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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28 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential
MLS# S5146381 / Active
Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed...
Reduced -$10,000
3661 Queens Cove Boulevard
Winter Haven, FL 33880
Queens Cove Ph 04
Residential
MLS# S5146164 / Active
Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable...
2849 Cathy Boulevard
Winter Haven, FL 33880
Sutton Preserve
Residential
MLS# S5146156 / Active
Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880a beautifully designed ranch-style home offering an airy, open-concept layout centered around a s...
5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential
MLS# S5146003 / Active
Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square f...
Reduced -$9,500
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
111 Krenson Bay Loop
Winter Haven, FL 33881
Krenson Bay
Residential
MLS# S5145191 / Active
Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comf...
Reduced -$4,999
6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential
MLS# S5144807 / Active
Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi...
Increase +$5,100
530 Sanctuary Boulevard
Winter Haven, FL 33881
Sanctuary By the Lake Ph One
Residential
MLS# S5144344 / Active
Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, ...
Reduced -$10,000
740 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove Ph 2
Residential
MLS# S5144206 / Active
NEW PRICE!!! Now offered a new improved price. Bring your buyers.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residence of...
Reduced -$7,991
9705 Lake Bess Road UNIT #715
Winter Haven, FL 33884
Carefree Rv Country Club
Residential
MLS# S5143953 / Active
Welcome to Carefree Country Club - one of Winter Haven't best kept secrets! Tucked away off of Cypress Gardens Boulevard, when you approach the GAT...
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MLS IDX data last updated on 07-14-2026 7:42 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