Winter Haven FL Single Family Real Estate, Homes for Sale

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home providing plenty of privacy and features a spacious walk-in closet and shower. 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.

3928 Giorgio Drive, Winter Haven

$355,900

5 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Investors Only. Leased through August 31, 2027, at $2,575/month. Landlord provides lawn care. No rear neighbors and entirely fenced for privacy! Low HOA dues and bonus room/loft plus office space. Open concept with luxury laminate flooring throughout including stairs. Full-sized kitchen island with seating and plenty of counter space for food prep. Stainless steel appliances. The dining and family room combo offers plenty of natural lighting with slider glass doors leading to your outdoor patio overlooking the conservation area. The master bathroom features two (2) walk-in closets. Enjoy the early morning sunrises sitting under your custom-built pergola in back. Screened front porch. Located 6 miles from Legoland Theme Park and Water Park.

270 Meadowbrook Boulevard, Winter Haven

$203,900

3 Beds ⋅ 2 Baths ⋅ Deerwood SubDv. ⋅ 33881 Zip Code

Welcome Home to your 3 bedroom/2 bath home! NEW luxury vinyl plank flooring and freshly painted throughout, granite in the kitchen and baths, new lighting, 6-panel doors and ceiling fans. Kitchen has new cabinets and newer stainless-steel appliances. The Primary Suite features lots of light, double vanities and walk-in shower. The flex room connected to the Primary Suite would be perfect for an office, reading room, playroom, craft room or a nursery. Two additional bedrooms and hall bath round out this concrete block home located just west of Winter Haven and within minutes from numerous lakes. Close to major thoroughfares, restaurants, and shopping.

3821 Avenue J Nw, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Buckeye Haven SubDv. ⋅ 33881 Zip Code

1716 Terry Circle NE, Winter Haven, FL 33881, is a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast bar seating and all stainless steel appliances included. The thoughtfully designed layout provides privacy for the primary bedroom, separating it from the additional bedrooms to create a peaceful retreat. Tasteful furnishings and décor are included, making this a truly turnkey opportunity for homeowners, seasonal residents, or investors alike. The neutral color palette, abundant natural light, and functional layout create a warm and inviting atmosphere ideal for everyday living or entertaining guests. Adding to the home's value and peace of mind is a roof that is only five years old. One of the property's most attractive features is the absence of HOA fees and restrictions, offering greater flexibility and freedom for the new owner. Conveniently located in the heart of Winter Haven, the property is just minutes from LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making it an excellent choice for vacation home buyers and visitors. Residents will also enjoy easy access to the Winter Haven Chain of Lakes, offering endless opportunities for boating, fishing, and outdoor recreation. Nearby shopping, dining, schools, medical facilities, and the vibrant downtown district provide everything needed for comfortable Florida living. With convenient access to major highways connecting Orlando and Tampa, this fully furnished home presents a rare opportunity to own a turnkey property in one of Central Florida’s fastest-growing and most desirable locations. Showings will begin next week, so don't miss your chance to explore all that this exceptional home has to offer and schedule your private tour today.

1716 Terry Circle Ne, Winter Haven

$624,900

4 Beds ⋅ 4 Baths ⋅ Lake Jessie Or Carrs J A SubDv. ⋅ 33881 Zip Code

Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedroom, 4-bath single-family residence offers an expansive open floor plan, soaring ceilings, and porcelain tile throughout. The elegant living room features a dramatic porcelain tile fireplace, creating a warm and stylish focal point. The chef’s kitchen is designed to impress with quartz countertops, stainless steel appliances, sleek modern cabinetry, and ample storage. A spacious indoor laundry room adds everyday convenience. Additional highlights include a 3-car garage, durable tile roof, whole-home water filtration system, and pre-wiring for a security camera system. Enjoy year-round outdoor living with a fully enclosed porch and large paver patio—perfect for relaxing or entertaining. Conveniently located directly across from a public boat ramp, offering easy access to boating and recreation without the upkeep of lakefront ownership. An exceptional opportunity to own a move-in-ready home with thoughtful upgrades, modern design, and a prime location near the water. Schedule your private showing today!

803 Lake Jessie Dr Drive, Winter Haven

$299,500

2 Beds ⋅ 2 Baths ⋅ Eloise Woods East Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

This 2-bedroom, 2-bathroom home features a private, screened-in backyard pool. Enjoy nearly non-existent electric bills thanks to a fully paid-off SolarEdge solar system, complemented by a whole-house 22 kW Generac generator with a 250-gallon propane tank, hurricane-rated windows, a 5-year-old architectural shingle roof, and a Rinnai tankless water heater. The spacious interior boasts a large galley kitchen with stainless steel appliances and a gas stove, a convenient indoor laundry room with extra storage, a 2-car garage, and a versatile 16x12 climate-controlled Florida room. This property has been an Airbnb and can be purchased fully furnished, making it a turnkey investment or a move-in-ready retreat!

132 Duval Road, Winter Haven

$430,000

5 Beds ⋅ 3 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code

Welcome to 3097 Buckeye Pointe Drive, a fully updated pool home in Winter Haven, Florida, offering the space, flexibility, and upgrades today's buyers are searching for in Polk County. If you've been looking for a move-in ready home with a private pool, screened spa, modern finishes, and no rental restrictions, this property deserves a spot at the top of your list.Located in the established Buckeye Pointe community, this spacious two-story home features 5 bedrooms, 2.5 bathrooms, and more than 2,500 square feet of living space. The versatile floor plan includes a first-floor bedroom, making it ideal for multigenerational living, visiting guests, a private home office, or a fitness room.From the moment you step inside, you'll notice the extensive updates throughout. The entire first floor showcases oversized 24x36 porcelain tile, creating a clean, modern look that is both stylish and easy to maintain. The renovated kitchen serves as the heart of the home with updated cabinetry, a large center island, upgraded lighting, and newer appliances including the refrigerator and dishwasher. Every bathroom has been remodeled, while fresh interior and exterior paint give the home a bright, updated feel throughout.Step outside and enjoy the Florida lifestyle year-round. The screened and heated pool and spa create the perfect setting for relaxing after work, entertaining family and friends, or enjoying weekend gatherings. The vinyl fenced backyard offers privacy, while mature fruit trees provide character and charm that are increasingly difficult to find. Major improvements include a newer 2023 roof and a 2020 water heater, giving buyers added confidence and helping reduce future maintenance concerns. One of the most attractive features of this property is the absence of rental restrictions. Buyers searching for an Airbnb-friendly home in Winter Haven, a Florida vacation home, a second home near Orlando attractions, or an income-producing investment property will appreciate the flexibility this community offers. Conveniently located near shopping, restaurants, medical facilities, schools, and major transportation routes, this home provides easy access to everything Central Florida has to offer. Whether you're commuting to Orlando, exploring nearby lakes, visiting world-famous attractions, or simply enjoying the growing Winter Haven lifestyle, this location puts you close to it all. Buyers frequently searching for "homes with pools in Winter Haven," "5-bedroom homes in Polk County," "updated homes near Orlando," "Airbnb investment properties in Central Florida," "homes with no rental restrictions," or "move-in ready Florida homes with a pool" will find everything they're looking for at 3097 Buckeye Pointe Drive. This is more than just a house. It's a move-in ready Florida lifestyle with room to grow, space to entertain, and the flexibility to fit your future plans. With a recent price improvement, this home offers exceptional value in today's market. Schedule your private showing and see everything this property has to offer.

