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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314 Terranova Boulevard
Winter Haven, FL 33884
Terranova Ph IV
Residential
MLS# O6401702 / Active
Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Havenwhere space, style, and Florida living come togeth...
Reduced -$10,010
245 16th Street
Winter Haven, FL 33881
South Lake Elbert Heights
Residential
MLS# S5148499 / Active
Welcome to this Charming and newly remodeled home, located in the heart of Winter Haven! This inviting property offers comfortable living with a fu...
4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902243 / Active
Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni...
6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4961323 / Active
Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home f...
23 Casarena Court
Winter Haven, FL 33881
Casarena/lks
Residential
MLS# S5148554 / Active
One or more photo(s) has been virtually staged. Welcome to 23 Casarena Ct in Winter Haven, located in the gated lakefront community of Casarena on ...
3027 Richmond Drive
Winter Haven, FL 33884
Richmond Square Ph 02
Residential
MLS# L4961338 / Active
One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Havens most sought-after lakefront communities, this 3...
6004 Kaley Drive
Winter Haven, FL 33880
Sunridge Village East
Residential
MLS# S5148589 / Active
Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home feat...
825 NW Avenue Y
Winter Haven, FL 33881
Hartridge Manor
Residential
MLS# S5148593 / Active
Welcome to your turn-key Florida retreat! This beautifully reimagined home is a masterclass in modern updates and serene living, nestled within a t...
Reduced -$10,000
277 Mariposa
Winter Haven, FL 33884
Florida Highland Co
Residential
MLS# L4961311 / Active
Welcome to this charming 2 bedroom, 2 bathroom home in Orchid Springs, a non-age-restricted community where all ages are welcome, located in SE Win...
300 Avenue V
Winter Haven, FL 33881
Eula Vista Sub
Residential
MLS# L4961309 / Active
Welcome to this charming 3 bedroom, 1 bath home ideally located in the heart of Winter Haven, just minutes from shopping, dining, and schools. From...
Reduced -$10,000
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MLS IDX data last updated on 06-08-2026 5:56 PM 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