Winter Haven Florida Homes for Sale
Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.
Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.
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1908 Crossroads Boulevard
Winter Haven, FL 33881
Crossroads At Lake Region
Residential
MLS# P4935563 / Active
MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to thi...
Reduced -$24,000
95 Parson Drive
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential
MLS# P4935492 / Active
This 3-bedroom, 2-bath home located in the community of Orange Manor West is perfect for settling into an active community for the 55+. The home fe...
200 Island Way
Winter Haven, FL 33884
Orchid Springs Unrecorded
Residential
MLS# P4935447 / Active
Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Esta...
Reduced -$80,000
1540 N Lake Mirror Drive
Winter Haven, FL 33881
Mirro Mac
Residential
MLS# P4934907 / Active
Mid-century modern lakefront home on the beautiful Winter Haven Chain of Lakes! Welcome to The Guest House, a rare Mid-Century Modern residence des...
Reduced -$30,100
441 San Jose Drive
Winter Haven, FL 33884
Orchid Springs Patio Homes
Residential
MLS# P4934776 / Active
NEW ROOF 6/2026. Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Posi...
Reduced -$10,000
700 Mirror Terrace UNIT #303
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# P4934745 / Active
Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-...
Reduced -$10,000
1700 6th Street UNIT C26
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# P4934743 / Active
This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, mak...
6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4934363 / Active
NEW PRICE REDUCTION! BEAUTIFULLY LANDSCAPED EXTRA LOT IS INCLUDED IN THIS SALE! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of...
Reduced -$5,000
4099 Island Lakes Drive
Winter Haven, FL 33881
Island Lakes
Residential
MLS# P4934266 / Active
Virtually Staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26! Now offered at another improved price, this waterfront home on Lake Rochell...
Reduced -$5,000
215 10th Wahneta Street
Winter Haven, FL 33880
Wahneta Farms
Residential
MLS# P4934066 / Active
2 Lots and 2 Homes for the price of One. Attention investors and those looking for a great deal! Seize a truly unique opportunity to own two homes ...
Reduced -$1,000
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MLS IDX data last updated on 07-15-2026 2:00 AM EST.
Specific Searches of Winter Haven Florida
55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL