Homes For Sale in Winter Haven 33884 - 425 homes

Remarks: Brand new, energy-efficient home available NOW! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)

Listing Agent: Bryan Sumner (813-336-5895)

Remarks: Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene and secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exteri9or features; Paved drive and walkways, attractive canopies and covered front porch invites you inside to discover a charming home. The kitchen boasts custom pantry space, ample counter area and is thoughtfully designed for hosting guests without compromising meal preparation. Beyond the kitchen, the spacious living room, flex apace is adjacent to a second private patio. The large family room offers expansive sliding doors and windows making the perfect space for relaxation. Leading to a beautiful lanai ideal for sharing a glass of wine or enjoying a barbeque, with its scenic outlook. The dining room is designed for casual or formal entertainment. The master bedroom features an ensuite bath and picturesque views while additional bedrooms and guest bathroom complete the layout. Flooring; Tiled foyer, kitchen and bathrooms with plush carpet in the master bedroom as well as the second bedroom, living and dining rooms. Designed with single level living in mind this Orchid Springs Patio Home offers ease of mobility and low maintenance. Stop outside to the spacious outdoor area enveloped by lush trees providing privacy and a natural ambiance. Additional amenities include a spacious 2 car garage with natural gas water heater & washer & dryer. Conveniently located in SE Winter Haven, this central Florida home provides easy access to downtown, Chain of Lakes boat launches, LegoLand, and major highways. The neighborhood also features a community clubhouse and pool, enhancing the overall Florida lifestyle experience.

Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)

Listing Agent: Michael Norris (863-287-3105)

Remarks: Under contract-accepting backup offers. You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

Listing is courtesy of: VALOR REALTY SERVICES LLC (407-668-2448)

Listing Agent: Marian Benson (954-205-3075)

Remarks: Welcome to your dream home in the heart of Winter Haven's sought-after Peace Creek Reserve community! This stunning two-story Atlanta Plan offers 4 bedrooms, 2.5 bathrooms, and 1,933 square feet of thoughtfully designed living space that perfectly balances comfort with style. Step inside to discover an open floor plan that flows seamlessly from the great room to the dining area and into a chef's dream kitchen. The heart of the home features a large island perfect for morning coffee or evening entertaining, complemented by gleaming quartz countertops, stainless steel appliances, and a generous pantry that even Mary Poppins would envy. The casual dining area opens to a covered lanai through sliding glass doors, creating an effortless indoor-outdoor living experience. Upstairs, the primary bedroom retreat awaits with a luxurious en-suite bathroom featuring a spacious walk-in shower, dual vanity, and a walk-in closet that could double as a small boutique. Three additional bedrooms, a full bathroom, and a versatile loft provide plenty of space for family, guests, or that home office you've been dreaming about. The convenient second-floor laundry room means no more hauling baskets up and down stairs. Throughout the home, beautiful tile flooring graces the main living areas while cozy carpet warms the bedrooms. Peace Creek Reserve offers the perfect blend of small-town charm and modern convenience, nestled near Winter Haven's famous chain of lakes connected by scenic canals. With abundant shopping, dining, and bike paths nearby, this community delivers everything you've been searching for in your next home.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Maritza Saint Hilaire (407-953-6765)

Remarks: Under contract-accepting backup offers. Experience timeless elegance in this executive Mediterranean-style home, where refined architecture meets luxurious living. Welcome to Heron Cay, an exclusive retreat comprised of just two dozen custom homes tucked away near Lake Eloise. Make your way through the gate and wind around to the cul-de-sac where this exceptional home stands ready to welcome and impress you. Upon entering through the double doors, prepare to be captivated by the grand scale of this home's living spaces and rich textures. Open-concept design flows seamlessly into expansive living and dining areas, highlighted by soaring ceilings, a travertine fireplace, and windows that bathe the home in natural light. The gourmet chef’s kitchen is a true showpiece, featuring premium stainless-steel appliances including a gas range, beautiful cabinetry, a wine refrigerator, an island, and elegant granite countertops—ideal for both everyday living and upscale entertaining. Be sure to take note of the ample storage and rolling ladder in the well appointed butler's pantry, and the custom coffee station. Retreat to the lavish primary suite, complete with a spa-inspired bathroom, walk-in shower, separate steam shower, dual vanities, and an expansive custom closet. The remaining bedrooms are generously sized and thoughtfully designed spaces to ensure comfort for family and visitors alike. Step outside to your own private oasis—lush landscaping, an enclosed pool and patio, and ample space for outdoor dining and relaxation create the ultimate setting for year-round enjoyment. On a practical note, the home is equipped with a 22KW Generac generator, which is sure to provide peace of mind during storm season. Combining Mediterranean charm with executive-level finishes, this extraordinary home offers privacy, prestige, and craftsmanship in one of the area’s most desirable gated communities. Request your private tour today, and ask about the seller's assumable incredible interest rate!