3097 Buckeye Pointe Drive, Winter Haven

$260,000

3 Beds ⋅ 2 Baths ⋅ Cedar Cove Ph 02 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Move-in ready and priced to sell! Located in a quiet, neighborhood with a low HOA of just $200 annually, this beautifully updated 3-bedroom, 2-bath home offers exceptional value, major system updates, and endless potential on a spacious quarter-acre lot. Step inside to discover an inviting open-concept layout where the living room, dining area, and kitchen flow seamlessly together, creating the perfect space for both everyday living and entertaining. The updated kitchen features modern cabinetry, updated fixtures, appliances, and a center island that serves as the heart of the home. Luxury vinyl plank flooring throughout provides a clean, cohesive look and easy maintenance. Designed with privacy in mind, the split-bedroom floor plan offers a spacious primary suite separated from the guest bedrooms. Every bedroom features a walk-in closet, providing ample storage throughout the home. A large Florida room adds valuable additional living space and connects the home’s interior, making it ideal for a home office, playroom, gym, media room, or second living area. Outdoor living is where this property truly shines. Situated on approximately a quarter-acre lot, the expansive backyard offers plenty of room to create your dream outdoor oasis, including space for a future pool. Enjoy peaceful views with acreage behind the property, providing added privacy and a more open feel than many neighboring homes. The 16x16 screened patio with a concrete slab is perfect for relaxing, entertaining guests, or enjoying Florida evenings year-round. Major updates provide peace of mind, including a 2021 roof and 2021 A/C system. Originally constructed with a tile roof design, the home was built to support the additional structural load, contributing to its durability and long-term appeal. Additional highlights include a two-car garage, vinyl privacy fencing, updated appliances, modern fixtures, and thoughtful improvements throughout. Offering a rare combination of location, lot size, recent updates, low HOA fees, and future potential, this property presents an outstanding opportunity in one of the area’s most desirable neighborhoods. Whether you’re looking for a move-in-ready home, additional space to grow, or a property with room to personalize over time, this home checks all the boxes. Seller is motivated. Schedule your private showing today and discover everything this exceptional property has in store.

352 Vail Drive, Winter Haven

$405,000

4 Beds ⋅ 4 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code

Welcome to 1217 Michelangelo Ln., a beautifully updated Wakefield model by Centex Homes located in one of Winter Haven’s most desirable communities — with NO CDD fees and convenient access to shopping, dining, medical facilities, and local attractions! Situated on a premium corner lot, this spacious 4-bedroom, 3.5-bath home offers the perfect blend of style, functionality, and modern updates throughout. From the moment you walk in, you’ll notice the designer touches including updated lighting, modern fixtures, sleek ceramic tile flooring, and tasteful upgrades in every room. The open-concept kitchen features granite countertops, stainless steel appliances, updated faucets and fixtures, beautiful pendant lighting, and abundant cabinet space — perfect for entertaining and everyday living. The spacious primary suite is conveniently located on the main level and includes dual sinks, a relaxing garden tub, separate shower, and an oversized walk-in closet. Also downstairs is a stunning French door office that can easily function as a 5th bedroom, guest room, or flex space if desired. Upstairs, enjoy a large bonus room ideal for a media room, playroom, fitness area, or second living space. The beautifully designed laundry room adds both style and convenience. Step outside to your oversized fenced backyard featuring a white vinyl fence, offering privacy and plenty of room for pets, gatherings, or future outdoor living additions. Located just minutes from Winter Haven Hospital and close to everything Winter Haven has to offer, this move-in ready home truly checks all the boxes. Don’t miss your opportunity to own this exceptional property!

1217 Michelangelo Lane, Winter Haven

$288,999

4 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park Ph 02 SubDv. ⋅ 33881 Zip Code

Welcome to 255 Haines Boulevard, Winter Haven, Florida! This beautifully maintained home offers the perfect blend of comfort, convenience, and Florida living. Featuring a spacious floor plan with plenty of natural light, this property is ideal for families, first-time homebuyers, or investors alike. The kitchen provides ample cabinet and counter space and flows seamlessly into the living and dining areas, making it perfect for entertaining guests. Step outside and enjoy the generous yard with room for outdoor activities, gardening, or future enhancements. Conveniently located near shopping, dining, schools, medical facilities, and major roadways, this home provides easy access to everything in Winter Haven. Whether you're looking for a primary residence, seasonal home, or investment property, this move-in-ready opportunity is one you won't want to miss. Schedule your private showing today!

255 Haines Boulevard, Winter Haven

$334,990

3 Beds ⋅ 2 Baths ⋅ Cypresswood Mdws SubDv. ⋅ 33884 Zip Code

Cypresswood Golf & Country Club welcomes you to 419 Greenfield Drive. This desirable gated golf community has a host of activities and treasures, but by far the most impressive one is this gem and it shows. As you pull up to the extended driveway, low maintenance landscape ushers you into a well appointed home. Once in the front door, sparkling floor tiles guide you through this beautiful 3 bedroom 2 bath split floor plan home. Quartz counters and wall to wall cabinet space give anyone that loves to cook the space they need to store items and create meals while hosting family or company. Right off of the kitchen there is a climate controlled Florida room, with an additional screened-in patio to the rear. When you are ready to retire for the evening, your primary bedroom has plenty of space to stretch out in and keep your belongings in the large walk-in closet. Move right in and leave your worries behind. Not only has the kitchen and flooring been recently upgraded, all your major components have been replaced within the last 5 years - brand new electric panel w/surge protection installed (May 2026), roof (2022) , water heater (2021), A/C (2021). Schedule your private tour and make this home yours for years to come.

419 Greenfield Road, Winter Haven

$309,000

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

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the desirable Winter Haven area! This move-in ready property offers a perfect blend of comfort, style, and modern updates throughout. From the moment you step inside, you’ll notice the upgraded accent wall paneling featured in the foyer, dining room, and spacious primary bedroom, adding warmth and custom character to the home. The dining room and foyer have also been enhanced with updated light fixtures that provide a fresh, elegant touch. Pride of ownership is evident throughout, as this home has been exceptionally well maintained and cared for. All appliances included and open to partially furnished. With inviting living spaces, a functional layout, and tasteful upgrades, this home is ideal for both relaxing and entertaining. Conveniently located near shopping, dining, schools, and major roadways, this property combines comfort and convenience in one attractive package. Don’t miss your opportunity to own this charming Winter Haven home — schedule your private showing today!

