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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6773 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# P4938301 / Active
Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVA...
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
345 24th Street UNIT #25
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# P4937740 / Active
Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperia...
Reduced -$13,000
447 Village Circle
Winter Haven, FL 33880
Village Park
Residential
MLS# P4938447 / Active
This home is a must see!! Very well maintained home located in Village Park, a 55+ community where dogs are allowed. The home features new thermal ...
413 Winter Ridge Boulevard UNIT #413
Winter Haven, FL 33881
Winter Ridge Condo
Residential
MLS# P4936697 / Active
PRICE REDUCED on this wonderful opportunity! Welcome to Winter Ridge Condominiums Lakeside Living on the Winter Haven Chain of Lakes. Discover the ...
Reduced -$5,000
381 Winter Ridge Boulevard
Winter Haven, FL 33881
Winter Ridge Condo
Residential
MLS# S5140657 / Active
One or more photo(s) has been virtually staged. Waterfront view from your porch. Affordability, low-maintenance comfort, & strong rental income pot...
Reduced -$2,500
6133 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959932 / Active
Priced to Sell! Fully furnished! Excellent opportunity in the desirable 55+ community of Garden Grove Oaks where you own your land and enjoy low HO...
1220 33rd Street
Winter Haven, FL 33881
West Cannon Heights
Residential
MLS# A4694880 / Active
Charming 3-bedroom, 1-bath home with no HOA, offering a great opportunity for investors or first-time buyers alike. Conveniently located in Winter ...
5850 Cypress Gardens Boulevard UNIT #304
Winter Haven, FL 33884
Royal Crescent Condo
Residential
MLS# O6266648 / Active
Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new own...
Reduced -$35,000
5850 Cypress Gardens Boulevard UNIT #405
Winter Haven, FL 33884
Royal Crescent Condo
Residential
MLS# G5104966 / Active
This two bedroom one and a half bath condo offers comfortable living. The kitchen features stainless steel appliances and an eat-in space. Bedrooms...
Reduced -$1,000
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MLS IDX data last updated on 06-06-2026 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