Winter Haven Real Estate

Winter Haven Real Estate

Welcome to Winter Haven, Florida – a vibrant gem nestled in the heart of Polk County! Known for its stunning lakes and rich history, Winter Haven offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

With over 50 lakes, including the famous Chain of Lakes, Winter Haven is a paradise for water enthusiasts. Whether you enjoy boating, fishing, or simply basking in the sun, the scenic beauty of these sparkling waters is sure to captivate you. The city’s parks and recreational facilities provide endless opportunities for outdoor activities, from hiking and biking to picnicking and playground fun.

Winter Haven is not just about natural beauty; it boasts a vibrant community spirit. The downtown area is brimming with charming shops, delightful cafes, and a variety of dining options that cater to every palate. Throughout the year, the city hosts numerous events and festivals, fostering a strong sense of community and bringing neighbors together.

For families, Winter Haven is home to excellent schools and a range of family-friendly activities. The nearby LEGOLAND Florida Resort adds a touch of excitement to the area, offering fun for visitors of all ages.

Conveniently located between Orlando and Tampa, Winter Haven provides easy access to major highways, making it a great base for exploring all that Central Florida has to offer. With its welcoming atmosphere, beautiful landscapes, and thriving community, Winter Haven is more than just a place to live – it’s a place to thrive. Come discover the charm of Winter Haven, where your dream home awaits!

Newest Listings in Winter Haven

3 Beds ⋅ 2 Baths ⋅ Lake Mariam Hills Rep SubDv. ⋅ 33884 Zip Code

Tucked away on a quiet cut-de-sac in desirable gated community, this well-maintained one-owner home offers a wonderful opportunity to make it your own. Enjoy the Florida lifestyle with a private pool and convenient access to the community boat ramp. Lovingly cared for by its original owner, this home is ready for a new owner's personal touch and vision. Bring your ideas and transform this well-located property into the home of your dreams.

204 Lake Mariam Court, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Elbert Acres SubDv. ⋅ 33881 Zip Code

A TRUE GEM IN THIS COMMUNITY!!This stunning 3 bed-2 bath,home has been completely renovated with high materials and finished.Brand new open concept kitchen modern and designed to be the heart of the home.Full remodeled bathrooms with stylish and modern finishes.Beautiful new flooring,modern light and fixtures,fresh new paint,private swimming pool,screened porch and more much more.Excellente locationnear everythingyou need.Schedule youprivate show now!!!

276 18th Street Ne, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Virtually Staged. Welcome to Florida Paradise in Winter Haven - a massive Chain of Lakes Area famous for the Legoland fun and outdoor activities! PRICED TO SELL! Almost Brand New Spacious 4 Bedroom / 2.5 Bathroom Home with a Community Pool and a Playground Access. Built in 2024 this Bright Modern house with an Open and Airy living/dining space combo concept is perfectly located in a nice neighborhood right across from the elementary school. Property Features include Modern Kitchen with Quartz Countertops equipped with Stainless Steel Appliances - stove, microwave, dishwasher, refrigerator/freezer, as well as a Laundry Area with Washer and Dryer included located on the second floor. Four Spacious Bedrooms with 2 Bathrooms are located upstairs; half a bathroom is located downstairs for your convenience. The Primary Suite comes with a Spacious Walk-In Closet, a beautifully Tiled Walk-In Shower and Dual Vanities. Three additional bedrooms and another full bathroom with a tub comfortably accommodate family and guests. Private Fenced Backyard with a Patio provides a peaceful outdoor retreat - perfect for after school hang outs, relaxing and entertaining. Community Amenities include a well-maintained Community Pool — perfect for warm Florida days and a Playground ideal for outdoor activities, walks and neighborly interaction. Convenient Location: just minutes away from major highways, this location provides an easy access to surrounding areas of Winter Haven and nearby towns. Shops, schools, pharmacies, parks and dining are all within short walking or driving distance. There are also Beautiful Lakes and Green Parks nearby for outdoor recreation. Ideal for a Primary Residence or a Long-Term Rental. This home is the perfect choice for a peaceful comfortable and convenient lifestyle in a fast-growing area. Schedule your private showing today for a chance to own this beautiful home in a desirable location!

1334 Diego Terrace, Winter Haven

5 Beds ⋅ 4 Baths ⋅ Waters Lake Mariam SubDv. ⋅ 33884 Zip Code

LAKEFRONT POOL HOME WITH PRIVATE ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custom built, one-owner home has it all! Boasting nearly 3,700 sq ft of living area, this home offers flexibility in this thoughtfully designed property featuring a fully functional in-law suite. Complete with a private entrance, comfortable living area, kitchenette, private bedroom, and full bathroom, this space ensures independence and privacy for extended family members or visitors. Whether you need a seamless multi-generational living arrangement, a quiet work-from-home office, or an option for supplemental rental income, this bonus square footage delivers unmatched utility without compromising the comfort of the main home. From the moment you arrive, the covered front entry porch creates a warm first impression. Upon entering the foyer, the home opens up into the great room with gas fireplace, dining room, kitchen, and breakfast nook. Downstairs features 10 foot ceilings and crown molding throughout. The heart of the home flows seamlessly to the covered lanai through sliding glass doors where you can unwind while taking in tranquil views of the lake and sparkling pool, creating the perfect backdrop for your morning coffee or evening sunsets. The fully functional kitchen offers generous cabinetry and counter space for preparing meals and gathering with loved ones, a breakfast bar, newer stainless-steel appliances, and a large walk-in pantry. The master suite retreat, offering gorgeous lake views, is also downstairs for privacy and includes a walk-in closet, dual sinks, linen closet, and walk-in shower with dual shower heads. Upstairs you will enter into a massive loft, providing the perfect setting for a media room, game room, or an open office space. The second floor also features, 3 generous sized bedrooms, a full bathroom, and a bonus room. Spend your free time enjoying the Florida lifestyle floating in your pool, barbequing with friends and family, launching a kayak, or simply enjoying the sunrise and sunset views at this beautiful lakefront home. You will save big monthly keeping your yard pristine with the irrigation well. The massive 3-car garage provides space for all of your vehicles and toys. The well-established community of Waters Of Lake Mariam has only 22 homes and a low HOA of $300 annually. Perfectly positioned just minutes from major highways, shopping, restaurants, and everyday conveniences, this home offers the ideal balance of peaceful lakeside living and easy access to everything Central Florida has to offer. Opportunities like this do not last—make it yours.