2108 Cartgate Lane, Winter Haven

$295,000

3 Beds ⋅ 2 Baths ⋅ Country Walk/Winter Winter Hav SubDv. ⋅ 33881 Zip Code

Experience elevated living in this beautifully maintained 3 bedroom, 2 bathroom residence located in the highly desirable Country Walk community in Winter Haven. Designed with style and comfort in mind, this home showcases custom luxury finishes throughout the living room and bedrooms, creating an elegant and inviting atmosphere. The open concept layout offers the perfect blend of functionality and sophistication, while the modern kitchen serves as the centerpiece of the home with sleek cabinetry, quartz countertops, and ample space for cooking and entertaining. The spacious primary suite provides a private retreat with a walk in closet and a beautifully appointed bathroom. Step outside and enjoy the extended paver patio, an ideal space for relaxing or hosting family and friends, all enclosed by a white PVC privacy fence that enhances both comfort and privacy. Conveniently located near shopping, dining, schools, medical facilities, and major highways, this home is also just minutes from LEGOLAND Florida Resort and many of Central Florida’s most popular attractions. Combining stylish interior design, exceptional outdoor living, and a prime location, this residence offers an outstanding opportunity to enjoy the best of the Florida lifestyle.

3268 Country Walk Club Circle, Winter Haven

$334,900

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome to resort-style living in the highly sought-after Lake Ashton Golf Club Community! This impeccably maintained home is nestled on a quiet and secluded street, offering the perfect combination of privacy, comfort, and an active Florida lifestyle. From the moment you arrive, you will appreciate the pride of ownership and pristine condition of this beautiful residence. Designed for both everyday living and entertaining, the home offers spacious living areas, abundant natural light, and a floor plan that flows effortlessly throughout. One of the most valuable features of this property is that the CDD bond has been fully paid off, providing significant long-term savings and added value for the new owner. Lake Ashton is one of Central Florida's premier gated 55+ communities, offering an unmatched array of amenities and activities. Residents enjoy access to two private 18-hole championship golf courses, including one of the most challenging and highly regarded courses in the region, making it a favorite among golf enthusiasts. The community also features two expansive clubhouses, a state-of-the-art health and fitness center, resort-style pools, tennis and pickleball courts, bowling lanes, movie theater, ballroom, restaurant and lounge, arts and crafts facilities, numerous social clubs, and a private marina with access to beautiful Lake Ashton. Whether you are looking for an active retirement, a seasonal retreat, or your forever home, this exceptional property offers the perfect opportunity to enjoy the Florida lifestyle at its finest. Schedule your private showing today and discover why so many residents proudly call Lake Ashton home.

5312 Nicklaus Drive, Winter Haven

$214,900

2 Beds ⋅ 2 Baths ⋅ Stonebridge Ph 02 SubDv. ⋅ 33880 Zip Code

WELCOME HOME TO STONEBRIDGE! Step through your private, custom-gated Courtyard into a beautifully updated Stonebridge Patio Home that is truly MOVE-IN-READY! NEWER ROOF (2024), NEWER ELECTRIC PANEL (2024), NEWER WINDOWS AND SLIDERS (2022), NEW GUTTERS & DOWNSPOUTS (2026). This fabulous property is located in FEMA Zone X, a low-risk flood zone. From the moment you enter, you'll be impressed by the gorgeous PORCELAIN TILE FLOORING that flows throughout the main living areas, creating an elegant and welcoming atmosphere. The spacious Great Room serves as the heart of the home, featuring a stunning wood-paneled fireplace that creates a warm focal point for relaxing or entertaining. Newer (2022) Sliding Doors lead to a private, covered, and screened patio, offering the perfect place to enjoy your morning coffee, unwind after a long day, or entertain guests in a peaceful outdoor setting. Adjacent to the Great Room is a dedicated dining area with a convenient pass-through to the kitchen. The beautifully updated kitchen showcases rich cabinetry, granite countertops, stainless steel appliances, and a breakfast nook, perfect for preparing meals and gathering with family and friends. Enjoy the convenience of the sliding doors out to the private courtyard. Retreat to the spacious primary suite, complete with a walk-in closet and an updated ensuite bath featuring a walk-in shower and modern finishes. The guest bedroom offers generous closet space and flexibility for visitors, a home office, or craft room. The beautifully renovated guest bathroom features a striking designer tile accent wall, creating a stylish space for family and guests. Additional highlights include updated bathrooms, a washer and dryer, a one-car garage, neutral décor throughout, and move-in-ready condition. Take your pick of two outdoor escapes: the gated front courtyard or the covered, screened back patio. There is a one-car garage and an in-home laundry. Residents of Stonebridge enjoy access to a community pool and a convenient location close to shopping, restaurants, churches, medical facilities, and everyday conveniences. Located in the heart of Winter Haven, known as Florida's Chain of Lakes City, residents enjoy boating, fishing, waterfront dining, golf courses, beautiful parks, and year-round recreation. Winter Haven is also home to LEGOLAND Florida Resort and offers convenient access to both Orlando and Tampa, making it an ideal location for full-time residents, seasonal homeowners, or anyone seeking the Florida lifestyle. SCHEDULE A SHOWING TODAY!!

2026 Kings Crossing Sw, Winter Haven

$329,900

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

**JUST REDUCED** Welcome home to this beautifully designed 4-bedroom, 2.5-bath residence nestled on a desirable corner lot in the heart of Central Florida! From the moment you step inside, you’ll love the bright and open feel, complemented by stylish luxury vinyl plank flooring throughout the main living areas. The spacious kitchen is truly the heart of the home, featuring a large center island perfect for entertaining, meal prep, or gathering with family and friends, along with an oversized walk-in pantry offering an incredible amount of storage. The open-concept layout flows seamlessly into the living and dining spaces, creating an inviting atmosphere for both everyday living and hosting guests. Designed with functionality in mind, this home features a convenient guest half bath, while the secondary bedrooms are connected by a thoughtfully designed Jack-and-Jill bathroom layout. Step outside to enjoy the covered, screened-in lanai and partially fenced backyard, creating a private space to relax and enjoy Florida living. The corner lot adds extra curb appeal and a welcoming presence within the community. Located in a sought-after community with a resort-style pool and fantastic amenities, this home combines comfort, style, and convenience all in one. With easy access to shopping, dining, attractions, and everything Central Florida has to offer, this one checks all the boxes!

4519 Rapallo Avenue, Winter Haven

$315,000

4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code

4-bedroom, 2-bathroom home, you'll find 1,713 square fee of comfortable living. A Craftsman-style front porch welcomes you into the fully open living area featuring airy volume ceilings and sunny natural lighting. Unwind in your private owner's suite complete with a large walk-in wardrobe and a private en-suite bath with dual vanities, a tiled glass-enclosed shower, private toilet, and a linen closet. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz 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 quartz 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 are flexible 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. Priced to Sell !!

