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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1209 Sawgrass Drive
Winter Haven, FL 33884
Lake Ashton West Ph II South
Residential
MLS# P4937555 / Active
Your Florida Dream Home Awaits in Lake Ashton, an exclusive gated 55+ community. A golf membership (expires Sept. 30, 2026) for a single golfer wil...
Reduced -$11,000
6827 S Lake Henry Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# TB8464788 / Active
Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates...
Reduced -$10,000
940 Oleander Drive
Winter Haven, FL 33880
Cooper Estates
Residential
MLS# S5141917 / Active
Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a dura...
Reduced -$20,000
525 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove
Residential
MLS# TB8464311 / Active
Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout w...
Reduced -$10,000
601 Lake Pansy Drive
Winter Haven, FL 33881
Not In Subdivision
Residential
MLS# P4937480 / Active
Lakefront living with a proper sunset! Down a private road with no HOA (because your house shouldn`t come with a rule book). This renovated home of...
Reduced -$17,000
306 Avenue A Wahneta
Winter Haven, FL 33880
Wahneta Farms
Residential
MLS# TB8464408 / Active
This spacious 5-bedroom, 2-bath double-wide manufactured home offers modern updates and versatile living. A dedicated flex room adds extra function...
6308 Pinehurst Loop
Winter Haven, FL 33884
Lake Ashton West Ph II North
Residential
MLS# A4678252 / Active
Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton ...
Reduced -$3,000
13 Bogey Drive
Winter Haven, FL 33881
N/a
Residential
MLS# L4958559 / Active
Opportunities like this are nearly extinct. Just minutes from Winter Haven Country Club, this remarkable estate offers 10.98 acres of privacy, natu...
Reduced -$95,100
4599 Reynosa Drive
Winter Haven, FL 33880
Plaza Sub
Residential
MLS# S5141435 / Active
Some homes are built. Others are crafted. Tucked away in a quiet Winter Haven neighborhood, 4599 Reynosa Drive is a rare, cedar-constructed resi...
Reduced -$15,001
106 Jardin Lane
Winter Haven, FL 33884
Gardens Interlochen
Residential
MLS# L4958336 / Active
Located in the desirable Gardens of Interlochen, this beautifully renovated and impeccably maintained 3-bedroom, 2-bath residence at 106 Jardin Lan...
Reduced -$10,000
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MLS IDX data last updated on 07-14-2026 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