Winter Haven Single Family Homes For Sale - 706 homes

Remarks: SIGNIFICANT PRICE IMPROVEMENT | LOWERED 26,000.00 BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.

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

Listing Agent: Christina Ashley (941-780-0291)

Remarks: Short Sale. SHORT SALE OPPORTUNITY – PRICED TO SELL! Welcome to this 2022-built 3-bedroom, 2-bathroom home located in the growing Lucerne Park Reserve community of Winter Haven. This newer construction single-story home features a desirable open-concept floor plan, perfect for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the living and dining areas, creating a bright and inviting central gathering space. The primary suite offers a private bathroom and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. Home includes solar panels, offering potential energy efficiency benefits for the new owner. Conveniently located near shopping, dining, schools, and major highways with easy access to Lakeland, Orlando, and surrounding Central Florida areas. Ideal opportunity for first-time buyers, investors, or anyone looking to add value in a rapidly growing area. Short Sale – subject to lender approval. Property sold as-is. MOTIVATED SELLERS!!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Mariel Espinal (407-921-5868)

Remarks: Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your next day on the water is always effortless. When it’s time to unwind, head to the community pool or relax at the clubhouse overlooking the water—perfect for catching those signature Florida sunsets. Located just minutes from LEGOLAND Florida Resort, plus a wide variety of local restaurants and shopping, you’re right in the heart of everything—so close to LEGOLAND that you can sometimes enjoy their fireworks lighting up the night sky. This isn’t just a home—it’s the kind of place where memories are made and the pace of life finally feels just right.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Kevin Tison (863-206-5755)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this spacious and beautifully maintained 5-bedroom, 3-bathroom two-story home built in 2022, perfectly positioned on a desirable corner lot in Winter Haven. With 2,616 square feet of living space, this home offers the ideal combination of modern design, flexible living areas, and a fantastic location in one of Central Florida’s most sought-after growing communities. Step inside to discover a freshly painted interior that feels bright, clean, and move-in ready. The thoughtfully designed open-concept floor plan makes everyday living and entertaining effortless. The kitchen features stainless steel appliances and flows seamlessly into the expansive great room, creating a welcoming central space for gathering with family and friends. The first floor also includes a private office, perfect for working from home, along with a guest bedroom and full bathroom, providing excellent flexibility for visitors or multi-generational living. Upstairs, you’ll find a large loft area that can serve as a second living room, media space, or play area. Three additional generously sized bedrooms and a conveniently located upstairs laundry room make daily living easy and efficient. The massive primary suite is a true retreat, complete with a full en-suite bathroom and plenty of space to unwind. Outside, the property continues to impress with a two-car garage, oversized driveway, and a large yard with fresh landscaping, offering plenty of room for outdoor entertaining, relaxing evenings, or future customization. Located in Winter Haven, this home benefits from the area’s rapidly growing appeal, known for its chain of lakes, recreational opportunities, shopping, dining, and easy access to nearby cities throughout Central Florida. If you’re looking for a nearly new home with space, style, and a prime Winter Haven location, this one is a must-see.

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

Listing Agent: Jason Stone (863-838-8972)

Remarks: Under contract-accepting backup offers. Sellers say sell sell sell!! Welcome to 115 Lake Mariam Way in Winter Haven, FL, located in the highly desirable Lake Mariam Hills community. This updated 4-bedroom, 2-bath single-family home offers a functional layout ideal for comfortable everyday living, entertaining, or remote work. Homeowners have paid attention to detail! Residents enjoy private community boat ramp access to Lake Mariam, making this an excellent lake-access home in Winter Haven for boating, fishing, and enjoying the Florida lifestyle. Homes for sale in Lake Mariam Hills are rarely available, adding to the strong demand for this neighborhood. Known for its quiet streets, pride of ownership, and established setting, Lake Mariam Hills is one of Winter Haven’s most sought-after residential communities. Whether you are searching for a primary residence, lake-access property, or a solid Florida real estate investment, this home offers exceptional value. Offered at $364900.00 Schedule your private showing today—opportunities in this neighborhood do not last.