3408 Costello Circle, Winter Haven

$249,500

3 Beds ⋅ 2 Baths ⋅ Beymer Stoner Sub SubDv. ⋅ 33880 Zip Code

Short Sale. Make this charming and well-maintained home in Winter Haven your home. Featuring gorgeous wood flooring throughout the main living areas and porcelain ceramic tile in the kitchen. The beautifully updated kitchen features stainless steel appliances, a gas stove, soft-close cabinets, and ceramic tile flooring, offering both style and functionality. The front enclosed sunroom is filled with beautiful natural morning light through surrounding windows, creating the perfect space to relax, enjoy your coffee, or unwind throughout the day. Conveniently located near several beautiful lakes; including Lake Howard, this property offers the best of Florida living while being situated in a FEMA-designated dry zone outside of the flood area for added peace of mind. Enjoy major energy savings with the fully paid-off solar panel system already in place, helping keep electric bills low for the new owner. Additional updates include a newer roof and AC system, along with a full-house gas generator capable of powering the entire home during storms or outages with the flip of a switch. The spacious backyard workshop provides ample room for tools, hobbies, storage, or workspace needs. Conveniently located near shopping, dining, parks, and recreational opportunities, this property is ideal for buyers seeking comfort, efficiency, preparedness, and functionality all in one. Schedule your private showing today!

2207 Avenue F Nw, Winter Haven

$197,500

3 Beds ⋅ 2 Baths ⋅ Hartridge Manor SubDv. ⋅ 33881 Zip Code

Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking and gathering. Spacious bedrooms showcase relaxing retreats for rest and privacy. The home sits on a generous lot with room to enjoy outdoor living. The backyard is perfect for relaxing evenings, gardening, or weekend gatherings. With no HOA, you’ll enjoy added flexibility and freedom. Ample parking adds convenience for residents and guests alike. The location provides easy access to shopping, dining, and daily essentials. Nearby parks and lakes fit outdoor recreation opportunities year-round. Major roadways are just a short drive away for easy commuting. This property is a great fit for homeowners or investors seeking value and potential. Come explore the possibilities this home has to show for.

820 Avenue Z Nw, Winter Haven

$379,998

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

Fully Occupied Income Property | 3 Units | $4,300/mo Gross Rent | No Vacancy | Winter Haven Rare turnkey income property generating $4,300/month in gross rent — fully occupied with zero vacancy. This versatile multi-income single-family property features two interior apartments plus a separate rear cabin, each independently rented with established tenants in place. Landlord expenses are minimal: owner covers water (~$25/mo) and basic WiFi ($50/mo). Tenants handle electricity, lawn maintenance, and all other utilities — maximizing net cash flow from day one. 4 bedrooms | 2 bathrooms | 1,680 sq ft | Built 1965 | Polk County | Minutes from US-27, downtown Winter Haven, and Legoland Florida. Ideal for the buy-and-hold investor seeking immediate cash flow with low management overhead. Current leases transfer at closing. All financing welcome: Conventional | DSCR Loan | Cash.

215 Kilmer Lane, Winter Haven

$260,000

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

Short Sale. Short Sale. Looking for a nice home with amazing potential and opportunity to gain equity? This one may be IT for you! Welcome to this 3-bedroom, 2-bath move-in ready home located in the peaceful and sought-after SE Winter Haven area! Situated on an OVERSIZED corner lot, this home features a fully fenced backyard, high ceilings, and ceramic tile flooring throughout the main living spaces. You’ll love the screened-in lanai and Private Pool—perfect for relaxing or entertaining year-round. The kitchen boasts custom cabinetry, a cozy dinette with wraparound windows, and direct access to an oversized garage. The spacious master bedroom features a walk-in closet, while the additional bedrooms are ideal for family or guests. This home has AMAZING POTENTIAL and nestled in a quiet, well-kept neighborhood, just minutes from Legoland and all of Central Florida’s top attractions. Call today to schedule your private showing—this home is priced to sell and won’t last long!

307 Sterling Drive, Winter Haven

$239,999

3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 02 SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Don't miss this move-in ready, recently updated 3 bedroom, 2 bathroom block home with a 2-car garage, situated on a spacious 7,370 sq ft lot in Winter Haven. This 1994 built home features a recently remodeled kitchen with quartz countertops, shaker cabinets, stainless steel appliances, luxury vinyl plank flooring, updated bathrooms, and fresh paint throughout! Major components like the roof and A/C have both been updated in recent years, with plenty of life remaining for added peace of mind. The open living room features a shiplapped fire place. Out back, enjoy the newly installed paver patio, perfect for grilling, relaxing, or entertaining in the spacious yard. This is a great value for a well-updated home with both indoor and outdoor space at an affordable price point with a low HOA! FHA and VA friendly! *Some photos have been virtually staged*

3311 Queens Cove Loop, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Buckeye Heights SubDv. ⋅ 33881 Zip Code

SELLER MOTIVATED!!! Spacious Single-Story Block Home with Endless Potential! Nestled in a quiet, established neighborhood close to Polk State College with no HOA, this solid single-story block home immediately catches the eye with its charming blend of stucco and natural multi-colored stone accents. Boasting 1,678 square feet of comfortable living space (2,527 square feet total), the interior features a generously sized layout including three spacious bedrooms and two bathrooms. The primary suite is a true retreat, complete with a walk-in closet for ample storage. At the heart of the home, a large kitchen and dining area provides the perfect setup for family gatherings and entertaining. Step outside onto the oversized 0.26-acre lot, where the backyard offers a private oasis featuring mature, producing fruit trees, a handy detached storage shed, and a solid privacy fence running across the rear property line. Perfectly situated in a desirable community zoned for great local schools, this property has incredible bones and just needs some updating and TLC to truly shine. The seller is highly motivated and ready to see your offers—bring your design ideas and schedule your private showing today to unlock this home's immense potential!

1406 Meadow Drive Ne, Winter Haven

$319,990

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

Under Construction. Ready in September 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept design, spacious kitchen island, private primary suite, and thoughtfully designed living spaces that combine comfort, style, and everyday functionality in a growing Central Florida location. Willowbrook North offers modern single-family homes in a boutique Winter Haven community near Lake Fannie and Willowbrook Golf Club, with convenient access to shopping, dining, Downtown Winter Haven, US-27, and I-4.

811 Andrew Street, Winter Haven

$356,940

5 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. The Ponte Vedra floor plan at Willowbrook North offers spacious two-story living with 5 bedrooms, 3 full baths, and approximately 2,371 square feet of thoughtfully designed space. This open-concept home features a modern kitchen overlooking the great room and dining area, a spacious primary suite, flexible living areas, and available options. Located near Lake Fannie and adjacent to Willowbrook Golf Club, Willowbrook North offers scenic surroundings with convenient access to shopping, dining, parks, downtown Winter Haven, and major commuter routes to Orlando and Tampa. Buyers will also enjoy energy-efficient features and modern interior finishes.

