Winter Haven Homes for Sale

Winter Haven Homes for Sale

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County that perfectly blends small-town charm with modern convenience. Known for its stunning lakes, Winter Haven is often referred to as the "Chain of Lakes City," boasting over 50 lakes that offer residents and visitors alike a plethora of recreational activities. From fishing and boating to picnicking by the water’s edge, the natural beauty of Winter Haven is truly captivating.

Winter Haven is not just about its picturesque landscapes; it’s also home to a vibrant community and a rich cultural scene. The city hosts numerous festivals throughout the year, including the popular Winter Haven Music Festival, where locals and visitors gather to enjoy live performances and delicious food. For those who appreciate history, the historic downtown area features charming boutiques, delightful eateries, and the iconic Polk Theatre, which showcases a variety of performances and films.

For those considering a move, Winter Haven offers a diverse range of homes for sale, catering to various lifestyles and budgets. Whether you’re looking for a cozy family home, a modern condo with lake views, or a spacious estate with ample outdoor space, you’ll find an array of options that fit your needs. The real estate market here is thriving, making it an ideal time to explore the opportunities that Winter Haven has to offer.

Discover the magic of Winter Haven, where community spirit meets scenic beauty, and find your dream home in this delightful Florida city!

Newest Winter Haven Homes for Sale

no property photo
$279,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
Welcome home to this well maintained residence in the highly sought-after VillaMar community of Winter Haven! Built with modern energy-efficient construction and design, this home offers the perfect blend of comfort, convenience, and Florida lifestyle living. Featuring an open-concept floor plan, spacious living areas, a private owner’s suite, and a covered patio ideal for entertaining, this property is designed for both everyday living and memorable gatherings. Location is everything, and this home delivers! Situated just minutes from major transportation corridors including US Highway 27, Highway 60, and SR-17, residents enjoy quick access to Orlando, Lakeland, Tampa, and Central Florida’s growing employment centers. The community’s strategic location makes commuting simple while keeping you close to everything Winter Haven has to offer. Families will appreciate proximity to excellent area schools, including Chain Of Lakes Elementary School, Denison Middle School, and Lake Region High School. Shopping, dining, and entertainment are just around the corner with convenient access to Walmart Supercenter, local restaurants, grocery stores, medical facilities, and everyday conveniences. Residents are also minutes from Winter Haven’s famous Chain of Lakes, boating and fishing opportunities, and world-renowned attractions such as LEGOLAND Florida Resort and Peppa Pig Theme Park Florida. Community amenities and nearby nature views create a relaxed Florida atmosphere, while the home’s newer construction provides peace of mind with modern systems, energy efficiency, and low-maintenance living. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this property presents an exceptional opportunity in one of Winter Haven’s fastest-growing areas.

