Winter Haven Real Estate

Winter Haven Real Estate

Welcome to Winter Haven, Florida – a hidden gem nestled in the heart of Polk County that perfectly blends small-town charm with modern conveniences. Known for its stunning chain of lakes, Winter Haven offers a picturesque backdrop for both outdoor enthusiasts and those seeking a tranquil lifestyle. With over 50 lakes in the area, residents can enjoy a variety of water activities, including boating, fishing, and kayaking, making it an ideal location for nature lovers.

Winter Haven is not just about its beautiful landscapes; it’s also a vibrant community filled with rich history and culture. The city is home to the famous LEGOLAND Florida Resort, which attracts families from all around and features thrilling rides, interactive exhibits, and beautiful gardens. The downtown area boasts an array of charming boutiques, delightful eateries, and local art galleries, fostering a strong sense of community and an inviting atmosphere.

Education is a priority in Winter Haven, with access to top-rated schools and educational institutions, making it a great place for families. The city also hosts numerous events throughout the year, including festivals and farmers' markets, ensuring there’s always something exciting happening.

With its affordable housing options, friendly neighborhoods, and a welcoming community spirit, Winter Haven is the perfect place to call home. Whether you’re looking for a cozy single-family home, a waterfront property, or a quaint townhouse, you’ll find your ideal residence in this enchanting Florida city. Discover the charm of Winter Haven and make it your next home sweet home!

Newest Listings in Winter Haven

5 Beds ⋅ 3 Baths ⋅ Hidden Creek SubDv. ⋅ 33880 Zip Code

Virtually Staged. Welcome to this stunning 5-bedroom, 3-bathroom pool residence located in the highly sought-after, gated Hidden Creek community of Winter Haven. Perfectly positioned just minutes from the Polk Parkway and LEGOLAND Florida Resort, and conveniently situated between Lakeland and Winter Haven, this home offers an ideal blend of comfort and unbeatable accessibility. Inside, you will find soaring ceilings, a smart split-floor plan, a dedicated office or bonus room, a large den, and a 2-car garage that delivers ultimate flexibility for modern living, complemented by brand-new carpet replaced in 2025. The beautiful kitchen features granite countertops and a convenient walk-in pantry, while the primary suite serves as a true private retreat featuring a deep soaking tub, separate walk-in shower, dual sinks, a vanity, and a massive walk-in closet. Situated on a generous 0.35-acre lot, the property offers rare privacy, as the home backs up to a preserve with peaceful natural views. The absolute crown jewel of the home is the expansive, screen-enclosed lanai and sparkling saltwater pool with a heated spa, creating an exceptional resort-style outdoor living space masterfully designed for effortless entertaining, relaxing weekend lounging, or simply enjoying the tranquil Florida breeze in total privacy. Schedule your private showing today and discover a rare gem in Winter Haven!

1020 Lena Run Court, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Jewett Mary B SubDv. ⋅ 33881 Zip Code

BEAUTIFUL 3BR/2BA NEW CONSTRUCTION BLOCK HOME LOCATED IN THE HEART OF WINTER HAVEN WITH VIEW OF LAKE IDYL. CONVENIENTLY LOCATED TO EVERYTHING IN CENTRAL FLORIDA (POLK PARKWAY, I-4, TAMPA AND ORLANDO). THIS HOME BOASTS GORGEOUS STAINLESS STEEL APPLIANCES, QUARTZ COUNTERTOPS IN THE KITCHEN AND BATHROOMS, LARGE INDOOR LAUNDRY ROOM, LUXURY VINYL FLOORING THROUGHOUT, DOUBLE SINK IN THE PRIMARY BATHROOM, OPEN FLOORPLAN, 30 YEAR ARCHITECTURAL SHINGLES, BLINDS THROUGHOUT. YOU DON'T WANT TO MISS OUT ON OWNING THIS BEAUTIFUL HOME

851 Avenue R Ne, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Saddle Oaks Mobile Home Sub SubDv. ⋅ 33880 Zip Code

Spacious 3 Bedroom 2 Bath Mobile Home with no HOA! Great Winter Haven location! New Shingle Roof in 2018! This home has been lived in by one family since it was new! Now it is Vacant and ready for a new family! Split Bedrooms, Spacious Family Room, Living Room/Dining Room Combo, Two Concrete Driveways, Covered Carport, Screened Front Porch with wood burning fireplace/grill, Fenced Front Yard, No Rear Neighbors just to name a few of the features here! Home is priced to sell! Schedule your showing today!