333 Meredith Boulevard, Winter Haven

$300,000

3 Beds ⋅ 2 Baths ⋅ Cedar Cove Ph 01 SubDv. ⋅ 33884 Zip Code

*NEW HOT WATER HEATER has already been installed. *Updates to the AC UNIT have been done. *All appliances stay with the sale of the home! *A Wood Destroying Organism (WDO) report, Four-Point Inspection, and Wind Mitigation Report are also available for buyer review. ***The majority of the repairs needed to be done on the report have already been completed! *Situated on more than a quarter acre!! *Privacy fence that has double-gate access *Expansive screened lanai measuring approximately 17' x 15' that overlooks the fenced backyard (and BIG lot behind home). *Brick paver patio *Detached storage shed *Located on a VERY QUIET cul-de-sac *Lots of space with 2 big oak trees! *The living room has vaulted ceilings *Step down living room to separate it from the foyer *Fireplace *Skylights *Spacious primary suite features: *his & her's closets, *motorized blackout blinds, and an *updated bathroom with a tiled walk-in shower and modern finishes. *The kitchen offers abundant cabinetry and *oversized pantry. *2 Large hall closets for extra storage *Even MORE cabinets in the laundry room *Fresh interior paint throughout the entire home and hard-surface flooring **The home is located minutes from PUBLIC BOAT RAMPS serving Lake Eloise and Winter Haven's renowned Chain of Lakes, offering convenient access to boating, fishing, watersports, and outdoor recreation. **Located 10 mins from LEGOLAND!

328 Vail Drive, Winter Haven

$370,900

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 perfectly positioned on a premium corner lot with no rear neighbors, offering added privacy and an open, peaceful setting. From the moment you walk through the door, you’re greeted by a long, inviting foyer that sets the tone for this warm and welcoming home. The first floor features a bright, open-concept family room that’s perfect for entertaining or everyday living. The modern kitchen is designed with both style and function in mind, showcasing a large island with breakfast bar seating, plenty of cabinet space, and brand-new Whirlpool appliances. A downstairs guest bedroom and full bathroom provide the perfect setup for visitors, multigenerational living, or a private home office. Upstairs, the spacious owner’s suite offers plenty of room for a king-sized bed, additional furniture, and even a cozy sitting area or reading nook. The en-suite bathroom includes dual vanities, a linen closet, and an oversized walk-in closet with ample storage. The additional bedrooms are all generously sized, giving everyone their own comfortable space while also offering flexibility for a playroom, gym, office, or hobby room. With three full bathrooms throughout the home, busy mornings are made easy. You’ll also love the oversized upstairs laundry room complete with extra storage and a dedicated closet for added convenience. Step outside and enjoy the covered back patio and charming covered front porch ideal for relaxing with your morning coffee or entertaining guests year-round. Located in the highly desirable Peach Crossings community, this move-in-ready home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. Best of all, all upgrades are already included, making this home truly turnkey. Schedule your private showing today!

1774 White Elephant Loop, Winter Haven

$255,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

No HOA, no CDD! Jump in to get a deal! Charming brick home nestled only few min from Downtown Winter Heaven and near Legoland. Luxury upgraded and boast lots of improvements - brand new roof, new luxury vinyl planks floor throughout, new interior and exterior paint, new bathroom and new shower room, new pluming, brand new kitchen cabinets and granite counters, new Stainless Steel appliances, new lights throughout, all new doors and door frames. Brand new landscaping and fence in back yard. Schedule private showing today - close it tomorrow and enjoy your dream home with your family! This is only for you!!!

603 Maggie Circle, Winter Haven

$309,900

2 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code

WELCOME TO CAREFREE LIVING WITH THIS WELL-MAINTAINED RESIDENCE WITHIN THE DESIRABLE 55+ GATED, LAKEFRONT COMMUNITY AT "TRADITIONS OF RUBY LAKE". This home is MOVE IN READY and is situated withing very close proximity to the clubhouse and Lake Ruby!!! NEW ROOF and NEW HOT WATER HEATER both installed in 2023. With nearly (1,820 Sqft.) of heated and cooled space, this OPEN-CONCEPT SPLIT PLAN with SOARING CEILINGS will not disappoint. There is plenty of room for the chef in the family with your OVERSIZED KITCHEN that has an ABUNDANCE of cabinetry and GRANITE COUNTERTOPS! The kitchen also has 2 windows, giving you a pleasant view along with plenty of extra natural light. Just off the kitchen sits the great room leading into 2 bedrooms and another room (11 x 10) that would be perfect for an office, craft room, or out of town guests. You'll love the (21 x 9) BONUS ROOM that has its own AC and gives you so much extra cooled living space. As if this wasn't enough, the bonus room also overlooks a (21 x 9) SCREENED, PAVERED PATIO for outside grilling or just relaxing. The large primary en-suite has a WALK-IN-SHOWER WITH BUILT-IN BENCH and GLASS SLIDERS, DUAL SINKS, and OVERSIZED WALK-IN-CLOSET. You have direct access to the bonus room from the primary bedroom. Cleaning is a breeze in this home featuring NO CARPET!!! The clubhouse is beautiful and boasts amazing views beyond the pool of 2 lakes (Ruby and Bess). The clubhouse also features an oversized pool and spa, dock, boat ramp, boat slips, tennis courts, pickle ball, basketball, shuffleboard, ball room, billiards, library, craft room, fitness center, dog park and much more! Golf carts are allowed in the community for ease of navigating. Traditions is centrally located in close proximity to medical, shopping, restaurants, 2 major international airports (Tampa/Orlando) and the up and coming airline Avelo in Lakeland, FL. LEGOLAND, FL is just minutes away!

4130 Bedford Avenue, Winter Haven

$324,500

4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code

NO CDD, LOW HOA & Motivated Sellers, Making this home ready for you! Beautifully Maintained Home in Winter Haven! This stunning property shows just like a model home! The owners have kept it immaculately maintained and spotlessly clean. Built in 2023, everything is practically brand new, offering true peace of mind. This 4 bedroom 2.5 bath home has an Open-Concept Living area, Kitchen and Dinning that are perfect for everyday living and entertaining. Modern Kitchen: Features up-to-date finishes, including beautiful granite countertops and durable tile flooring. Move-In Ready: All appliances, including the washer and dryer, stay with the home! Brinks home security system for added peace of mind. All bedrooms and laundry including the spacious primary suite, are conveniently located upstairs. The primary bedroom floods with natural light and features a beautiful en-suite bathroom with a walk-in shower and a generous walk-in closet. Situated on a large corner lot, the backyard is completely fenced-in and features a double gate for easy access. The Lanai is ideal for hosting family and friends for a cookout. Best of all, this community has NO CDD and a low HOA fee! Prime Location Located in a highly desirable area of Winter Haven, you'll be just minutes away from the new Target, excellent shopping, dining, and LEGOLAND! Priced to move, Welcome Home!

