Winter Haven Homes For Sale & Real Estate - 1033 homes

Remarks: Beautifully remodeled 4-bedroom, 2-bathroom home located in a gated Winter Haven community. Situated on a cul-de-sac, this home offers 1,862 square feet of living space with an open floor plan, updated finishes, and spacious living areas. The kitchen opens to the main living area, providing a functional layout for everyday living and entertaining. The backyard is fully enclosed with vinyl fencing and offers ample outdoor space. Additional features include a 2-car garage, spacious bedrooms, and convenient access to shopping, dining, recreation, and major roadways. Move-in ready with numerous interior updates throughout.

Listing is courtesy of: BETTERLIFE REAL ESTATE, LLC (407-431-8499)

Listing Agent: Bobbie Bryant (407-431-8499)

Remarks: Great investor or first time home buyer opportunity. This house has new windows, a new roof, updated electric panel and an renovated bathroom. The LVP throughout the home with 5-1/4 baseboard. This property has a huge back yard for your family to enjoy. Built in laundry with washer and dryer included. This property is move in ready and won't last long at this price. Schedule your showing today

Listing is courtesy of: XCELLENCE REALTY, INC (866-595-6025)

Listing Agent: Stephen Hubbell (863-559-5666)

Remarks: Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago, this spacious home offers nearly 2,000 square feet of thoughtfully designed living space and features fresh interior paint, brand-new carpet in all bedrooms, and a fully equipped kitchen with all appliances included, including the washer and dryer. Enjoy peace of mind with a regularly maintained HVAC system, alarm system, and full irrigation system. The oversized fully fenced backyard is larger than many comparable homes in the community and features gates on both sides, providing plenty of room for pets, play, entertaining, or even a future pool. One of the standout features of this home is the solar system, which will be paid off with a full-price offer, allowing the new owner to enjoy significantly reduced utility costs, with the previous owner averaging approximately $80 per month in electric bills. The newer construction may also offer savings on homeowner's insurance compared to older homes. Villa Mar residents enjoy access to a beautiful resort-style pool, playground, and convenient proximity to shopping, dining, schools, and major roadways. This move-in ready home combines comfort, efficiency, and value in one exceptional package. **Owner is Licensed Realtor**

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Krystal Maddox (863-514-6555)

Remarks: Welcome to your lakefront retreat in the Cypress Landing subdivision of Winter Haven, Florida, offering beautiful sunsets over Lake Dexter every day. This 2-bedroom, 2.5-bath home features a bonus Florida room overlooking the water—perfect for relaxing, entertaining, or enjoying your morning coffee in serene waterfront views, or unwind as you view the sunsets. While the home does need some updating, it’s priced accordingly and presents a wonderful opportunity to personalize and build equity in a desirable, resort-style community. Cypress Landing also provides fantastic amenities, including a community pool, community center, and a boat ramp with a dock for easy access to the lake—making this an ideal home for both peaceful living and weekend adventures.

Listing is courtesy of: SELLSTATE CENTRIC REALTY (863-225-2624)

Listing Agent: Robert Lindquist, Jr (863-225-2224)

Remarks: Charming and well-maintained and can be your HOME in Winter Haven! This property features a functional open concept floor plan with spacious living areas to entertain the entire family. This property is perfect for starter or investment! Schedule your private showing today. Buyer shall verify all the measurements provided herein.

Listing is courtesy of: HOMES UNLIMITED REAL ESTATE CORP (407-378-5600)

Listing Agent: Waleska Rodriguez Leon (407-929-2734)