1831 Carnostie Road, Winter Haven
6216 Pinehurst Loop, Winter Haven
$429,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Stunning Sebastian Floor Plan Home in an Exclusive, 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking privacy and luxury living. 6216 Pinehurst Loop Winter Haven, Florida 33884 offers exceptional curb appeal with custom poured curbing, mature landscape, paver drive/walk ways and screen enclosed entrance. INTERIOR HIGHLIGHTS in this 3 Bedroom/2 Bath Home: Eight Foot Doors Throughout and Front Entry Door with Glass Sidelights and Eyebrow Glass Above, Plantation Shutters; SPACIOUS GOURMET KITCHEN: Stainless Steel Appliances, Ample Counter Top Space, Granite countertops, Stainless Steel Hood Above the Propane Gas Stove, Soft Close Drawers/Cabinets, Oversized Island with Beverage/Wine Refrigerator and Drawers, Double Basin Sink, Walk In Pantry and Beautiful Breakfast Bar with Step- Up Counter make this kitchen a chef's dream; OPEN AND SPACIOUS LIVING with Formal and Informal Dining Areas: High Ceiling with Trey ceiling design and plank tile flooring add elegance throughout the main living area; WELL DESIGNED GUEST AREA includes Bedroom 2, Bedroom 3 and Guest Bath: a Door separates the Guest Suite providing privacy. Bedroom 2 is on the front of the home with Built in Closet, Triple Windows and Carpet; Bedroom 3 has Dual Closets and Carpet for Comfort. Guest Bathroom: Comfort Height Vanity with Drawers and Cabinet, Granite Counter Top, Shower/Tub combo. Modern Tile Gives the Bathroom a sleek, contemporary look. A linen closet is in the Hallway. PRIMARY SUITE: Located on the rear of the home. Double Window Provides an unobstructed pond view. Enjoy His and Her Separate Vanities with Upgraded Lighting and Granite Counter Top, a large Walk-In Shower with framed glass enclosure, sleek modern tile for a contemporary look, a separate water closet with window, and spacious Walk In Closet creating a relaxing retreat. DESIRABLE LAUNDRY ROOM with Wash Sink, Ample Storage with Soft Close Cabinetry and a Granite Counter Top Folding Counter/Drop Zone. ADDITIONAL FEATURES in this home: Recessed Lighting, Ceiling Fans in the Bedrooms and Living Area; Automated Blinds in the Dinette and Living Areas, Triple Sliders in the Living Room, Double Window in the Dinette Area, Floor Outlet in the Living Room, Poured Concrete Pad Beyond the Lanai, Rain Gutters on the Outside of the Home, Irrigation System for your Lawn, Separate Irrigation Meter. OUTDOOR LIVING AREA: Covered and screened lanai, Propane Hook Up to Create your own outdoor kitchen, additional concrete pad & plenty of space to create your ideal backyard oasis. GARARGE: Epoxy Coating on Floor, Two-Car Garage (27'4 x 21'9) PLUS Golf Cart Entry: Plenty of room for vehicles, golf cart and storage. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities. 2 Clubhouses with Movie Theater, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, and more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are 2 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home.

6216 Pinehurst Loop, Winter Haven
1075 8th Street Nw, Winter Haven
$480,000
4 Beds ⋅ 3 Baths ⋅ Haven Shores SubDv. ⋅ 33881 Zip Code
RENOVATED, SPACIOUS, AND JUST MINUTES FROM LAKE HOWARD! Discover this beautifully renovated 4-bedroom, 3-bathroom home in the heart of Winter Haven, offering a combination of modern upgrades, flexible living arrangements, and a fantastic location near the scenic Chain of Lakes! With 1,985 square feet of living space and 2,455 total square feet, including the garage and porch, this home is designed for comfortable and flexible living! Major improvements completed in 2021 include a NEW ROOF, IMPACT-RESISTANT WINDOWS AND DOORS, along with updates to the electrical, plumbing, and HVAC system. What truly sets this property apart is its VERSATILITY! The home features an IN-LAW SUITE, providing additional space for extended family, guests, or multigenerational living. Looking for even more flexibility? The primary bedroom offers potential for conversion into a private studio-style unit, creating the possibility of a SECOND IN-LAW SUITE! These possibilities make the property especially appealing to buyers seeking adaptable living arrangements. Step outside and enjoy your own backyard retreat featuring an ABOVE-GROUND POOL, perfect for Florida’s sunny days! An additional backyard structure also presents potential for a future accessory dwelling unit (ADU). LOCATION, LOCATION, LOCATION! Just minutes from beautiful Lake Howard, part of Winter Haven’s Chain of Lakes, and conveniently located near downtown Winter Haven, shopping, restaurants, and medical facilities. LEGOLAND Florida Resort is approximately 20 minutes away! With extensive renovations, multiple possibilities for flexible living space, and a convenient location, this is a property you won’t want to miss. Schedule your private showing today! Must have proof of funds for showings.

1075 8th Street Nw, Winter Haven
1056 Luke Avenue, Winter Haven
$309,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The open-concept design seamlessly integrates the living, dining, and kitchen areas, creating a welcoming space for gatherings and daily activities. With two garage spaces, homeowners benefit from secure parking and additional storage, enhancing the convenience of this delightful residence. From its thoughtfully designed layout to its contemporary amenities, the Mulberry floor plan combines practicality with style, catering to the diverse needs of today's families. Whether it's enjoying quality time with loved ones in the expansive living areas, preparing meals in the well-appointed kitchen, or retreating to the tranquility of the private bedrooms, this home offers a sanctuary for creating cherished memories and embracing the comforts of home. With its timeless appeal and functional design, the Mulberry floor plan sets the stage for a fulfilling lifestyle characterized by comfort, convenience, and warmth.