1016 S Lake Mariam Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Cypress Landing Ph 03 SubDv. ⋅ 33884 Zip Code

Beautiful 3-bedroom, 2-bath home in Cypress Landing on Lake Dexter on a corner lot with just one adjoining neighbor. 1,668 sq/ft heated with an enclosed Lanai. The Kitchen features wood flooring. well-maintained cabinetry with an updated backsplash; refrigerator, stove, microwave. Primary Bath recently upgraded with new granite tile flooring and new shower door. Guest bath finished in durable wood-like finish vinyl plank. Ceiling fans in every room. Enclosed lanai with AC. Portable generator conveys if buyer desires, including a dedicated transfer switch gives whole house powered through any outage. Architectural shingle roof with upgraded peel-and-stick underlayment. Home has been re-plumbed. 50-gallon water heater. Hurricane-rated garage door with Chamberlain chain-drive opener. Rain Bird irrigation keeps the established landscaping low-maintenance. The Home; Situated Just Steps From The Amenities Of Cypress Landing On Lake Dexter — A Peaceful Lakeside Community Offering Pickleball And Tennis Courts, Boat Storage, A Private Boat Ramp, Dock, Community Pool, And Clubhouse. Located Just 1.8 Mile From Legoland Florida, Nestled Between Orlando And Tampa With Easy Access To Theme Parks And Beaches, And Just Minutes From 5 Star Rated Dining And Shopping In Downtown Winter Haven And Other Nearby Cities. Schedule your showing today! You're going to love it!

4408 Glenns Landing, Winter Haven

4 Beds ⋅ 2 Baths ⋅ Lake Mariam Hills SubDv. ⋅ 33884 Zip Code

You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, nearly 2,500 sqft of living space, french doors , a formal dining space, a family room and living room, a wood burning fireplace, an open kitchen with granite counter tops and stainless appliances, high ceilings, wood laminate floors in common areas, carpeted bedrooms, a two car garage, and an inside laundry room. The large master suite includes a huge walk-in closet, a gorgeous master bathroom, a soaking tub, a dual sink vanity, and a walk-in shower. The guest bathroom has pool access and a shower/tub combo. The pool and patio area features covered seating, plenty of shade, and generous deck space around the large pool. Recent repairs include a new roof in 2023, a new septic drainfield in 2022, a new AC in 2022, and a new hot water heater in 2023. Enjoy relaxing and entertaining on the huge pie-shaped lot with shade trees, mature landscaping, and playground equipment all nuzzled back into a quiet cul-de-sac. The community offers private access and a boat ramp to beautiful Lake Mariam. The home is conveniently located to Lego Land, several shopping centers, grocery stores, restaurants, medical centers, and schools. Don’t miss out. Set up your showing today.

405 Valley Court, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 2a SubDv. ⋅ 33884 Zip Code

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 ⋅ Vienna Square Ph 01 SubDv. ⋅ 33884 Zip Code

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 ⋅ Fla Highlands Co Sub Pb 3 Pg 27 SubDv. ⋅ 33884 Zip Code

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 ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code

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

Pugh C S Sub SubDv. ⋅ 33880 Zip Code

Excellent opportunity to acquire a well-positioned commercial property with established tenants in place, including a successful OB/GYN office. Ideally suited for continued medical use, professional services, or a variety of office-based businesses, the property offers an appealing opportunity for investors seeking an established professional setting with existing tenancy. Located within Winter Haven’s established medical and professional corridor, the property benefits from close proximity to healthcare facilities, medical practices, professional offices, Downtown Winter Haven, shopping, dining, and other commercial services. The surrounding area features a strong concentration of healthcare and professional uses, making this an attractive location for physicians, specialists, therapy providers, dental practices, attorneys, financial services, and other professional businesses. Convenient access to major roadways throughout Winter Haven provides easy connectivity for patients, clients, and employees. The existing office configuration and established tenants provide a strong foundation while offering flexibility for a variety of professional uses. With a successful OB/GYN practice currently operating from the property, established tenancy, and a strategic location within Winter Haven’s medical and professional community, this property presents an attractive addition to a commercial investment portfolio. Don't miss the opportunity to acquire a versatile commercial property in an established Central Florida business district.

220 Avenue O Se, Winter Haven

4 Beds ⋅ 2 Baths ⋅ Lakes At Lucerne Park Ph 02 SubDv. ⋅ 33881 Zip Code

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

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