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Misty Mccracken (863-289-0735)

Remarks: Under Construction. This BEAUTIFUL ALLEX II Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The ALLEX II is3/2/2- 1504 S/F & newly upgraded! This new model has an open floor plan with a spacious DINING room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful & spacious master suite with walk in closet & en suite bathroom away from the other 2 bedrooms. Home comes with WHIRLPOOL Stainless Appliances- range, hood microwave, refrigerator & dishwasher. Home also comes with faux wood blinds throughout & has Smart Home Technology which allows you to set the scene & connect to your home with your voice, from your smart phone.

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

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to lakeside living in the Mandolin community! Inviting single story home with 4-bedrooms, 2-baths and scenic backyard water views. With 1,750 sq ft of well-planned living space, this home blends functionality and relaxation, starting with a bright entry and soaring cathedral ceilings that create an immediate sense of openness. The heart of the home is the spacious central kitchen, featuring granite countertops, a gooseneck faucet, pantry storage, a long breakfast bar, and brand-new matching appliances. The kitchen flows effortlessly into the generous family room—perfect for gatherings, movie nights, or simply enjoying the view. Large sliders extend the living space to a screened lanai and additional deck area, giving you even more room to entertain or unwind outdoors while overlooking the sparkling lake. A true retreat, the primary bedroom enjoys tranquil water views, a walk-in closet, and a spacious en-suite bath with dual sinks, a large walk-in shower, and a separate soaking tub. The split floor plan places three additional bedrooms and a full bathroom on the opposite side of the home, ideal for guests, family, office space, or hobbies. Convenience continues with laundry, ceiling fans in every bedroom and the family room, and an irrigation system to maintain the well-manicured yard. Spend your evening watching the sunset over the water followed by a fireworks show from nearby Legoland. Outside, the property offers both generous front and back yards, giving you room to play, garden, relax, or simply enjoy the peaceful lakefront setting. Located in the Mandolin community, residents enjoy proximity to everyday essentials and local attractions. Just minutes from shopping, restaurants, medical facilities, and zoned for Chain of Lakes Elementary, this home sits between Tampa and Orlando and is only 4 miles from Legoland and 11 miles from Bok Tower Gardens, making it the perfect balance of convenience, comfort, and Florida lifestyle living.

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

Listing Agent: Daniel Mcintee (877-366-2213)

Remarks: One or more photo(s) has been virtually staged. Newly renovated 2 bedroom, 2 bathroom home with all the major updates already done for you — new roof, new floors ,new AC, and new water heater. This is a boater and fisher’s dream property located on beautiful Lake Dexter, Enjoy boating, water skiing, and freshwater fishing right from your backyard playground. The community offers a dock with boat slips available on a first-come, first-served basis, perfect for boats up to 24 feet. Residents also enjoy a clubhouse, pickleball courts, and tennis courts, making it easy to enjoy the Florida lifestyle. Whether you're looking for a full-time residence or a weekend lake retreat, this home offers the perfect mix of updates, amenities, and waterfront living.

Listing is courtesy of: ELEVE REAL ESTATE LLC (813-562-5002)

Listing Agent: Danielle Davis (813-526-5002)

Remarks: New construction home with 2005 square feet on one-story including 3 bedrooms plus a den, 2 baths, and an open living area. Enjoy an open kitchen with Silestone countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

Listing is courtesy of: CAMBRIDGE REALTY OF CENTRAL FL (863-797-4999)

Listing Agent: George Lindsey, Iii (863-797-4999)

Remarks: • Move-In Ready 5 Bedroom Home with Resort-Style Amenities in Villamar This beautifully maintained 5 bedroom, 3 bathroom, 2,616 sq ft home is located in the desirable Villamar community. The home features both a living room and a family room that opens to the kitchen. The open-concept floor plan includes a spacious gathering room that flows into the dining area and a well-appointed kitchen complete with stainless steel appliances, shaker-style cabinets, a breakfast bar, and a walk-in pantry. The private owner’s suite offers a large walk-in closet, dual sinks, and a private water closet. Luxury vinyl plank flooring enhances the interior. A versatile downstairs bedroom and full bath provide flexible living options, ideal for a home office, guest suite, or multigenerational accommodations. Enjoy outdoor living on the covered lanai and large screened porch overlooking the preserve, along with beautifully maintained, Florida-friendly landscaping with irrigation. The community resort-style pool is perfect for relaxing in the Florida sun.