Listing is courtesy of: FAITH AND FAMILY REALTY LLC (863-712-1991)

Listing Agent: Lynn Arthur (336-596-5547)

Remarks: One or more photo(s) was virtually staged. Nothing to do but unpack. This 3-bedroom, 2-bathroom home in Deer Lake Terrace delivers true move-in-ready living at one of Winter Haven's most accessible price points. At 1,200 square feet of solid block construction on a 0.15-acre lot, this home checks every box for first-time buyers and investors alike. Step inside to an open, light-filled layout with luxury vinyl plank flooring flowing through every room. The updated kitchen features modern shaker cabinetry, granite countertops, and a full appliance package: dishwasher, disposal, microwave, range, and refrigerator, all included. Both bathrooms were gutted and rebuilt with contemporary tile and fixtures. Central air conditioning keep the home comfortable year-round. The enclosed porch adds over 275 square feet of flexible living space that doesn't disappoint. Use it as a home office, playroom, second living area, or year-round entertaining space. Outside, the fully fenced yard includes a utility building for storage, all on a flat and usable lot connected to public water and sewer. The shingle roof was replaced during the renovation. No HOA. No CDD. No lease restrictions. Zoned R-2, this property is equally suited for a primary residence or income-producing rental with no association approval required. Flood Zone X, no flood insurance required. Deer Lake Terrace is a quiet, established neighborhood in northwest Winter Haven with quick access to US-17, US-92, Polk Parkway, and downtown Winter Haven's restaurants, shopping, and the Chain of Lakes trail system. Legoland Florida and Posner Park are just minutes away.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Nelson Cruz Pa (407-901-9939)

Remarks: **SELLERS OFFERING $5,000 CLOSING COST CREDIT** Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar complete with Granite countertops. The primary bedroom with en-suite bathroom with dual sinks, walk in shower and walk-in closet and 3 additional bedrooms offers plenty of space for a growing family or multi-general family. The solar panels feature a great savings to help keep your energy cost down. Conveniently located in a quiet neighborhood, this property is ideally situated close to Publix, Legoland, schools and the Winter Haven Chain of Lakes. If you're looking for a modern, quiet neighborhood, this is your chance. Schedule your showing today before it's gone!

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

Listing Agent: Cheryl Brewer (863-224-0045)

Remarks: Under contract-accepting backup offers. Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this well loved, one owner 2 bedroom 2 bath home. The charming kitchen has a breakfast nook with bay window, breakfast bar, generous countertops, and cabinet space. The bright, and open great room as well as both bedrooms have recently updated Luxury Vinyl Plank floors for easy care. You'll be snug, and secure during storm season with electric hurricane shutters, and a 2020 Generac generator. The roof was replaced in 2024, and a new hot water tank installed in 2024.This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low maintenance lifestyle, in a welcoming setting. The reasonable monthly fee includes all community amenities, lawn mowing, and a Spectrum Internet/Cable/TV package. Residents enjoy access to the community pool, fitness center, billiards, movie theater, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Marti Sutton (863-206-0563)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Welcome to this beautifully renovated home in Greenfield Village at Cypresswood Golf & Country Club, perfectly situated on a spacious .37-acre lot on the 13th green. This charming 2-bedroom, 2-bathroom residence features a bright and open layout with a large living area plus an additional family room accented by a cozy brick fireplace and floor-to-ceiling wood built-ins. The brand-new kitchen has been thoughtfully updated with stainless steel appliances, quartz countertops, and all new cabinetry, along with a convenient passthrough window to the large glass-enclosed sunroom with A/C, making entertaining effortless while enjoying the view. The interior also features crown molding, new luxury vinyl plank flooring throughout the living areas, and new carpet in the bedrooms. Both bathrooms have been fully updated and include dual sink his-and-her vanities. Additional highlights include a new roof, a formal dining space, a side-entry two-car garage, fresh front landscaping, and a welcoming covered front porch, all combining to create a move-in-ready home in a desirable golf community setting. Cypresswood Golf & Country Club is a gated community with a 24 hour guard that hosts social and recreational events and features an 18-hole championship golf course designed by award-winning designer Ron Garl. In addition to golf, the facilities include a pro shop, wellness center, lounge, dining rooms, swimming pool, tennis courts, and trails. They also offer excellent practice facilities, including a putting green, chipping green and driving range. Golf carts are allowed throughout the community.

