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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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 Havens premier 55+ gated communiti...
Reduced -$4,999
153 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential
MLS# L4959536 / Active
Opportunities like this rarely come available in the gated Lakewood community. This beautifully updated lakefront pool home sits on a private one-a...
Reduced -$26,000
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
1700 6th Street UNIT C2
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4960231 / Active
Welcome to easy, low-maintenance Florida living in this fully furnished 1 bedroom, 1 bathroom ground-floor condo located in the well-established Wi...
5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential
MLS# S5146003 / Active
Welcome to 5445 Chandler in Winter Havena great opportunity for buyers looking to add their own personal touch! This home offers generous square fo...
Reduced -$5,000
525 Avenue A
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential
MLS# S5146036 / Active
Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a spark...
221 Avenue L
Winter Haven, FL 33881
Lake Silver Terrace
Residential
MLS# O6391663 / Active
Cozy 3-Bed, 3-Bath Home Near Downtown Winter HavenWelcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-ba...
Reduced -$10,800
2786 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential
MLS# O6391683 / Active
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an ar...
Reduced -$2,090
943 Summer Glen Drive
Winter Haven, FL 33880
Coventry Cove Ph II
Residential
MLS# O6386883 / Active
One or more photo(s) has been virtually staged. 943 Summer Glen Dr is a spacious and well-maintained home offering exceptional value in the heart o...
2790 Adeline Avenue
Winter Haven, FL 33881
Willowbrook South
Residential
MLS# O6391726 / Active
Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an ar...
Reduced -$6,090
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MLS IDX data last updated on 06-09-2026 9:32 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