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

Listing Agent: Irene Bryan (863-289-6789)

Remarks: Welcome to 511 Heather Glen Drive. This beautifully maintained home is in move in ready condition. Offering 4 bedrooms and 2 bathrooms, the home has new interior and exterior paint. This is a split floor plan with a large family room looking out to the screened in patio. Off the kitchen is a dinette. The guest bathroom has been remodeled. Both bathrooms have new toilets. The A/C is brand new with a HALO system that purifies the air in the house. The roof is 9 years old. Brand new hot water heater. There is an inside laundry room leading out to the garage. Riding lawnmower is included! The home is centrally located close to Legoland, dining, shopping and major highways and in between Orlando and Tampa. This home shows pride of ownership! Make your appointment today!

Listing is courtesy of: THE HOME COMPANY (863-268-8157)

Listing Agent: Sue Ann Williamon (863-258-3115)

Remarks: Welcome to easy, low-maintenance living in the highly sought-after 55+ gated community of Traditions in Winter Haven! This well-maintained 2-bedroom, 2-bath home offers 1,118 sq ft of comfortable living space with a 2-car garage and paved driveway. Major updates include a newer roof and AC system—both just 4 years old—providing peace of mind for years to come. Inside, you’ll find a functional and inviting layout featuring stone countertops in the kitchen and bathrooms, along with tile flooring in all wet areas. The kitchen comes fully equipped with refrigerator, microwave, double oven with electric range, and dishwasher, while the washer and dryer are also included—making this home truly move-in ready. Enjoy Florida living year-round with both a screened-in front porch and a screened rear porch, perfect for relaxing or entertaining. The privacy-fenced backyard provides a peaceful outdoor space rarely found in this community. Traditions offers an active lifestyle with resort-style amenities including a clubhouse, fitness center, pool, tennis courts, dog park, and recreational facilities. Residents also enjoy access to community waterfront features such as a boat ramp, dock, fishing, and lake access. HOA fees include cable TV, internet, private road maintenance, recreational amenities, and professional management. Buyer approval is required. Conveniently located near the new Publix under construction, with quick access to Hwy 27 and Hwy 60, and just minutes from Winter Haven’s Chain of Lakes, shopping, dining, and LEGOLAND. Don’t miss your opportunity to enjoy the Florida lifestyle in one of the area’s premier 55+ communities—schedule your private showing today!

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

Listing Agent: Laura Lewenhaupt (863-330-3340)

Remarks: Under contract-accepting backup offers. It's all about Location! Nestled in between Lake Roy and Lake Summit! Welcome home! The living room and dining area wrap around the kitchen. New Island with breakfast bar that sits 6! The eat in nook area and doors to step out to the screened room and shady backyard, a perfect spot for reading, napping and relaxing. The Primary bedroom is of nice size and the two additional bedrooms are down the hall and have ample closet space. The Inside Utility has access to the side breezeway and the garage. Endless possibilities! Need a seasonal home instead of renting or investment property? This is it! This home's location can’t be beat in the beautiful center of Winter Haven known for the Chain of Lakes for fishing, boating and water sports, Legoland, Shopping, Dining in beautiful Winter Haven. Easy commute to Central Florida Attractions! Call today for more details and showing!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Tina Heim, Pa (863-370-1786)

Remarks: Under contract-accepting backup offers. Short Sale. ***Short sale***Spacious 4-bedroom, 2-bathroom manufactured home with strong bones and endless potential! Featuring a newer AC unit and a roof less than 5 years old, this property is a great opportunity for a savvy buyer ready to bring their vision to life. Whether you're looking to create your forever home or an investment property, this one is worth a look. The primary suite offers a walk-in closet and a luxurious garden tub, perfect for relaxing after a long day. Situated on just under half an acre, there’s ample space for outdoor living, gardening, or future enhancements. Bring your eye for design and turn this home into something truly special!

Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)

Listing Agent: Tony Acosta (863-224-5956)

Remarks: Beautifully Maintained 2 bedroom, 2 bath home with a large 2 car garage, perfectly situated on a corner lot. Nestled in Lake Dexter Moorings with a Low Monthly HOA fee! Enjoy access to the neighborhood amenities - a sparkling community pool, a private boat ramp, and a dock. Freshly painted interior! Spanning just over 2,000 square feet of living space, this home offers a spacious great room, an expansive Florida room, and a bright and airy kitchen with a cozy dinette. Large sliding doors open up to the Florida room, creating a seamless transition, allowing easy access to additional space for your entertainment needs. The primary bedroom is complete with an en suite bathroom featuring dual sinks and a walk-in shower. Step outside to your custom brick paver patio, perfect for savouring your morning coffee, having a weekend BBQ, or simply relaxing after a long day. Don't miss this WONDERFUL home, call today!