Listing is courtesy of: PORCHLIGHT HOMES LLC (863-529-3369)

Listing Agent: Angie Reynolds (863-838-1090)

Remarks: PRICE IMPROVEMENT! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home offers a modern split floorplan that provides privacy and functionality, perfect for everyday living or entertaining. The open layout creates a bright and airy feel throughout, with generous room sizes and excellent flow. Furniture is negotiable, making this a flexible move-in-ready opportunity for buyers. Enjoy outdoor living with a screened-in patio/lanai overlooking a fully fenced backyard—ideal for pets, play, or relaxing in privacy. Situated in a well-maintained community featuring a pool, playground, and clubhouse, this home offers both comfort and convenience. Enjoy the benefits of newer construction paired with desirable neighborhood amenities, all just minutes from shopping, dining, and major roadways. A great opportunity to own a nearly new home in a fantastic Winter Haven location.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Harold Baker (863-604-6272)

Remarks: Under contract-accepting backup offers. This custom Built by Waters, Inc. home sets a higher standard of quality. Live the LAKE LIFE in Waterford Oaks with CHAIN OF LAKES ACCESS via the community private boat ramp on Lake Winterset. Lake Winterset is part of the Winter Haven Chain of more than twenty beautiful lakes. Are you looking for a home with a private pool and a large yard? You don't have to compromise here! Welcome to your HALF ACRE LOT with FRUIT TREES, PRIVACY, a PRIVATE screened-in SALTWATER POOL featuring a SUNSHELF, water features, and a shaded lanai. GATED COMMUNITY. Single story home with SOARING CEILINGS. Four bedrooms - Four FULL BATHROOMS (this means three en suites). A dedicated OFFICE. Breakfast nook in the kitchen and a formal dining room. OPEN FLOOR PLAN design. Custom-built kitchen that skipped no detail: You have Tier 3 granite, soft-close cabinets, a double wall oven, a gas stovetop, a slide-out spice cabinet, recessed square LED lighting, solid wood cabinets with crown molding, exterior vented exhaust, a hidden pantry, and stainless steel appliances. Custom features include CROWN MOLDING, WOOD BEAM COFFERED CEILING, PORCELAIN TILE, ENGINEERED LUXURY VINYL. Plenty of storage and a large laundry room. A new breaker box by the pool includes an available breaker for a pool heater. 2024 whole home surge protector. Gas Water Heater. Washer and dryer included. Kinetico whole house water softener with a filtration system with a separate tap for drinking water. FAST ELECTRIC CAR CHARGER. THREE CAR GARAGE. Built in surround sound system with Yamaha Woofer. HVACs 2017 & 2024. Home has a well for the irrigation and home has ten irrigation zones available. GOLF CARTS are welcome in this community. Along with the BOAT RAMP you can also fish off the community dock. The surrounding area has lots to offer. ADVENT HEALTH FIELD HOUSE AND CONFERENCE CENTER has fitness and sports facilities. A BRAND NEW PUBLIX Grocery Store and 7/11 only two minuets from the home. PORT 27 is a great local spot to enjoy great food and live music and entertainment. TARGET COMING very SOON. ADVENT HEALTH is building a major medical complex in Winter Haven. This home checks every box and will not last long. Schedule your private showing today.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful fully renovated 3-bedroom, 2-bath home offering 1,485 square feet of stylish, move-in-ready living in the heart of Winter Haven, Florida. Every detail has been thoughtfully updated to deliver modern comfort and peace of mind. Enjoy brand-new doors and windows that fill the home with natural light, along with a completely new kitchen featuring contemporary finishes and new appliances—perfect for everyday living and entertaining. Both bathrooms have been fully renovated, offering fresh, modern design and functionality. New flooring throughout ties the home together with a clean, cohesive look. Adding even more value, a brand-new roof has been installed, providing long-term durability and confidence for the next homeowner. AC Replaced in 2020, Whole Home re-pipe with PEX and PVC/CPVC in 2020. Conveniently located near shopping, dining, schools, and Winter Haven’s renowned lakes, this turnkey property blends modern upgrades with Florida charm. Don’t miss the opportunity to own a fully updated home ready for immediate enjoyment.

