Winter Haven Homes for Sale

Winter Haven Homes for Sale

Winter Haven, located in Polk County, Florida, is a charming city that offers a perfect blend of natural beauty and modern amenities. With a population of over 40,000 residents, Winter Haven is known for its warm climate, friendly community, and abundance of recreational activities.

One of the highlights of Winter Haven is its stunning chain of lakes, which includes over 50 interconnected lakes. These lakes provide residents with endless opportunities for boating, fishing, and water sports. In fact, Winter Haven is often referred to as the "Chain of Lakes City." The city is also home to the famous Cypress Gardens, a historic botanical garden that offers beautiful landscapes, wildlife, and thrilling water ski shows.

When it comes to real estate, Winter Haven offers a diverse range of homes for sale to suit every lifestyle and budget. From charming bungalows and historic homes to modern condos and spacious family residences, there is something for everyone in Winter Haven. The city boasts a mix of established neighborhoods and new developments, providing a variety of options for homebuyers.

The real estate market in Winter Haven is thriving, with a steady demand for properties. Whether you are looking for a waterfront home with stunning lake views or a cozy house nestled in a quiet neighborhood, Winter Haven has it all. With affordable prices and a low cost of living, Winter Haven is an attractive destination for those looking to settle down or invest in real estate.

In conclusion, Winter Haven, Florida, offers a vibrant community, breathtaking natural beauty, and a wide range of homes for sale. With its desirable location and affordable real estate options, Winter Haven is a city worth considering for those seeking a place to call home.

Newest Winter Haven Homes for Sale

$319,999
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully designed 4 bedroom, 2.5 bathroom two-story home, built in 2024, offering modern style, thoughtful upgrades, and easy maintenance living. Step inside to discover elegant tile flooring throughout the main level, creating a sleek and inviting atmosphere. The spacious kitchen features stunning quartz countertops, upgraded appliances, and beautiful gold accents that add a touch of sophistication to the heart of the home. Upstairs, you’ll find comfortable bedrooms with plush carpeting, including a spacious primary suite designed for relaxation. The open concept layout provides plenty of space for entertaining, everyday living, and making lasting memories. Step outside to enjoy the large paved backyard area, perfect for outdoor dining, entertaining, or creating your own private retreat. The backyard also features turf instead of traditional grass, providing a beautiful, low maintenance outdoor space without the hassle of regular mowing and upkeep. This move in ready home offers the perfect combination of comfort, style, and convenience.

231 Hayley Street, Winter Haven
$209,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
THIS ISN’T JUST A HOUSE—IT’S A LOT MORE HOUSE THAN YOU’D EXPECT. About 1,500 SF of easy living with 3 bedrooms, an open floor plan, fresh paint, newer flooring, newer appliances, and a BRAND-NEW ROOF. Then things get interesting… a huge bonus/utility room, an oversized backyard, and a back patio that practically begs for weekend BBQs. And the detached garage/workshop? That’s where the toys, tools, hobbies, or big ideas get their own space. All this minutes from Downtown Winter Haven. Come see it. I have a feeling the backyard might sell you.

1825 34th Street Nw, Winter Haven
$235,000
4 Beds ⋅ 2 Baths ⋅ Acreage SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome home to 3708 Coffman Road — a charming single-family retreat in the heart of Winter Haven with NO HOA and NO CDD! This move-in-ready block home offers 4 bedrooms, 2 full baths, and approximately 1,359 sq ft of comfortable living, all set on a generous 0.28-acre lot with mature trees and a peaceful wooded view. Inside, you'll find easy-care ceramic tile and vinyl flooring, ceiling fans throughout, and a spacious eat-in kitchen — plus the bonus of an owned solar energy system for lower monthly bills. Central heat and air, public water, and a 2-car carport add everyday convenience. Enjoy the freedom of a fully fenced yard, pet-friendly living with no restrictions, and a prime location just minutes from shopping, dining, top schools, and major roadways. Homestead-eligible and priced to sell at $235,000 — owner-occupied; please allow advance notice for showings. Schedule your private tour today!

