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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1452 Grand Cayman Circle
Winter Haven, FL 33884
Lake Dexter Moorings
Residential
MLS# L4950037 / Active
PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dextera peaceful 166-acre lake in southeast Winter Haven, accessible only through pr...
Reduced -$1,000
1454 Grand Cayman Circle
Winter Haven, FL 33884
Lake Dexter Moorings
Residential
MLS# O6396319 / Active
Beautifully maintained and move-in ready 2BR/2BA home in desirable SE Winter Haven, located in Lake Dexter Moorings with low HOA and access to a co...
Reduced -$12,010
1444 Kingfish Ln
Winter Haven, FL 33884
Lake Dexter Moorings
Residential
MLS# P4937632 / Active
Beautifully Maintained 2 bedroom, 2 bath home with a large 2 car garage, perfectly situated on a corner lot. Nestled in Lake Dexter Moorings with a...
Reduced -$15,000
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
542 Lake Dexter Boulevard
Winter Haven, FL 33884
Lake Dexter Woods Ph 02
Residential
MLS# L4962517 / Active
Welcome to this charming home in the desirable Lake Dexter Woods community of Southeast Winter Haven. This well-maintained residence offers comfort...
1558 Drexel Avenue
Winter Haven, FL 33881
Lake Elbert Heights Unit 01 02 Rep
Residential
MLS# L4960971 / Active
One or more photo(s) has been virtually staged. HUGE $15,000 PRICE DROP! Completely renovated and move-in ready, this beautifully updated home comb...
Reduced -$15,500
1540 Avenue C
Winter Haven, FL 33881
Lake Elbert Heights Unit 02 02 Rep
Residential
MLS# R4909059 / Active
Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank appro...
208 Lake Howard Drive UNIT #104
Winter Haven, FL 33880
Lake Howard Terrace
Residential
MLS# P4937862 / Active
This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjo...
Reduced -$4,100
2011 9th Street
Winter Haven, FL 33881
Lake Idyll Estates
Residential
MLS# L4958098 / Active
Welcome to this well-maintained 3 bedroom, 2 bath home located on a quiet, established street. The Spacious eat in kitchen features tile flooring a...
Reduced -$3,000
2105 9th Street
Winter Haven, FL 33881
Lake Idyll Estates
Residential
MLS# O6395140 / Active
Beautifully updated home located in the heart of Winter Haven! This charming property features 2 bedrooms, 1 bathroom, plus a versatile bonus room ...
Reduced -$9,900
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MLS IDX data last updated on 06-09-2026 1:58 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