Listing is courtesy of: DOWNTOWN REALTY (407-989-8881)

Listing Agent: Mark Rankin (407-989-8881)

Remarks: This 3-bedroom, 2-bath home located conveniently close to the Polk Parkway for ease of travel throughout Central Florida, is a great home! It features a roof that is less than 3 years old, fenced yard, detached garage, and a covered porch. Inside the home features split bedrooms, stainless steel appliances, inside laundry room, ceramic tile and vinyl throughout the house, and eat-in kitchen. This home comes with a water softener and NO HOA for extra convenience. Call today for your private showing. *Agents, please read MLS remarks.*

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

Remarks: Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or entertaining. The primary bedroom is privately situated at the back of the home and includes a large walk-in closet and an ensuite bathroom with dual vanities and a separate stand-alone shower. Toward the front of the home, you’ll find three additional bedrooms and a full guest bath, offering plenty of space for family or visitors. Additional highlights include a laundry closet with washer/dryer hookups, a two-car garage, and a spacious backyard thanks to the corner lot. With a low HOA and peace of mind from a newer roof, HVAC, and water heater, this home offers both comfort and value. Conveniently located less than a mile from Legoland Florida Resort, and close to shopping, dining, medical facilities, and hospitals—this property truly has it all.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring a brand-new kitchen, updated living spaces, new flooring throughout, and completely renovated bathrooms, this property is truly move-in ready. Recent upgrades include a new roof (2024), new electrical panel, new water heater, fresh interior and exterior paint, and all-new lighting and ceiling fans. The kitchen is a standout, showcasing quartz countertops, new cabinetry, stainless steel appliances, and modern finishes. Enjoy the warmth of a cozy wood-burning fireplace or step outside to your private oasis with a resurfaced pool and a spacious, fully fenced backyard—perfect for entertaining or relaxing. Located between Orlando and Tampa with no HOA or CDD, this home offers flexibility, freedom, and excellent investment potential. Conveniently close to major highways, theme parks, shopping, and dining. Short-term rentals are allowed, making this a great opportunity for both homeowners and investors.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Erika Pinto (407-460-4097)

Remarks: Under contract-accepting backup offers. Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great outdoor entertaining space. Upstairs, the primary suite offers dual sinks, tub and separate shower, and dual walk-in closets, and the other bedrooms. Not in a flood zone and low HOA fees of $165/year ensure long-term low cost of ownership. Trustee Sale, must sell!

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Tanja Cisliek (727-480-4155)

Remarks: Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you to the Archer II this 1328 Sqft. 3 Bedroom 2 Bath home is just to die for. This home provides Luxury Vinyl tile in all the wet areas, Living and Dining Rooms and Quartz Counter tops in the Kitchen and both Bathrooms. The Kitchen includes a Stove, Microwave, Dishwasher and Refrigerator, all Stainless Steel by Whirlpool and also includes a Washer/Dryer. The Archer II has an Open Floor plan that allows you to entertain guest even if they are in the living or dining room. Spacious bedrooms Owners Suite that can easily fit a King size bed. And on top of all that it also comes with our Home Smart System. Come by today! *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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Paul King (407-519-3940)