1508 Majestic Lane, Winter Haven

$1,195,000

5 Beds ⋅ 6 Baths ⋅ Na SubDv. ⋅ 33881 Zip Code

Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end street. Mature oak trees and lush tropical landscaping create a timeless Old Florida ambiance while blending seamlessly with the home’s fresh, modern updates. A long private driveway welcomes you to the property, leading to an oversized detached two-car garage complete with a private apartment above—ideal for guests, multigenerational living, rental income, or a secluded home office—and a convenient full bathroom below. Inside the main residence, an expansive and thoughtfully designed floor plan features four spacious bedrooms and 4.5 beautifully appointed bathrooms. One bedroom is currently styled as a cozy movie room, creating the perfect entertainment space for relaxing evenings or family gatherings. The luxurious first-floor primary suite serves as a true retreat, offering a spacious sitting area with stunning views overlooking the sparkling screened pool and tranquil lakefront setting. The spa-inspired primary bathroom showcases a soaking tub, oversized walk-in shower, elegant dual vanities, and generous space designed for comfort and relaxation. At the center of the home is the beautifully updated gourmet kitchen, featuring sleek quartz countertops, modern cabinetry, stainless steel appliances, and abundant prep and storage space sure to impress any chef. Elegant porcelain flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. Recent upgrades, including a new roof and new AC system, provide peace of mind and enhance the home’s fresh, move-in-ready appeal. Designed to maximize the spectacular lake views, the expansive lanai and private screened-in pool area with an in-ground hot tub create the ultimate outdoor oasis for year-round Florida living. Newly refreshed pool and lanai screening further elevate the experience, seamlessly blending indoor and outdoor entertaining spaces. For boating enthusiasts, the property truly stands out with a private covered dock featuring a metal roof and boat lift, offering direct access to the renowned Winter Haven Chain of Lakes, known for boating, fishing, watersports, and unforgettable sunset cruises. Additional highlights include dedicated RV parking with electrical, water, and sewer hookups, making this property ideal for those seeking adventure without sacrificing luxury and convenience. Located in the heart of Winter Haven, known as the “Chain of Lakes City,” residents enjoy easy access to over 50 interconnected lakes, waterfront dining, boutique shopping, recreational trails, and convenient access to both Tampa and Orlando attractions. This extraordinary lakefront estate perfectly combines modern updates, timeless elegance, and resort-style living—offering a truly rare opportunity to own a one-of-a-kind waterfront retreat.

250 Brigham Road Nw, Winter Haven

$379,999

5 Beds ⋅ 4 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code

Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. Make it uniquely your own by adding a bedroom in lieu of the loft, extending one of the secondary bedrooms and opting for an alternate kitchen layout and a covered patio. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). 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!

5110 Kinsley Drive, Winter Haven

$389,999

5 Beds ⋅ 4 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code

Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry and optional additional cabinets. Upstairs, discover an airy loft, a convenient laundry, three secondary bedrooms and a lavish primary suite boasting an expansive walk-in closet and a private bath. This plan also features a patio and a 2-car garage. Make it uniquely your own by adding a bedroom in lieu of the loft, extending one of the secondary bedrooms and opting for an alternate kitchen layout and a covered patio. SAMPLE PHOTOS. Actual homes as constructed may not contain the features and layouts depicted and may vary from image(s). 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!

5118 Kinsley Drive, Winter Haven

$300,000

4 Beds ⋅ 4 Baths ⋅ Windridge SubDv. ⋅ 33881 Zip Code

REMODELED! LOW HOA FEE! Priced to sell! This 4-bedroom, 3.5-bath home is located in a desirable Winter Haven area and shows like a model. Recent upgrades include New upstairs HVAC, New water heater, Newer Roof, new 100% waterproof luxury vinyl flooring throughout the entire home, fresh interior and exterior paint, and epoxy countertops in the kitchen and all bathrooms. The first floor features formal living and dining areas, perfect for entertaining along with an open-concept kitchen, laundry room, and a spacious family room ideal for relaxing. The kitchen is equipped with a chef's island and built-in features, offering ample storage and prep space. Upstairs, you'll find a large loft area that can serve as a home office or additional living space. The second floor also includes three secondary bedrooms, including a generous junior suite with its own private bathroom and large closet, plus an additional shared bathroom. The oversized master suite offers two walk-in closets and a luxurious bathroom with a garden tub and separate shower. Conveniently located near I-4 and Hwy 27, this home provides easy access to shopping, schools, restaurants, medical facilities, and Legoland. New refrigerator, range, dishwasher will be deliver before closing. Move-in ready and A must-ses!

5871 Windridge Drive, Winter Haven

$550,000

4 Beds ⋅ 1 Baths ⋅ West Winter Haven SubDv. ⋅ 33880 Zip Code

Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in 2020, new A/C in 2023, electric and plumbing and the sprinkler system in 2023. Upon entering into the family room, you will immediately notice the vaulted beam ceilng along with the 20foot high fireplace. There are built-ins and bookcases throughout the home. Walking up into the kitchen, there is granite throughout and stainless steel appliances, along with a breakfast nook. There is a beautiful flooring throughout the home. On the first floor, there is another sitting room,along with a bedroom and a additional renovated full bath. On the second floor, it provides the laundry room and two more bedrooms and two full bathrooms that have been tastefully renovated. Going outside, there is convered area where you can relax and the property is completely fenced in. Another great feature is a detached studio that has been

409 21st Street Sw, Winter Haven

$342,900

3 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code

Discover the Key West by LAREF Homes, a thoughtfully designed 3-bedroom, 2-bath home that blends modern style with everyday functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home offers exceptional craftsmanship in a prime central Winter Haven location. The open-concept floor plan is complemented by a dedicated formal dining room, making it perfect for both everyday living and entertaining. At the heart of the home, the designer kitchen features a stunning waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. Additional highlights include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with a utility sink, blinds throughout, four ceiling fans, and a 2-10 Home Buyers Warranty. Residents enjoy low HOA fees of just $225 quarterly, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Estimated completion is at the end of June.

2121 River Hawk Loop, Winter Haven

$164,900

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

Virtually Staged. Charming single-story home located in Winter Haven with a functional layout and comfortable living spaces throughout. This 3-bedroom, 1-bath property features an inviting living area filled with natural light, a spacious kitchen with ample cabinet and counter space, and tile flooring throughout for easy maintenance. The home also offers a covered parking area, paved driveway, and a generously sized yard with room to enjoy outdoor living. Conveniently located near shopping, dining, parks, lakes, and major roadways for an easy commute throughout Polk County.