1056 Luke Avenue, Winter Haven
1048 Luke Avenue, Winter Haven
$314,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. Welcome to this stunning Mulberry floor plan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2.5-bath home offers 1,938 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

1048 Luke Avenue, Winter Haven
1044 Luke Avenue, Winter Haven
$309,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. Welcome to this stunning Hillcrest floor plan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,758 square feet of living space and provides excellent curb appeal in its elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests.

1044 Luke Avenue, Winter Haven
5288 Green Drive, Winter Haven
$314,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to this spacious Biscayne floor plan in Lake Ashton, a gated 55+ GOLF community in Winter Haven in Central Florida! This solar-powered home offers over 1,800 sq. ft. of living space with 3 bedrooms, 2 baths, a 2-car garage, and an expanded outdoor living area. One bedroom is ideal as an office or den. The open-concept floor plan features living, dining, dinette and kitchen areas, with triple sliders and double sliders opening to a covered, screened lanai with privacy panels, newer ceiling fans and lighting, and tile flooring. The kitchen boasts granite countertops, upgraded appliances, tile backsplash, newer sink and select lower-cabinet pullouts. The private primary suite includes two walk-in closets, dual vanities, soaking tub, step-in shower with grab bar and linen closet. Additional features include luxury vinyl plank flooring, 2022 roof and water heater, 2022 solar panels and gutters, automatic garage screen, hurricane shutters, and a beautifully landscaped paver outdoor area. The washer and dryer, garage refrigerator and generator convey. Enjoy amenity rich living in the highly desirable Lake Ashton community!

5288 Green Drive, Winter Haven
218 6th Jpv Street, Winter Haven
$255,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Rep SubDv. ⋅ 33880 Zip Code
This 3-bedroom, 2-bath pool home with ease of access to the Polk Parkway is perfect for all needs. It features luxury vinyl planks flooring throughout, split bedrooms, granite countertops, stainless steel appliances, primary bedroom with wood burning fireplace, and inside laundry area. Outdoor step into a good-sized backyard that is fenced and features a swimming pool with a brand new pool pump. Other features include a pavered driveway, HVAC unit is 3 years old, and roof is approximately 6 years old. Call today, this one won't last long.

218 6th Jpv Street, Winter Haven
1331 Haines Drive, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful 3-bedroom, 2-bath home in Lakes at Lucerne Park, built in 2020 and offering modern comfort, thoughtful upgrades, and beautiful lake views. This move-in-ready home features a desirable split-bedroom floor plan, vaulted ceilings, an open-concept living area, and abundant natural light. With a low HOA and NO CDD FEES, it offers both comfort and value. The upgraded kitchen is designed for everyday living and entertaining, featuring granite countertops, upgraded cabinetry, stainless steel appliances, a center island with breakfast-bar seating, a corner pantry, a convenient coffee bar, and a separate eating area. Tile flooring extends throughout the main living spaces, while the bedrooms are comfortably carpeted. The spacious primary suite includes a large walk-in closet and a private bath with a walk-in shower. The guest bathroom features an extra-deep tub. Sliding glass doors lead to a screened-in lanai overlooking the beautiful lake, creating a peaceful setting for morning coffee, evening relaxation, or entertaining guests. The stunning lake views can be enjoyed from the lanai and backyard, offering a serene backdrop to everyday living. The lanai TV is included. The fully fenced backyard, combining chain-link and white vinyl fencing, provides privacy while allowing you to take full advantage of the picturesque waterfront setting. Additional highlights include a 2025 AC, exterior paint completed in July 2025, 15-year warranties on both the roof and windows, and a washer and dryer that convey with the home. The garage entry also features a screened door, providing added ventilation and convenience. Located in the heart of Winter Haven's Chain of Lakes, Lakes at Lucerne Park offers convenient access to lakes, conserved natural areas, biking and walking trails, golf courses, shopping, dining, parks, recreation, and nearby attractions including historic Bok Tower Gardens. With newer 2020 construction, beautiful lake views, a fully fenced yard, screened outdoor living, an upgraded kitchen, newer AC, and valuable roof and window warranties, this home offers an exceptional combination of comfort, convenience, and peace of mind. Come see for yourself how beautifully this home blends comfortable living with peaceful lake-view living!

