Winter Haven Homes for Sale

Winter Haven Homes for Sale

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque lakes and lush landscapes, Winter Haven boasts a unique character that attracts families, retirees, and outdoor enthusiasts alike. With over 50 lakes in the area, residents enjoy a plethora of water activities, including boating, fishing, and kayaking, making it a haven for those who love the great outdoors.

Winter Haven is also home to the famous LEGOLAND Florida Resort, a family-friendly destination that offers fun and adventure for all ages. The city's vibrant downtown area features a delightful mix of shops, restaurants, and cultural attractions, providing a lively atmosphere for both residents and visitors. The community is committed to maintaining its friendly charm while offering the amenities of a larger city, ensuring that everyone feels right at home.

If you're considering making Winter Haven your home, you’ll be pleased to discover a diverse array of homes for sale. From cozy single-family residences to spacious waterfront properties, there’s something to suit every taste and budget. Whether you’re looking for a starter home or a luxurious retreat, the real estate market in Winter Haven has options that cater to your unique lifestyle.

With its welcoming community, beautiful scenery, and endless recreational opportunities, Winter Haven is not just a place to live; it’s a place to thrive. Explore the homes for sale today and take the first step toward your new adventure in this enchanting Florida city!

Newest Winter Haven Homes for Sale

3 Beds ⋅ 2 Baths ⋅ TB8542841 MLS

Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortable living. The kitchen features ample cabinetry, modern appliances, and a walk-in pantry, opening to the spacious living and dining areas. The primary suite includes a private bath with dual vanities, soaking tub, and separate shower. Enjoy the Florida lifestyle from the screened-in patio overlooking the backyard. The home also features a 2-car garage and is located in the desirable Villamar community with resort-style amenities, including a community pool and playground. Conveniently located near LEGOLAND, shopping, dining, lakes, and major roadways with easy access to Tampa and Orlando. Schedule your showing today! Motivated seller.

1042 Corso Dr, Winter Haven

2 Beds ⋅ 2 Baths ⋅ P4939643 MLS

Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square home. This one can be a real charmer with your personal touches. Bright, light, and open floor plan. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

2338 Salzburg Loop, Winter Haven

3 Beds ⋅ 2 Baths ⋅ S5156462 MLS

At 136 Whitman Road, the value extends well beyond the updates. LEGOLAND Florida Resort is only six minutes away, placing spontaneous park days, visiting family, and some of Winter Haven's best-known attractions close to home. Shopping, dining, schools, and major roadways are also nearby, helping everyday routines take less time. When the day is yours again, come home to a three-bedroom, two-bath retreat with 1,319 square feet and a 28-by-14-foot in-ground saltwater pool waiting outside. With the costly improvements already behind you: a 2023 roof, 2024 HVAC, 2023 water heater, 2019 new windows, septic service completed in 2020, and fresh exterior paint completed in April 2026. Imagine the laughter of a summer afternoon, dinner beside the pool, or a quiet evening after the crowds have gone home. Here, convenience creates more time for living, while the completed improvements let you enjoy the home with greater confidence from your very first full evening.

136 Whitman Road, Winter Haven

4 Beds ⋅ 2 Baths ⋅ L4964607 MLS

Welcome home to 3729 Fieldstone Circle! This move-in ready, beautifully maintained 4-bedroom, 2-bathroom home offers a desirable split floor plan with well-defined living spaces, a formal dining room, and a 2-car garage. The kitchen shines with granite countertops and all appliances included. Retreat to the spacious primary suite featuring dual sinks, a separate shower, and a soaking tub. Outside, enjoy a covered lanai and generous space between neighboring homes — plus a driveway that accommodates up to 4 additional vehicles. Additional highlights: solar panels to be paid off at closing, no CDD, and a low HOA. Ideally located near The Country Club of Winter Haven, LEGOLAND Florida Resort, Newly opened Publix Shopping Center, dining, and major roads. Turnkey and ready for its next owner — schedule your showing today!

3729 Fieldstone Circle, Winter Haven

4 Beds ⋅ 2 Baths ⋅ L4964609 MLS

Welcome to your next home in Winter Haven! This beautifully designed 4-bedroom, 2-bathroom home offers a highly sought-after layout with spacious bedrooms, walk-in closets, and plenty of room to spread out. Whether you’re looking for space for a home office, or a comfortable guest suite, this floor plan delivers the flexibility everyone is looking for! The open and functional design makes everyday living and entertaining a breeze, while the generous primary suite provides the perfect place to unwind at the end of the day. And those walk-in closets? Yes, please! Storage is something you won’t have to compromise on here. Location is the icing on the cake! Enjoy easy access to everything Winter Haven has to offer, including LEGOLAND Florida, Chain of Lakes, downtown Winter Haven, shopping, dining, parks, and major roadways for an easy commute. Whether you’re spending the afternoon on the water, enjoying dinner downtown, or heading out for a day of adventure, you’re never far from it. This is the kind of home that checks the boxes buyers have been waiting for—come see it for yourself before it’s gone!