820 Water Oaks Drive, Winter Haven

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

Under Construction. *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.*

3740 Giorgio Drive, Winter Haven

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

Virtually Staged. Welcome to 2638 San Marco Way in Winter Haven, where modern style, functional design, and exceptional value come together in this beautifully appointed - built in 2023 - 4-bedroom, 2-bathroom home. Offering a spacious open-concept floor plan, this home, is designed for both everyday living and effortless entertaining. Step inside to find luxury vinyl plank flooring throughout the main living areas with comfortable carpet in the bedrooms. The heart of the home is the stunning kitchen, featuring solid surface countertops, stainless steel appliances, an oversized island, abundant cabinet space, and a large walk-in pantry—perfect for the home chef and those who love to entertain. Just off the kitchen, you'll appreciate the dedicated indoor laundry room complete with a convenient drop-zone counter to help keep everyday life organized. The spacious primary suite serves as a private retreat with a true en-suite bathroom offering dual vanities, a relaxing garden tub, separate walk-in shower, and an oversized walk-in closet. Upgraded lighting and ceiling fans throughout the home add a modern touch, while the attached two-car garage provides plenty of storage. With a low HOA, thoughtful layout, and move-in-ready finishes, this home offers incredible value in one of Winter Haven's growing communities. Conveniently located near shopping, dining, schools, and area attractions, this is the perfect opportunity to enjoy Florida living at its best.

2638 San Marco Way, Winter Haven

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

Virtually Staged. Welcome to 1725 31st St. NW in Winter Haven—where thoughtful updates, stylish finishes, and exceptional value come together! Offering an impressive amount of living space for the price, this beautifully renovated 3-bedroom, 1.5-bath home is the perfect opportunity for first-time buyers, downsizers, or investors looking for a move-in-ready property. Step inside to discover brand-new luxury vinyl plank flooring throughout, complemented by a fresh coat of paint inside and out, creating a bright, modern feel from the moment you enter. The fully renovated kitchen is the heart of the home, featuring new cabinetry, solid surface countertops, stainless steel appliances, and plenty of workspace for everyday living and entertaining. Additional upgrades include new doors, new ceiling fans, and modern light fixtures throughout, giving the home a polished, cohesive look. A dedicated laundry area adds convenience, while the freshly landscaped front yard provides great curb appeal and a welcoming first impression. If you're searching for a home that delivers more living space and more value than you'd expect, this Winter Haven gem is one you won't want to miss. Schedule your private showing today!

1725 31st Street Nw, Winter Haven

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

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

Under Construction. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II 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. *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.*

4052 Giorgio Drive, Winter Haven

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

Short Sale. ***SHORT SALE *** Easy to show, beautiful completely remodeled home, No Homeowner association -- everything was updated

306 Fern Road, Winter Haven

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

Pre-Construction. To be built. The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. Relax on the covered lanai looking out to your backyard. The kitchen features quartz countertops, stainless-steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. Like all homes in Villamar, the Allex II 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. *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.*

4811 Khloe Court, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Sunshine Tree Phase Three SubDv. ⋅ 33880 Zip Code

Welcome to 1079 Sunshine Way SW, a beautifully maintained 3-bedroom, 2-bath home offering 1,348 square feet of comfortable, single-story living in Winter Haven. Built in 2008, this inviting home features a spacious great room, functional kitchen, and a well-designed floor plan that provides plenty of room for everyday living and entertaining. Pride of ownership is evident throughout, as the home has been immaculately maintained and cared for. Ceramic tile and carpet flooring complement the interior. The home also features a 2-car garage and additional storage for added convenience. Outside, enjoy the screened patio/porch area, perfect for relaxing and enjoying Florida's warm weather. Located in the Sunshine Tree community, this home offers convenient access to shopping, dining, schools, and everyday necessities. Winter Haven is known for its Chain of Lakes, providing plenty of opportunities for boating, fishing, waterfront dining, and outdoor recreation. LEGOLAND Florida Resort is also nearby, along with Downtown Winter Haven's local restaurants, shops, and community events. With easy access to major roadways connecting Winter Haven to Lakeland, Orlando, and other Central Florida destinations, this home combines a peaceful residential setting with convenient access to everything the area has to offer. Whether you're searching for your first home, downsizing, or simply looking for a well-maintained property in an established Winter Haven neighborhood, 1079 Sunshine Way SW is ready to welcome its next owner. Schedule your private showing today!

1079 Sunshine Way Sw, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

Under Construction. From I-4 (Davenport) - US 27 South to Thompson Nursery, make a right. At the 2nd light, make a left turn onto SR 653. Make right onto Cunningham Rd. Take road to roundabout. Follow signs to new model. *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.*

6064 Navona Way, Winter Haven

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