Remarks: Spacious 75' x 124' fully fenced lot in Winter Haven, this property offers the freedom and flexibility that's becoming increasingly difficult to find. With no HOA restrictions, you'll have room to park your boat, trailer, recreational vehicles, and outdoor equipment right on your own property. The oversized 12' x 28' garage is ideal for a workshop or hobby space and features a newly installed manual garage door, half bath (no a/c), washer and dryer hookups, and additional overhead storage. A 9' x 14' concrete pad with 9' x 9' covered lean-to provides even more space for equipment, projects, entertaining, or recreational gear. Inside, you'll find a functional floor plan featuring laminate flooring throughout, a spacious foyer entrance, dining area, living room, kitchen, three bedrooms, and a full bathroom. The fully fenced backyard offers endless possibilities for pets, gardening, outdoor activities, and future possibilities. Whether you're a first-time homebuyer, investor, hobbyist, or simply looking for a property without HOA restrictions, this home offers exceptional value and versatility. Conveniently located within 1.5 miles from downtown Winter Haven, you'll enjoy easy access to shopping, dining, schools, and local amenities while still having the space to spread out and make the property your own.

Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)

Listing Agent: Carlee Marchetti (863-258-3338)

Remarks: Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no rear neighbors, offering extra privacy and an open feel. As you step inside, a long and inviting foyer welcomes you into the home. The first floor boasts a bright and open family room, perfect for gathering, along with a modern kitchen featuring a large island, breakfast bar, and brand-new Whirlpool appliances. A guest bedroom and a full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master retreat offers plenty of space for a king-sized bed, a dresser, and even a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for added organization, and a spacious walk-in closet for all your storage needs. The four additional bedrooms are generously sized, allowing everyone their own private space. These rooms can also be used as a home office, playroom, or hobby room to suit your lifestyle. With three full bathrooms, mornings run smoothly without congestion. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Step outside and enjoy the covered back patio and covered front porch, perfect for relaxing or entertaining outdoors. Located in the highly sought-after Peach Crossings community, this home offers easy access to top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful communitySchedule your private showing today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home designed for modern living. Conveniently located close to the community playground, this home offers easy access to outdoor fun while maintaining a peaceful setting. As you enter, a long and inviting foyer leads into the heart of the home. The first floor boasts a bright and open family room, perfect for gathering and entertaining. The modern kitchen features a large island, breakfast bar, and brand-new Whirlpool appliances, making meal prep effortless. A guest bedroom and full bathroom on the main level provide a comfortable space for visitors or a private home office. Upstairs, the master suite is a true retreat, offering plenty of space for a king-sized bed, dresser, and a cozy reading nook. The en-suite bathroom includes a dual sink vanity, a linen closet for extra storage, and a spacious walk-in closet to keep everything organized. The four additional bedrooms are generously sized, making them perfect for family members or adaptable spaces like a home office, playroom, or hobby room. With three full bathrooms, mornings are stress-free with plenty of space for everyone. A large upstairs laundry room with ample storage and a dedicated closet adds to the home’s convenience. Outside, the covered back patio and covered front porch provide great spots to relax and enjoy the fresh air. Located in the highly sought-after Peach Crossings community, this home is just minutes from top-rated Polk County schools, shopping, dining, and local attractions. With all upgrades included, this home is move-in ready! Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community Schedule your private tour today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome to the Summit model in Peach Crossings, a beautiful brand-new home featuring four bedrooms and two bathrooms with an inviting open-concept design. This home boasts high ceilings, enhancing the spacious and airy feel throughout. The master retreat is a true sanctuary, offering a generously sized bedroom that connects to a luxurious en-suite bathroom with a dual sink vanity for added convenience and a step-in shower for a spa-like experience. The kitchen is designed for both function and style, featuring exceptional counter space and brand-new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A spacious hall closet provides extra storage, keeping everything organized. The family room is the perfect space for cozy movie nights, with ample room for a large sectional and entertainment setup. Whether it’s a movie marathon or a casual night in, this space is designed for relaxation, laughter, and quality time with loved ones. Step outside to the lanai, an ideal spot for enjoying warm Florida evenings with family and friends. The home also features professional front yard landscaping, adding to its curb appeal. Located in the heart of Polk County, Peach Crossings offers the best of lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, and the community features a children’s playground and picnic area for added enjoyment. With all upgrades included, this home is move-in ready! Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community. Schedule your showing today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome home to Peach Crossings, a brand-new community in Winter Haven! This stunning three-bedroom, two-bathroom home is designed for modern living, featuring an open-concept layout and stylish finishes. The kitchen is a chef’s dream, offering plenty of counter space for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The granite countertops and sleek cabinetry add a touch of elegance and timeless appeal. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Step outside to the covered patio, a perfect spot for relaxing, dining, or enjoying the beautiful Florida weather. This home is also packed with energy-efficient upgrades, including double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for added convenience. A mudroom located off the garage provides a dedicated space to store shoes, bags, and coats, keeping your home neat and organized. Plus, it’s conveniently placed next to the laundry room for maximum functionality. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community! Nestled in Polk County, Peach Crossings offers a perfect blend of serene lake living with easy access to shopping, dining, and top attractions. Families will love the highly-rated Polk County schools, while the community itself features a playground and a picnic area for residents to enjoy. This home is move-in ready with all upgrades included! Schedule your tour today