3708 Coffman Drive, Winter Haven
$750,000
5 Beds ⋅ 4 Baths ⋅ Waterford Oaks SubDv. ⋅ 33884 Zip Code
Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This distinctive home offers a 2023 ROOF; NEW EXTERIOR PAINT; and a ONE YEAR HOME WARRANTY offered by the seller, along with lake access, resort-style outdoor living, flexible living spaces, and exceptional parking. A standout feature is community access to LAKE WINTERSET and the Winter Haven Chain of Lakes. A community boat ramp and dock on Lake Winterset are just a short distance away, offering convenient access for boating, fishing, and water recreation. Situated on a beautifully landscaped corner lot, the property features mature landscaping and elegant architectural details. The property offers exceptional parking with an elegant CIRCULAR DRIVEWAY and a separate SIDE ENTRY DRIVEWAY leading to the three-car garage, providing abundant space for guests, vehicles, and recreational equipment. Inside, the spacious floor plan showcases original hardwood floors, high ceilings, multiple tray ceilings, crown molding, custom built-ins, recessed lighting, and abundant natural light. The living room features custom built-in shelving surrounding an electric fireplace, while the adjoining family room offers a custom entertainment center, built-in shelving, and large windows overlooking the screened outdoor living area. The gourmet kitchen is a true centerpiece of the home, featuring custom wood cabinetry, GRANITE COUNTERTOPS, a substantial CENTER ISLAND with prep sink, built-in appliances, gas range with decorative backsplash and pot-filler faucet, abundant counter space, and generous storage. The kitchen overlooks the pool area and connects easily to the entertaining spaces. A spacious BUTLER'S CHAMBER provides additional cabinetry, workspace, storage, and a convenient laundry area. The luxurious primary suite offers a private retreat with a tray ceiling, accent lighting, large windows, plush carpeting, and a walk-in closet. The en-suite bathroom features dual vanities, tile flooring, a deep soaking tub beneath an arched window, and a spacious walk-in shower. One additional bedroom is currently used as a dedicated pool table/billiards room, offering flexibility as a recreation space or bedroom. Upstairs, an expansive TV room or potential mother-in-law suite provides additional privacy and versatility with a microwave, refrigerator, sink, 1/2 bathroom, and walk-in closet currently used as a small office. The outdoor living space is truly one of the home's major highlights, featuring a screened-in lanai, large pool with a swim-out area, OUTDOOR KITCHEN, barbecue area with NEW BARBECUE GRILL, and spacious brick-paver pool deck. The pool enclosure was rescreened last year, creating an inviting setting for swimming, dining, relaxing, and entertaining. Additional highlights include two tankless water heaters, with one serving the primary bedroom and the other serving the remainder of the home; a private well supplying irrigation for the property and adjacent vacant land which is also available for purchase. Conveniently located near shopping, dining, major roadways, local lakes, LEGOLAND Florida, and other Central Florida attractions, this distinctive estate combines Lake Winterset access, a resort-style saltwater pool, outdoor kitchen, gourmet kitchen, three-car side-entry garage, exceptional parking, multiple entertainment spaces, flexible upstairs living, and significant recent improvements.

9513 Waterford Oaks Boulevard, Winter Haven
$409,900
3 Beds ⋅ 3 Baths ⋅ Overlook Estates East SubDv. ⋅ 33884 Zip Code
This Awesome 3 bedroom 3 bath home is ready for its you!!. Located in a GREAT gated community in off of Overlook Drive in SE Winter Haven this one has the perfect combination of location, and comfort. Check out the kitchen with nice countertops and wood cabinets. The rooms have great windows offering abundant natural light, and space for everyone. The 3 way split bedroom plan offers form, and function. The spacious yard offers peace, and privacy with no home in your back yard, Roof replaced in 2004.Check out this sweet property today. Step inside and you will love. Make it yours!!

