lighting, a breakfast bar, and a sunny breakfast nook overlooking the backyard. The private primary suite offers direct access to the screened lanai, a walk-in closet, and a spa-inspired en-suite bath with a double vanity and an oversized walk-in tiled shower with a frameless glass enclosure. Enjoy relaxing on the screened lanai overlooking the fenced backyard shaded by mature oak trees, perfect for entertaining, pets, or simply unwinding. Ideally located just 2 miles from LEGOLAND Florida Resort and approximately 30 minutes from Walt Disney World and Central Florida's world-famous theme parks. You'll also appreciate the convenient access to I-4, the Polk Parkway, shopping, dining, medical centers, hospitals, and everything Central Florida has to offer. This truly move-in-ready home offers the look and feel of new construction without the wait. Schedule your private showing today!

419 Saint Anns Drive, Winter Haven

$219,900

4 Beds ⋅ 3 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. CASH ONLY SALE. Investor and renovation opportunity in Winter Haven! This two-story 4-bedroom, 3-bath home offers 1,936 square feet with block and stucco construction, a 2-car garage, and a functional floor plan ready to be transformed. Major improvements have already been made with a new roof installed in 2022, allowing the next owner to focus on maximizing the home’s potential through renovation. The main level features a spacious living room, an oversized kitchen space, a private primary suite with a walk-in closet and en suite bath, and a convenient inside laundry room. Upstairs offers three additional bedrooms and a full bath, providing a versatile layout for a variety of buyers. The home is in need of updates, including the kitchen, bathrooms, flooring, paint, and other interior finishes, making it an ideal project for investors or experienced renovators looking to build equity. Sold As-Is. Cash offers only. Located in an established Winter Haven neighborhood with a low HOA, the home is just minutes from US-17, the Polk Parkway, downtown Winter Haven, LEGOLAND Florida Resort, shopping, dining, parks, and medical facilities. With the major roof expense already completed, this property presents an excellent opportunity to renovate and unlock its full potential.

3941 Warbler Drive, Winter Haven

1557 N Lake Shipp Drive Sw, Winter Haven

$264,900

3 Beds ⋅ 2 Baths ⋅ Tranquil Oaks SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome to your own private Florida retreat! This beautifully maintained 3-bedroom, 2-bath home is nestled beneath majestic oak trees in an established Winter Haven neighborhood, offering timeless curb appeal and a warm, inviting atmosphere. Inside, you'll find a functional floor plan filled with natural light, creating comfortable living spaces for both everyday life and entertaining. The thoughtful layout offers the perfect blend of openness and privacy. Step outside and discover the true centerpiece of the home—a sparkling saltwater pool surrounded by a screened lanai, allowing you to enjoy Florida's outdoor lifestyle year-round with added comfort and protection. Whether you're sipping your morning coffee, hosting family and friends, or unwinding after a long day, this backyard oasis is designed for relaxation. Conveniently located near Winter Haven's Chain of Lakes, downtown shopping and dining, parks, schools, medical facilities, and LEGOLAND Florida Resort, this home offers the perfect combination of tranquility and convenience. Don't miss your opportunity to own this move-in-ready pool home in one of Winter Haven's most desirable locations. Schedule your private showing today!

1557 N Lake Shipp Drive Sw, Winter Haven

$299,900

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Established Neighborhood in SE Winter Haven, convenient location. This 3Bedroom 2Bath has just had partial upgrading, new Metal Roof only 3 years old. 2-car garage with washer/dryer -Back yard has fencing on the back and sides so very little needed to completely fence in, room for dogs to run and play and family gatherings. Room to add patio/outdoor family area. Family room boasts a stone faced wood burning fireplace with built in shelving on each side. Large living room with open Dining at one end. Enclosed Foyer with tile flooring, ceiling fans throughout with skylights in each bathroom. Great family community.

108 Lagoon Road, Winter Haven

$229,000

3 Beds ⋅ 1 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Virtually Staged. Completely renovated from top to bottom, this home offers the feel of new construction at a fraction of the price! Featuring 3 bedrooms plus a spacious family room that can easily serve as a 4th bedroom, home office, playroom, or media room, this property offers flexibility to fit your lifestyle. Every major component has been updated, including the roof, windows, A/C, water heater, kitchen, bathroom, plumbing, electrical, paint, and more, giving you peace of mind for years to come. Step outside to enjoy the oversized backyard with plenty of space for entertaining, pets, gardening, or future additions. No HOA means more freedom and fewer monthly expenses. Conveniently located near shopping, restaurants, schools, and major highways, this move-in-ready home is an excellent opportunity for first-time buyers or investors looking to add a low-maintenance property to their portfolio. Schedule your private showing today!

1207 32nd Street Nw, Winter Haven

$220,000

3 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33880 Zip Code

1-Acre Ranch-Style Oasis! No HOA + Seller Concessions for Highly Qualified Buyers Great opportunity! This mobile home features a unique design, highlighted by a massive front porch that spans the entire width of the house, giving it the charming, spacious feel of a ranch-style home. It is a cozy, practical, and functional living space that allows you to enjoy views of the one-acre lot—which offers endless possibilities—from both inside and out. The home includes 3 bedrooms, 2 bathrooms, a laundry room, and a dream kitchen with recessed-panel cabinets, a pantry, and a central island with storage. Wood-look vinyl flooring runs throughout the house, and the spacious primary suite includes a private bathroom with a separate shower. The property and its grounds attract various bird species throughout the year, delighting residents with incredible sunrises and sunsets; you get the best of both worlds—proximity to the city and the peaceful tranquility of country living. Don't miss the chance to see it; schedule an appointment to discover how you can enjoy a peaceful, serene lifestyle close to everything at such an affordable price. Please note: The roof is 20+ years old; however, for highly qualified buyers with a strong pre-approval letter, seller is open to buyer incentives toward closing costs or future updates. This property may be ideal for flexible renovation loans or escrow options—buyers are highly encouraged to ask their lender about these post-closing home improvement programs. Schedule an appointment today to discover how you can enjoy this lifestyle at such an affordable price!

2363 Gerber Dairy Road, Winter Haven

$260,000

3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Aug 2026! Prepare dinner while catching up on the days events from this homes chef-inspired kitchen which overlooks a great room and dining area. Well appointed primary suite provides a restful retreat at the end of the day and has a spacious walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3968 Giorgio Drive, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms have flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Villamar, the Harper includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Villamar. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

4053 Giorgio Drive, Winter Haven

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