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Welcome to Peach Crossings, a brand-new community in Winter Haven! This beautiful three-bedroom, two-bathroom home is designed with both comfort and style in mind. The kitchen is a true highlight, featuring expansive counter space, perfect for meal prep and entertaining. It comes fully equipped with Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave—all included at no extra cost! The combination of granite countertops and crisp white cabinetry creates a timeless and elegant look. This home also features high ceilings, enhancing the open and airy feel throughout the living spaces. Enjoy outdoor living on the covered patio, an ideal space for relaxing, dining, or enjoying the Florida weather. This home also comes with energy-efficient features, such as double-pane windows, a programmable thermostat, coach lighting, and a Wi-Fi-enabled garage door opener for modern convenience. A mudroom just off the garage provides a functional space to store shoes, bags, and coats, helping to keep the home organized. Conveniently located next to the laundry room, this area makes everyday tasks easier. Enjoy exceptional value and lower monthly costs with NO CDD fees in this beautiful community located in the heart of Polk County. Peach Crossings offers the perfect balance of peaceful lake living with easy access to shopping, dining, and local attractions. Families will appreciate the top-rated Polk County schools, and the community features a children’s playground and a picnic area for all to enjoy. Don’t miss this opportunity—schedule your showing today!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this lively 55+ Spring Lake Towers Community. This stunning unit boasts unparalleled lakefront views on the Chain of Lakes in Winter Haven, offering breathtaking sunrises and sunsets every day. Step inside and discover a spacious living and dining room. The large primary bedroom has a walk-in closet leading to a sunroom, creating a versatile space for relaxation or hobbies. Newer oversized windows throughout the unit bathe the living area in natural light, further enhancing the spectacular lake views... Live an active lifestyle with sparkling swimming pool directly on the lake well-equipped fitness center, shuffleboard court, recreation room and library. Indoor and Outdoor storage comes with the unit. On-site laundry facilities are available for residents. This condo is perfect for full-time residents seeking a tranquil lakeside retreat or snowbirds desiring an affordable winter getaway. Those seeking a low-maintenance lifestyle with condo fees covering water, sewer, trash, cable, internet, and all exterior maintenance. Additional highlights include a single covered parking spot, a dock for fishing or viewing the water, boat slips available on a first-come, first-served basis. Enjoy planned social events and activities for residents. No pets or smoking allowed. Winter Haven's central location provides easy access to theme parks like Orlando and Tampa Downtown area Grocery stores, shopping, movie theaters, restaurants and medical facilities, making this a prime location. Don't miss this extraordinary opportunity to own a piece of paradise. Escape to the tranquility, luxury, and with expansive water views where every day feels like a vacation.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Victoria Bollea (813-230-4529)

Remarks: MOTIVATED SELLERS Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and style. New roof 2022. Renovated bathrooms. Step inside to find a bright and inviting floor plan with spacious living areas, abundant natural light, and a warm, welcoming atmosphere throughout. The kitchen features ample cabinet space, and a convenient layout ideal for both everyday living and entertaining with direct access to the back patio. The master bedroom offers a private retreat with an en-suite bathroom and generous closet space that is connected directly to the large laundry room. The additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a spacious, fenced in yard with plenty of room for relaxing, gardening, or hosting gatherings. Conveniently located near Polk State College, Winter Haven schools, and just minutes away from downtown Winter Haven. This home combines peaceful living with everyday convenience. Perfect opportunity for first time homebuyers or rental property! Don’t miss the opportunity to make this move-in-ready home your own!