742 Santa Maria Drive, Winter Haven
$290,000
3 Beds ⋅ 2 Baths ⋅ Krenson Bay SubDv. ⋅ 33881 Zip Code
Welcome to 256 Krenson Bay Loop, a beautifully maintained 3-bedroom, 2-bath home located in the gated Krenson Bay community of Winter Haven. Built in 2022, this move-in-ready home offers 1,756 square feet of thoughtfully designed living space with an inviting open floor plan that seamlessly connects the kitchen, dining, and living areas—ideal for everyday living and entertaining. The spacious kitchen features ample cabinetry and counter space, creating a functional gathering space for family and guests. The generous primary suite offers a private retreat with a walk-in closet and ensuite bath, while two additional bedrooms provide comfortable space for family, guests, a home office, or flex space. Step outside to the fully fenced backyard, offering a private outdoor space for pets, entertaining, gardening, or simply enjoying Florida's beautiful weather. A water softener adds an extra touch of convenience. The home also features a two-car garage and a well-maintained interior that reflects pride of ownership. Located in the desirable gated Krenson Bay community, this home offers convenient access to shopping, dining, medical facilities, major roadways, Downtown Winter Haven, and area attractions. With its newer construction, functional layout, private fenced yard, and convenient location, this home is ready for its next owner to move in and enjoy.

256 Krenson Bay Loop, Winter Haven
$293,000
4 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Welcome to this like-new, four-bedroom home in the desirable Villamar community! Built in 2024 and offering nearly 2,000 square feet of beautifully designed living space, this inviting home combines modern comfort, thoughtful design, and effortless Florida living. Step inside to discover a light-filled, open-concept floor plan where the kitchen, dining area, and great room flow seamlessly together—perfect for both relaxed everyday living and memorable gatherings. The heart of the home is the spacious kitchen, featuring stone countertops, a large center island with breakfast bar, stainless steel appliances, and a generous walk-in pantry. The desirable split-bedroom layout provides added privacy, while the spacious primary suite offers a walk-in closet and a private bath with dual sinks. Ceramic tile enhances the main living areas, with soft carpeting adding comfort to the bedrooms. Sliding glass doors open to the patio and backyard, creating a wonderful space to enjoy morning coffee, outdoor dining, or Florida’s year-round sunshine. Additional highlights include energy-efficient appliances, windows, insulation, HVAC, lighting, low-flow fixtures, an irrigation system, and an attached two-car garage. Villamar residents enjoy access to a community pool, playground, park, sidewalks, and recreational facilities. With four bedrooms, nearly 2,000 square feet, and the peace of mind that comes with a home that is only two years young, this is a truly special opportunity to settle into a beautiful home and begin making memories of your own.

3785 Giorgio Drive, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
Professionally remodeled and completely turnkey, this pristine 3-bedroom, 2-bathroom single-story home offers the ultimate in modern, low-maintenance living. Located approximately one mile from Cypress Gardens / LEGOLAND Florida, this property delivers an exceptional location paired with total peace of mind, featuring a brand-new roof, an attached two-car garage, and a private backyard with a convenient storage shed. Inside, the light-filled, open-concept floor plan showcases a spacious living and dining area with soaring vaulted ceilings, updated contemporary light fixtures, and brand-new wood-look luxury vinyl plank flooring that runs seamlessly throughout—completely carpet-free. The centerpiece of the home is the stunning, fully renovated kitchen equipped with premium quartz countertops, brand-new cabinetry, and a modern layout designed for entertaining. Both bathrooms have been completely updated, featuring new vanities, modern matte-black plumbing fixtures, and clean, bright wall tile surrounding the tub/shower combination. Finished with fresh paint inside and out, this high-end, zero-maintenance remodel is entirely move-in ready. Schedule your private showing today.

352 Lake Daisy Circle, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to this beautiful renovated3-bedroom, 2-bathroom home, perfectly situated on an oversized lot with partial lake views. This home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.The spacious layout provides plenty of room for comfortable living and entertaining, while the generous lot offers endless possibilities for outdoor enjoyment, gardening, recreation, or future enhancements. A wonderful opportunity to own a move-in-ready home in a picturesque setting..