Listing is courtesy of: ASSOCIATE REALTY (863-618-4000)

Listing Agent: Chrissi Jasso (863-618-4000)

Remarks: BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and living area. A dreamy, covered lanai, accessible through sliding glass doors, invites you to take full advantage of the Florida climate. The owner’s suite boasts double vanities, a walk-in shower and a substantial walk-in closet, while the additional bedrooms and full bathroom are located off the kitchen for added privacy. With a brand-new washer and dryer conveniently located off the foyer, a smart thermostat with voice control to maintain energy efficient living, and professionally curated landscaping, the Magenta is designed to make every day extraordinary. Just off US-27 with quick access to I-17, Villa Mar puts you close to local hotspots, and everything that makes Central Florida shine. Discover Winter Haven’s Chain of Lakes, explore the historic downtown district, or enjoy a fun-filled day with the family at LEGOLAND® Florida Resort. At Villa Mar, you’ll enjoy a fresh approach to relaxed living, with everyday essentials and local favorites right around the corner. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

Listing is courtesy of: CASA FRESCA REALTY (813-343-4383)

Listing Agent: Michael Human (813-343-4383)

Remarks: Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle and exceptional amenities. Fully upgraded with a brand new HVAC system and water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026), newer irrigation controller and bidet (2025), fresh interior paint (December 2025) and exterior paint (2024). This thoughtfully designed 2 bedroom, 2 bathroom home also includes a versatile office that can easily serve as a third bedroom, along with a spacious family room that provides additional living space for relaxing or entertaining. As you arrive, you’re welcomed by a covered and screened front entry. Inside, the open concept floor plan is enhanced by vaulted ceilings and a stylish blend of luxury vinyl flooring in the main living areas and ceramic tile in the kitchen, bathrooms and laundry room, creating both elegance and easy maintenance. The eat in kitchen is bright and inviting, featuring a closet pantry, stainless steel appliances that are just two years old and a comfortable dining space ideal for everyday meals. An interior laundry room is conveniently located just off the kitchen and provides direct access to the two car garage. Sliding glass doors from the living room lead to a screen enclosed patio, offering the perfect spot to unwind, entertain guests, or simply enjoy Florida’s beautiful year round weather. The primary suite serves as a relaxing retreat, highlighted by a tray ceiling, walk in closet and an ensuite bathroom with a double sink vanity and step-in shower. Outside, the property is beautifully framed by mature landscaping, with an attached two car garage, brick paved driveway and walkway that enhance the home’s inviting curb appeal. Residents of Traditions enjoy a true resort style lifestyle, featuring a lakefront clubhouse with a library, fitness center, card room, and billiards, as well as a resort style pool, hot tub and sauna. Additional amenities include tennis and shuffleboard courts, a dog park, a boat ramp and a dock overlooking Ruby Lake, providing endless opportunities for relaxation and recreation. The $484 monthly HOA fee covers lawn care (including bush/tree trimming and mulch replacement), exterior painting, cable, and internet. Ideally located near shopping, dining, and medical facilities with Publix opening soon just down the street, this home offers the perfect combination of comfort, convenience, and an active community lifestyle.

Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)

Listing Agent: Patricia De Graaff, Llc (863-307-0061)

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. 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: Under contract-accepting backup offers. Impeccably maintained home in the sought-after Traditions 55+ community in Winter Haven! This spacious 2-bedroom, 2-bath home with a dedicated office/den offers over 1,500 square feet of open-concept living space, designed for both comfort and functionality. The home features new flooring throughout, upgraded countertops, 36-inch kitchen cabinets, and modern lighting fixtures, creating a bright and inviting kitchen and living area perfect for everyday living or entertaining. Both bathrooms have been tastefully upgraded, and additional improvements include a new water heater and recently replaced AC coil for added efficiency and peace of mind. The home was freshly painted inside and out in 2023, giving it a clean, modern feel throughout. Step outside to enjoy the new screened-in porch, ideal for relaxing mornings or evening gatherings while overlooking the newly installed sod that enhances the home’s curb appeal. The extended driveway provides additional parking and convenience, and the home is handicap accessible, offering added functionality and ease of living. Residents of Traditions enjoy resort-style amenities, including community boat ramp access, fishing, dock, and private water access, along with a community pool and recreational facilities. The HOA includes cable TV, internet, exterior, grounds maintenance, pool maintenance, recreational facilities, and security, making this a truly low-maintenance lifestyle. Located just minutes from shopping, dining, and major roadways, this move-in ready home combines modern updates, accessibility, and the vibrant lifestyle of one of Winter Haven’s most desirable active adult communities.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

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! Schedule your showing today!

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

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