3214 Avenue Q Nw, Winter Haven

$549,500

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 2 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amenity-rich lifestyle. Residents enjoy access to championship golf courses, multiple clubhouses, indoor and outdoor pools, fitness centers, tennis and pickleball courts, bowling, movie theater, restaurant and lounge areas, walking and biking paths, lake access, and a vibrant social atmosphere that makes Lake Ashton one of Central Florida’s premier active adult communities. This beautifully upgraded Ashton floor plan offers approximately 2,606 square feet of living space with 3 bedrooms, 2 full bathrooms, a den, flex room, and a spacious 2-car plus golf cart garage with room for up to 2 golf carts. Inside, you’ll find soaring cathedral ceilings, tray ceiling accents, crown molding, recessed lighting, updated fixtures, and a seamless blend of laminate flooring and ceramic tile throughout. The gourmet kitchen features granite countertops, solid wood 42-inch cabinetry with crown molding, stainless steel appliances including a Bosch dishwasher and double convection ovens, along with abundant prep and storage space. Designed for both comfort and efficiency, the home includes a FULLY PAID OFF SOLAR PANEL SYSTEM with transferable warranty, whole-house generator, enhanced landscaping, updated irrigation system, abundant storage, and negotiable furnishings for a potential move-in-ready opportunity. The spacious primary suite offers custom closets, soaking tub, oversized walk-in shower, and private sauna. Enjoy Florida living year-round from the oversized screened lanai complete with remote-control privacy shades, outdoor kitchen with stainless steel grill, kegerator, wine fridge, barbecue area, and an impressive Veranda 10-person hybrid swim spa. The SELLER IS ALSO INCLUDING THE GOLF CART WITH THE SALE, making it even easier to enjoy everything the Lake Ashton lifestyle has to offer.

1394 Oakmont Drive, Winter Haven

$279,480

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

Under Construction. Brand new, energy-efficient home available by Jul 2026! Open kitchen flows to the dining space, great room and outside patio. 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.

3865 Giorgio Drive, Winter Haven

$248,000

3 Beds ⋅ 1 Baths ⋅ Peace Creek Reserve 40'S SubDv. ⋅ 33884 Zip Code

Virtually Staged. Experience modern Florida living in this recent construction 2024 build, located in the serene Peace Creek Reserve community of Winter Haven. Perfectly suited for a first time homebuyer or anyone looking to transition into a more manageable, contemporary space, this haven offers both style and convenience. The home’s curb appeal is defined by its clean, modern lines and manicured landscaping. Situated on a quiet street, this property provides a retreat from the hustle and bustle. The backyard offers a blank canvas, perfect for weekend gardening or creating your own outdoor sanctuary. Step inside to find an expansive main living area where the kitchen, dining, and family rooms flow together seamlessly. The vaulted ceilings and tile flooring create an airy atmosphere that feels much larger than its footprint. The windows invite natural light to bounce off the walls, enhancing the bright and inviting feel of the home. The modern kitchen is a chef’s delight, featuring a large peninsula with breakfast bar seating, solid surface countertops, and sleek stainless steel appliances. Whether you are hosting a dinner party in the adjacent dining area or keeping an eye on the family while preparing a meal, this open layout ensures you are always part of the conversation. The home features three well appointed bedrooms designed for rest and relaxation. The primary suite offers direct access to the backyard and a spacious walk in closet. It shares a stylishly updated bathroom with the hallway, which features a modern glass enclosed shower with elegant tile work and a spacious vanity. A second bedroom also includes a walk in closet, providing ample storage. For added convenience, the home is equipped with a dedicated laundry closet complete with a stackable washer and dryer, as well as an attached one car garage. Residents of Peace Creek Reserve enjoy premium community amenities, including a sparkling resort style pool and a vibrant playground, along with picnic areas. Beyond the community gates, you are in the heart of the "Chain of Lakes" city. You’ll be just minutes away from world class attractions like LEGOLAND Florida Resort and the Peppa Pig Theme Park. Outdoor enthusiasts will love the proximity to over 26 linked lakes, perfect for boating, fishing, and kayaking. Commuting is a breeze with easy access to highway 27 and I-4, placing you just 30 miles from the magic of Walt Disney World. Experience every detail of this modern turn-key home through the immersive 3D virtual tour, and schedule your private showing today!

1709 Teagan Lane, Winter Haven

$285,000

5 Beds ⋅ 3 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

Short Sale. Discover this beautifully designed 2023-built 5-bedroom, 3-bathroom home located in the highly sought-after Villamar community in Winter Haven, Florida. This spacious two-story home offers the perfect blend of modern style, functional living space, and scenic water views. The welcoming foyer opens into a bright and airy open-concept floor plan ideal for both entertaining and everyday living. The chef-inspired kitchen features plentiful gray cabinetry, a large center island, stainless steel appliances, and an oversized pantry, all overlooking the spacious living room for seamless gathering and conversation. A downstairs bedroom and full bathroom provide the perfect setup for guests, multi-generational living, or a home office. Upstairs, you’ll find a versatile loft space that can be used as a second living area, playroom, media room, or workspace. The spacious primary suite offers a large walk-in closet and private en-suite bathroom complete with double vanities and a walk-in shower. Three additional upstairs bedrooms, another full bathroom, and a convenient upstairs laundry room provide plenty of room for everyone. Step outside and enjoy peaceful water views right from your backyard. Located in the growing Villamar community, residents enjoy amenities including a community pool, clubhouse, playground, and low HOA fees. Conveniently situated near US-27 and I-4, this home provides easy access to shopping, dining, medical facilities, and entertainment. Nearby attractions include the LEGOLAND Florida Resort, the Winter Haven Chain of Lakes, and the Downtown Winter Haven Historic District. This is a fantastic opportunity to own a newer construction home with water views in one of Winter Haven’s fastest-growing communities. Short sale opportunity — don’t miss your chance to make this home yours!

3365 Costello Circle, Winter Haven

$305,000

4 Beds ⋅ 3 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code

From the moment you walk through the door, this home welcomes you with space, comfort, and endless possibilities. Located in the sought-after Lakeside Landings community, this beautifully designed 4-bedroom, 2.5-bath home offers over 2,400 square feet of thoughtfully designed living space. Featuring an open and airy floor plan, generous living areas, and plenty of room to entertain, this home is perfect for growing families or anyone who loves extra space. The large primary suite creates the perfect private escape, while the backyard offers room to relax and enjoy Florida living year-round. Conveniently situated near shopping, dining, and everything Winter Haven has to offer, this home truly checks all the boxes!

5780 Lakeside Landings Boulevard, Winter Haven

$344,900

4 Beds ⋅ 2 Baths ⋅ Residences/Winter Haven SubDv. ⋅ 33880 Zip Code

Discover the Key West by LAREF Homes, a thoughtfully designed 4-bedroom, 2-bath home offering the perfect blend of comfort, style, and functionality. Located in Residences at Winter Haven, an exclusive 63-lot semi-custom community, this home combines quality craftsmanship with a prime central Winter Haven location. Designed for modern living, the open-concept floor plan centers around a beautifully appointed kitchen featuring a waterfall island, 42-inch soft-close cabinetry with crown molding, a spacious walk-in pantry, premium stainless-steel appliances, and abundant storage. The bright living area extends seamlessly to the covered lanai, creating an inviting space for everyday living and entertaining. Additional features include luxury vinyl flooring throughout the main living areas, floor-to-ceiling porcelain tile in the shower, smart home technology, a dedicated laundry room with utility sink, blinds throughout, four ceiling fans, a fully fenced in backyard, and a 2-10 Home Buyers Warranty. 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. Estimated completion is at the end of July.