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, functionality, and outdoor living. Step inside to a spacious living and dining room combination, highlighted by a wood-burning fireplace, creating a warm and inviting focal point for the home. The updated kitchen features stainless steel appliances, stylish cabinetry, and a convenient breakfast bar perfect for casual dining or entertaining. The private primary suite offers a relaxing retreat with a walk-in closet and en-suite bathroom complete with a walk-in shower. Two additional guest bedrooms and a well-appointed hall bath with tub/shower combo provide ample space for family or visitors. Outdoor living truly shines with a screened lanai featuring a hot tub, overlooking the expansive fenced backyard designed for entertaining. Enjoy the above-ground pool with a wooden stairway deck, cozy fire pit area, and additional storage shed. All creating the ideal setting for gatherings or peaceful evenings at home. Additional highlights include a spacious two-car side-entry garage with laundry area, plus bonus office/workshop/storage space, as well as a one-car carport perfect for boat or camper parking. SOLAR power helps keep utility costs low, adding efficiency to this exceptional property! Conveniently located just steps from Lake Summit Public Boat Ramp and minutes from Cypress Gardens Boulevard, this home offers easy access to recreation, shopping, dining, and more. A rare opportunity to enjoy space, convenience, and lifestyle all in one remarkable property.

Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)

Listing Agent: Ginger Quirk (863-430-5111)

Remarks: Welcome to 504 Manilla Ln, Winter Haven, FL! This 3-bedroom, 2-bath manufactured home sits on a fully fenced and gated 0.5-acre lot, offering privacy, space, and plenty of potential. The property features chain-link fencing around the front yard with vinyl fencing along the rear of the property, creating a secure and private outdoor space. Inside, you'll find a desirable split-bedroom floor plan with a spacious primary suite, comfortable living room, dedicated dining area, breakfast nook, pantry, and interior laundry room. The kitchen includes a dishwasher, and a range will convey with the sale but is not currently installed. One of the standout features is the oversized screened front porch spanning nearly the entire length of the home—an ideal space to relax, entertain, or enjoy Florida's beautiful weather year-round. The property also includes 2- 10x20 outdoor storage buildings, large enough to accommodate a small vehicle, workshop space, or additional storage needs. Conveniently located near Winter Haven's popular attractions, including LEGOLAND® Florida Resort, the Chain of Lakes, parks, shopping, dining, and entertainment. Enjoy easy access to outdoor recreation and all that Central Florida has to offer. Property is being sold as-is.

Listing is courtesy of: FIND YOUR PARADISE (352-675-2209)

Listing Agent: Dylan Mcleod (352-675-2209)

Remarks: Virtually Staged. Rare opportunity to own a 5-unit multifamily investment property situated on an oversized lot in the rapidly growing and expanding City of Winter Haven. The property consists of three separate buildings, providing flexibility, privacy, and multiple income streams. Currently, three units are leased with one vacant unit available for immediate occupancy or additional rental income potential , air b n b options as well . Recent renovations and updates completed within the past year include a new metal roof, updated HVAC systems, and numerous interior and exterior improvements, helping minimize deferred maintenance and enhance long-term value. Located near shopping, restaurants, schools, medical facilities, and major roadways, this property is positioned in one of Central Florida's strongest and fastest-growing rental markets. The versatile layout presents numerous possibilities for investors seeking cash flow, portfolio expansion, house-hacking opportunities, or potential short-term rental and Airbnb use, subject to local regulations and buyer verification. With strong income potential, multiple buildings, recent capital improvements, and a prime Winter Haven location near attractions, employment centers, and everyday conveniences, this is a unique opportunity to acquire a well-maintained multifamily asset with both immediate income and future upside.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Virtually Staged. Fully occupied 5-unit multifamily investment property located minutes from Downtown Winter Haven in a high-demand rental market. Zoned multifamily and currently producing immediate cash flow with all units leased. Strong location near major thoroughfares, retail, and ongoing residential development, including a planned townhome project that is expected to support future rental demand. Opportunity exists for additional income growth through rent optimization. Situated in one of Central Florida's fastest-growing submarkets, this stabilized asset offers current income, long-term appreciation potential, and portfolio expansion opportunities. Contact for rent roll and financial information.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Michael Hochadel (863-604-0018)

