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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3023 Caneel Street
Winter Haven, FL 33884
Traditions Ph 2a
Residential
MLS# TB8504638 / Active
Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintain...
3971 Cypress Landing
Winter Haven, FL 33884
Cypress Landing Ph 02
Residential
MLS# L4961184 / Active
Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront com...
4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# S5145776 / Active
Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communit...
Reduced -$2,500
5638 Royal Hills Street
Winter Haven, FL 33881
Royal Hills
Residential
MLS# L4962424 / Active
**Roof replaced in 2022! AC Unit replaced in 2022** Welcome to 5638 Royal Hills Street, where comfort, space, and everyday convenience come toge...
Reduced -$10,000
2760 Sunset Drive
Winter Haven, FL 33881
Idylwild Heights
Residential
MLS# S5152945 / Active
Looking for a classic home with new features? Located in cozy Idylwild Heights, this home has been updated and should check all the boxes for your ...
2795 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential
MLS# O6367889 / Active
Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Have...
Reduced -$6,840
1101 28th Street
Winter Haven, FL 33881
Inwood
Residential
MLS# O6414725 / Active
Unlock Incredible Income Potential in Winter Haven! This unique property at 1101 28th St NW is the ultimate value-add or ""house-hack"" opportunity...
1405 Avenue H
Winter Haven, FL 33880
Hanna Sub
Residential
MLS# O6403332 / Active
Located just minutes from the beautiful Chain of Lakes, public lake access, parks, restaurants, and the vibrant recreational areas of Winter Haven,...
Reduced -$5,000
496 Terranova Street
Winter Haven, FL 33884
Terranova Ph 02
Residential
MLS# O6380041 / Active
ROOF 2022! Enjoy the HEATED SALTWATER POOL all year in your backyard Oasis. LARGE CORNER LOT (.28 acre). SINGLE STORY HOME. Terranova is a GATED CO...
Reduced -$17,500
638 Lake Dexter Circle
Winter Haven, FL 33884
Lake Dexter Woods Ph 02
Residential
MLS# O6390069 / Active
This move-in-ready, three-bedroom, two-bathroom home is located in the sought-after Lake Dexter Woods community. The residence features a functiona...
Reduced -$5,000
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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