923 W Lake Cannon Drive Nw, Winter Haven
$449,489
6 Beds ⋅ 5 Baths ⋅ Hart Lake Cove Ph 02 SubDv. ⋅ 33884 Zip Code
"Looking for a large home at a reasonable price? This spacious 6-bedroom home in Hart Lake Cove could be the one for you! Freshly painted with new carpet throughout most of the home, this property offers an impressive amount of living space and flexibility. The first floor features a living room, family room, dining area, eat-in kitchen, half bath, and a generously sized bedroom with its own private bathroom—ideal for guests, extended family, or a private home office. The spacious kitchen offers plenty of room to cook and entertain and features a center island and stainless steel appliances. Upstairs, you’ll find a large loft, five additional bedrooms, and three bathrooms, providing plenty of room for everyone. The loft offers even more flexible space for a game room, media area, study space, or second family room. Outside, enjoy a large fenced backyard with plenty of room for outdoor activities, pets, entertaining, or simply relaxing. A 3-car garage provides excellent parking and additional storage space. With 6 bedrooms, multiple living areas, a large loft, 4.5 bathrooms, a 3-car garage, and a spacious fenced backyard, this home offers the room and versatility that can be difficult to find at this price point. Upgrades over the years include new roof installed in 2021; new electric water heater in 2022; new heat pump systems in 2019; exterior freshly painted in 2021; new gutters added in 2020. Whether you need space for a large household, extended family, guests, or multiple home offices, this Hart Lake Cove home has plenty to offer. Schedule your private showing today!"

464 Fish Hawk Drive, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Cinnamon Ridge Ph 03 SubDv. ⋅ 33880 Zip Code
Charm and curb appeal abound for this Winter Haven home! Step inside the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage. This ranch style floorplan is rounded out by the bonus room, the primary suite, and two secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

855 Killearn Boulevard, Winter Haven
$350,000
3 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features. The desirable split-bedroom floor plan provides privacy and versatility, including a spacious Junior Bedroom Suite with its own ensuite bath—perfect for visiting family or guests. The well-equipped kitchen is a chef’s delight, featuring a center island with pendant lighting, fingerprint-resistant stainless-steel appliance package, recessed lighting, and 42-inch white upper cabinetry enhanced with crown molding, soft-close hinges, and brush nickel hardware. A generous walk-in pantry provides additional storage, while the pull-out cabinet organizers keep everyday items conveniently within reach. The spacious Living Room features wood laminate flooring and triple glass sliding doors that open to the extended lanai, seamlessly blending indoor and outdoor living. The open-concept design also incorporates a dedicated Dining Room and cheerful breakfast nook, providing plenty of space for family gatherings and entertaining. The generously sized Primary Bedroom Suite is enhanced with laminate flooring and dual walk-in closets featuring deluxe closet organizer systems. The luxurious Primary Bath offers a handicapped-accessible tiled shower with glass enclosure, comfort-height vanity with dual sinks, and linen closet for additional storage. Outdoor entertaining is effortless in the oversized screened lanai, featuring decorative stamped-concrete flooring, retractable solar screens and a built-in buffet and BBQ Grill—perfect for enjoying Florida’s year-round outdoor lifestyle. Additional amenities include a versatile Den/Office, Laundry Room with cabinetry, washer and dryer, ceiling fans with remote controls, and extensive storage throughout. Energy-efficient features include solar panels with a monthly solar expense of approximately $209, a 15-SEER HVAC system, AO Smith hybrid water heater, Low-E windows, radiant heat barrier, and architectural shingle roof installed in 2026. A stone facade, decorative stone curbing, and paved driveway add to the home’s impressive curb appeal. Additional upgrades include smart-lock entry, whole-house generator, retractable garage screen, keyless garage entry pad, and a two-car garage equipped with three overhead storage racks, workbench with matching cabinetry, and an overhead solar skylight. Traditions at Lake Ruby offers an exceptional active-adult lifestyle with an impressive selection of amenities and planned community activities. Residents enjoy a lakefront clubhouse, dock and boat ramp, heated swimming pool and spa, ballroom, billiards, meeting room, library, computer room, craft room, dog park, tennis courts, basketball court, bocce, shuffleboard, fitness center, aerobics studio, and so much more. Conveniently located near shopping, medical facilities, and major transportation routes, Traditions at Lake Ruby offers the perfect combination of resort-style amenities, energy-efficient living, and everyday convenience. HOME CAN BE PURCHASED FURNISHED

3541 Raleigh Drive, Winter Haven
Start Your Search