Remarks: Situated in the desirable golfing community of Cypresswood Golf & Country Club, this lovely 2-bedroom, 2-bath townhome offers comfort, style, and beautiful golf course views. Upon arrival, you'll be welcomed by a charming courtyard adorned with pavers, creating a warm and inviting entrance. A glass storm door and smart lock entry provide both convenience and security. Inside, luxury vinyl plank flooring flows throughout the main living areas, enhancing the home's modern appeal and ease of maintenance. The open-concept floor plan features an updated kitchen with maple wood cabinetry embellished with brushed nickel hardware and soft-close hinges. Corian countertops beautifully complement the tile backsplash, while the custom center island serves as the heart of the home. Additional features include a stainless steel appliance package, recessed lighting, and a closet pantry for ample storage. The adjacent dining area is filled with natural light from an overhead solar tube skylight, creating a bright and cheerful space for meals and gatherings. The spacious living room features a convenient dry bar and oversized sliding glass doors that showcase peaceful views of the golf course. The primary bedroom suite serves as a relaxing retreat, offering dual closets and sliding glass doors leading to the Florida Room. The remodeled en-suite bathroom features a comfort-height vanity with Corian countertops, bronze fixtures, and a walk-in shower with a frameless glass enclosure and safety grab bars. The guest bedroom includes luxury vinyl plank flooring, a custom closet organizer system, and views of the private courtyard. The spacious Florida Room provides the perfect place to relax and unwind while enjoying tranquil golf course views through two oversized sliding glass doors. Additional Features: Laundry room with washer and dryer, Comfort-height toilets, Exterior lighting, Metal roof, Gutters with gutter guards. This home is being offered turnkey and fully furnished, making it truly move-in ready. Conveniently located within walking distance of the community clubhouse, restaurant, pub, swimming pool, and tennis courts, this property offers exceptional accessibility to Cypresswood's amenities. The monthly HOA fee of $320 includes: Exterior painting Roof maintenance Lawn care Additional memberships are available for golf and fitness center access. The picturesque Cypresswood Golf & Country Club features beautifully maintained grounds, a 24-hour manned gated entrance, and a welcoming lifestyle centered around golf, recreation, and community living.

Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)

Listing Agent: Eileen Belanger (863-221-0229)

Remarks: USDA financing may be available for qualified buyers, potentially allowing 100% financing with no down payment. Buyers should verify eligibility with their lender. Welcome to your slice of country living with room to breathe! Situated on approximately 0.65 acres, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of privacy, functionality, and convenience. Step inside to find comfortable living spaces designed for everyday living and entertaining. Outside, the possibilities are endless. The oversized lot provides ample space for gardening, pets, recreational vehicles, boats, or simply enjoying the Florida lifestyle without the restrictions often found in subdivision communities. One of the standout features is the large detached metal building/workshop, offering incredible flexibility for hobbyists, contractors, mechanics, small business owners, or anyone needing additional storage space. Whether you’re looking for a workshop, home business setup, equipment storage, or the ultimate man cave, this structure adds tremendous value and versatility. Enjoy the peace and quiet of a larger homesite while remaining just a short drive from shopping, dining, schools, medical facilities, and major commuter routes. If you’ve been searching for a property with space, freedom, and a workshop that’s hard to find in today’s market, this is one you won’t want to miss.

Listing is courtesy of: MILLSHIRE REALTY (863-815-8000)

Listing Agent: Robert Miller, Jr (863-899-9324)

Remarks: WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Erin Floyd (863-412-2286)