2122 River Hawk Loop, Winter Haven

$295,000

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 01 SubDv. ⋅ 33884 Zip Code

Welcome Home To This Spacious 3-Bedroom, 2-Bathroom Residence Featuring An Open-Concept Floor Plan Built For Florida Living. Recently Refurbished With Fresh Interior And Exterior Paint And Luxury Vinyl Flooring Throughout, Modern Custom Kitchen Cabinets With Granite Counter Tops. This Home Is Move-In Ready From Day One. The Expansive Living/Dining Room Combo Flows Into A Well-Appointed Kitchen, Anchored By A Dramatic Full Brick Fireplace Wall That Adds Warmth And Character You Rarely Find At This Price Point. A Utility Room Is Conveniently Located Between The Kitchen And Garage, Perfect For Daily Function. The Primary Suite Is A True Retreat, Positioned With Direct Access To A Dedicated Office/Nursery Flex Space And A True Interior Florida Room Filled With Windows And Natural Light, Creating A Connected Rear Wing That Adapts To However You Live. Two Additional Bedrooms Share A Full Secondary Bath, And The Attached 2-Car Garage With Concrete Side Patio Rounds Out A Home Built For Real Life. 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.

4114 Fishermans Landing, Winter Haven

$185,000

4 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a newer roof installed in 2022, this property offers incredible potential for homeowners and investors alike. Conveniently located near major highways, shopping, and grocery stores, the home also provides plenty of outdoor space with endless possibilities to make it your own. Property is subject to third-party lender approval. Don’t miss this great opportunity!

505 Holt Circle, Winter Haven

$304,900

4 Beds ⋅ 2 Baths ⋅ Emily Estates SubDv. ⋅ 33884 Zip Code

****PRICE ADJUSTMENT**** Beautiful single-family home with 4 bedrooms and 2 bathrooms, totaling approximately 2,012 square feet of heated living space. This spacious residence features high ceilings and a functional layout designed for comfortable living and entertaining. The kitchen includes space for a breakfast table and flows seamlessly into a separate dining room, while an additional family room provides the perfect setting for gatherings. Conveniently located near Cypresswood Golf & Country Club, East Central Park, and Rotary Park, offering access to outdoor recreation, including skating, softball, and picnic areas. The property also provides easy access to U.S. Highway 27, with shopping, dining, and everyday conveniences just minutes away, including Publix and Walmart.

1871 Emily Drive, Winter Haven

$549,900

4 Beds ⋅ 4 Baths ⋅ Estates/Lk Florence SubDv. ⋅ 33884 Zip Code

*** No CDD Fees *** • Low HOA • *Lower Taxes • Newly added saltwater luxury Heated Pool and Spa • Mobile App-controlled pool automation system • Resort-style backyard • Oversized 70’ wide homesite • Two Primary Suites, including a spacious first-floor primary suite • Two spacious gathering areas: a main-floor living room and an upstairs family room • Convenient first-floor large laundry room • Large Kitchen island • Fully fenced yard • Extended Front porch and Large Covered lanai. Exceptionally well maintained and feels like new, this home was purchased New about 3 years ago and lightly occupied. This expansive 4-bedroom, 3.5-bath, two-story home has approximately 2,894+ sq. ft. of thoughtfully designed living space, including TWO primary suites — one conveniently located on the first floor with a luxury bath and spacious walk-in closet, and a second upstairs primary suite featuring its own full bath and walk-in closet. The first floor also includes a versatile enclosed flex room which can be used as a home office, guest room, or potential FIFTH bedroom. The second floor has three other bedrooms with walk-in closet and oversized family room about 21'x17'. Step outside into your private resort-style backyard featuring a heated saltwater pool and spa with premium PebbleTec finish, App-controlled pool system let you manage lighting, pump, spa, and features from your mobile device, already prepped for expansion with a concrete footer for future screen enclosure installation, upgraded pavers, shower, large covered lanai, gutters and downspouts for improved drainage, fully fenced yard and extended front porch — creating the perfect Florida outdoor living experience— for entertaining, relaxing, pets, and family gatherings. Inside, the open-concept kitchen is beautifully upgraded with: • premium color cabinets, • large center island, • stylish backsplash, • single-bowl sink, • walk-in pantry, • upgraded granite countertops, • pendant lighting, • and stainless-steel appliances. Additional interior highlights include: • recessed LED lighting throughout, • exterior-vented microwave, • and abundant natural light throughout. This home includes • technology package with a Wi-Fi-enabled thermostat, video doorbell, garage door opener and wall-mounted 75” TV on both floors. Additional peace of mind includes transferable builder's 5/10-year warranty. This home has the perfect blend of luxury, functionality, and convenience in a family-friendly community with a safe small-town feel and just about five minutes away from Legoland theme park. READY TO MOVE IN. *Some photos have been virtually rendered.

1213 Michelangelo Lane, Winter Haven

$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

$465,999

4 Beds ⋅ 3 Baths ⋅ Ruby Lake Sub Ph Ii SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high ceilings throughout its 2,648 sq.ft. of living area. The layout features an open concept design with a formal living room, formal dining room, large family room and a split-plan for the 4 bedrooms and 3 full baths. The centrally located kitchen offers plenty of beautiful wood cabinets and granite counter space along with the conveniences of a pantry, breakfast bar and a dinette giving great view of the outdoor living space and pool. The generous family room has sliding glass doors to the lanai & pool and stands open to the dinette and kitchen. The seamless transition between the kitchen, formal living and dining rooms, and the casual living areas is perfect for daily life and when hosting get-togethers. The master en suite features a generous bedroom with sliding glass doors to the lanai, walk-in closet, and the bathroom has dual vanities, a soaking tub, walk-in shower, and water closet. The second bathroom stands convenient to the additional bedrooms and living areas and the third bathroom stands convenient to the pool area. This great Central Florida location is near shopping, schools, medical facilities and restaurants with easy access to both Tampa and Orlando.

355 Ruby Lake Loop, Winter Haven

$300,000

4 Beds ⋅ 2 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code

Back on the market through no fault of the seller. Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed for comfortable living and entertaining. The large primary suite features a tray ceiling, two walk-in closets, dual sinks, a tile shower, and a garden tub. Step outside to enjoy a generous backyard with an outdoor kitchen/BBQ area, above-ground pool, storage shed, and plenty of room to relax or entertain.

423 Majestic Gardens Blvd, Winter Haven

Browse All Winter Haven FL Single Family Properties for Sale

Winter Haven Single Family Real Estate