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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213 Cleveland Avenue
Winter Haven, FL 33881
Eastwood Sub
Residential
MLS# P4938281 / Active
Welcome to this charming 2-bedroom, 1-bath home in the growing city of Winter Haven. Situated on a .16-acre oversized lot, this property offers bot...
Reduced -$10,000
5347 Mickey Avenue
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential
MLS# S5146851 / Active
This home offers, 9""4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living ...
Reduced -$478
5365 Hogan Lane
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4938226 / Active
Welcome to the next exciting chapter of your life in Lake Ashton, Central Floridas premier 55+ active-adult community, where this immaculately main...
321 Orange Blossom Drive
Winter Haven, FL 33880
Waters Edge Unit 01 A Rep
Residential
MLS# S5146754 / Active
Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Wi...
Reduced -$10,500
551 Lake Smart Boulevard
Winter Haven, FL 33881
Lake Smart Pointe
Residential
MLS# S5146731 / Active
HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a...
Reduced -$15,000
2642 Rutledge Court
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# A4688023 / Active
Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee inc...
Reduced -$10,000
900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5146723 / Active
One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake ...
6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# S5146696 / Active
One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, ...
Reduced -$4,400
5850 Cypress Gardens Boulevard UNIT #302
Winter Haven, FL 33884
Royal Crescent Condo
Residential
MLS# P4938197 / Active
Welcome to this charming and updated, move-in ready 2-bedroom, 1.5-bath condo nestled right on Cypress Gardens Blvd in Winter Haven just minutes fr...
Reduced -$14,500
220 King Road
Winter Haven, FL 33880
Not In Subdivision
Residential
MLS# B4902220 / Active
***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investo...
Reduced -$1,071,000
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MLS IDX data last updated on 06-09-2026 8:30 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