1331 Haines Drive, Winter Haven
1097 Carefree Cove Dr, Winter Haven
$319,900
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
There is something different about living where the water is part of your everyday routine. This new-construction Winter Haven home sits along a freshwater canal connecting Lake Conine and Lake Hartridge within the Winter Haven Chain of Lakes, giving you a lifestyle that most new homes simply cannot offer. Inside, the home feels bright, clean and thoughtfully designed for the way people actually live. The kitchen, dining area and living room flow together naturally, keeping everyone connected whether you are preparing dinner, entertaining friends or enjoying a quiet evening at home. The kitchen features white shaker-style cabinetry, stone countertops, stainless-steel appliances and a generous center island that works equally well for meal prep, casual dining and conversation. Warm wood-look flooring adds contrast and warmth throughout the main living areas. Sliding glass doors extend the living space to the screened covered lanai, creating a comfortable place to enjoy morning coffee, evening conversations, summer rainstorms or the canal-side setting just beyond the backyard. The primary suite is positioned apart from the secondary bedrooms for added privacy. Its bathroom includes dual sinks, a long vanity and an oversized glass-enclosed shower with large-format tile and a rainfall-style showerhead. Two additional bedrooms and a second full bath provide flexibility for family, guests or a home office. A dedicated laundry room, pantry storage and two-car garage make everyday routines easier, while the open layout keeps the home functional without wasting space. What really sets this property apart is the setting. Instead of backing up to another row of homes, the backyard opens toward a freshwater canal with access to one of Winter Haven’s most defining features: the Chain of Lakes. Whether you enjoy fishing, boating, spending time outdoors or simply being near the water, this home offers a direct connection to the Florida lifestyle. And there is another combination that is increasingly difficult to find in new construction: no HOA and no CDD. You can enjoy a newer home, modern finishes and canal access without the recurring community fees common in many newer developments. Convenient access to Winter Haven shopping, dining, medical services, downtown destinations and Central Florida attractions adds even more appeal. If you have been looking for a home that offers more than just new construction, one with modern design, screened outdoor living, canal access and the freedom of no HOA or CDD—this is one worth experiencing in person.

1097 Carefree Cove Dr, Winter Haven
2426 6th St Ne, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ Smart Sub Pb 10 Pg 10 SubDv. ⋅ 33881 Zip Code
There’s something special about being the first person to call a house home. At 2426 6th Street NE in Winter Haven, this 2026 new-construction home offers a fresh start without the projects, deferred maintenance, or dated finishes that often come with resale properties. It also includes a 2-10 builder warranty for added peace of mind. Inside, the home feels bright, clean, and easy to live in. Wood-look flooring, neutral finishes, and recessed lighting create a modern backdrop that is easy to personalize. The kitchen stands out with white shaker cabinetry, granite countertops, stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The layout makes excellent use of its 1,447 square feet of living area, with three bedrooms and two bathrooms designed around everyday functionality. The primary suite includes its own private bath and closet space, while the secondary bedrooms can easily serve as guest rooms, office space, or additional bedrooms. Outside, the fully fenced backyard is one of the home’s best features. There is room for pets, cookouts, gardening, outdoor games, or simply enjoying your own private piece of Florida. The covered rear patio adds a shaded place to relax, enjoy morning coffee, or unwind at the end of the day. With approximately 1,662 total square feet under roof, this home offers a practical combination of new construction, modern finishes, outdoor space, and warranty protection. For buyers looking for a new construction home in Winter Haven, this one delivers something increasingly valuable: a clean slate, a functional layout, and the opportunity to make it your own from day one.

2426 6th St Ne, Winter Haven
714 Avenue O Se, Winter Haven
$359,900
5 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 33880 Zip Code
Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven
Start Your Search