609 Lucerne Boulevard, Winter Haven

4 Beds ⋅ 2 Baths ⋅ L4964555 MLS

Welcome to Winter Haven living, where comfort, thoughtful updates, and an exceptional outdoor setting come together in a home designed to be enjoyed inside and out. Step inside to an impressive oversized great room filled with natural light and finished in a fresh, neutral color palette. Updated tile and soft newer carpeting complement the formal living and dining spaces, creating a warm and inviting interior with plenty of room to gather, entertain, or simply relax. The kitchen features brand-new stainless steel appliances, along with a newer dishwasher, garbage disposal, and kitchen sink. Additional improvements throughout the home include a newer roof and updated tile in both the primary and guest bathrooms, adding to the home's move-in-ready appeal. Outside is where this property truly shines. Situated on a spacious oversized lot, the home offers a fully fenced, private backyard surrounded by mature landscaping, creating your own peaceful Florida retreat. The heated swimming pool is ready for sunny afternoons, evening swims, and weekends spent entertaining family and friends. A newer energy-efficient pool pump adds another valuable update, while the generous patio and pool area extend the home's living space outdoors. Set within a quiet, established neighborhood, the property also enjoys beautiful lake views and peaceful streets ideal for morning walks, bike rides, jogging, or an evening stroll with the dog. Publix, shopping, dining, medical offices, and everyday conveniences are just minutes away. And when you're ready for a day of Central Florida adventure, Walt Disney World is approximately 26 miles away, offering easy access to world-famous attractions while still allowing you to come home to the relaxed pace of Winter Haven. With its private heated pool, oversized lot, fenced backyard, mature landscaping, lake views, brand-new stainless steel appliances, and numerous recent updates, this home delivers the Florida lifestyle you've been looking for. Schedule your private showing and come see it for yourself.

318 Hamilton Shores Drive Ne, Winter Haven

3 Beds ⋅ 2 Baths ⋅ R4911894 MLS

Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

967 Lunar Lane, Winter Haven

4 Beds ⋅ 2 Baths ⋅ L4964438 MLS

FOR SALE - 4 Bedroom, 2 Bathroom Beautiful Home in One of Winter Haven's Most Desirable Areas Don't miss this wonderful opportunity to own a beautifully maintained 4-bedroom, 2-bathroom home in a prime Winter Haven location. This charming home comes complete with all kitchen appliances, including a dishwasher, disposal, microwave, range, refrigerator, and washer/dryer. Recently painted and lovingly cared for, the home is move-in ready. One of its standout features is the enormous fourth bedroom, measuring an impressive 26' x 17', offering endless possibilities as a primary suite, game room, home office, or family room. The roof to the house was replaced in 2017. The roof to the rear porch was installed 3 years ago. The roof to the addition was installed in 2023. The hot water heater is from 2017. The air conditioner was replaced in 2023. Conveniently located near shopping, restaurants, schools, places of worship, and LEGOLAND, this home combines comfort, space, and an unbeatable location. Schedule your showing today!

817 Reflections Loop E, Winter Haven

5 Beds ⋅ 3 Baths ⋅ O6437016 MLS

Under Construction. Beautiful Corner Lot! 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.

6257 Botticella Boulevard, Winter Haven

4 Beds ⋅ 2 Baths ⋅ P4939717 MLS

It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

4 Beds ⋅ 2 Baths ⋅ R4911889 MLS

Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area, where residents can explore local shops, dining venues, and family events. With NO CDD and low HOA, Crescent Pointe is an ideal place to call home in Winter Haven.

981 Lunar Lane, Winter Haven

5 Beds ⋅ 2 Baths ⋅ O6436402 MLS

Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family members, guests, a home office, study, gym, or hobby room. The bathrooms provide convenience for daily living, and the flexible layout allows each space to be tailored to your needs. The property presents an excellent opportunity for a buyer to add personal touches and updates while creating a home that fits their style. Conveniently located near local schools, shopping, dining, parks, and major roadways, this property offers plenty of potential in a convenient Winter Haven location.

218 5th Jpv Street, Winter Haven

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