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
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained residence located in the lakefront community of Traditions, ...
Reduced -$4,901
1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential
MLS# S5145609 / Active
MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu...
Reduced -$5,000
6003 Live Oak Drive
Winter Haven, FL 33880
Oak Preserve Ph 02
Residential
MLS# S5145500 / Active
Honey, stop the car! This is the one youve been waiting for.This beautifully maintained 4-bedroom, 2-bathroom home sits on a spacious 0.45-acre fen...
Reduced -$4,000
555 Lucerne Boulevard
Winter Haven, FL 33881
Lakes/lucerne Park Ph 4
Residential
MLS# S5145385 / Active
This 4 bedroom, 2 bathroom home offers a rare combination of move in readiness and income potential, making it ideal for homeowners, seasonal resid...
Reduced -$10,000
111 Krenson Bay Loop
Winter Haven, FL 33881
Krenson Bay
Residential
MLS# S5145191 / Active
One or more photo(s) has been virtually staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offe...
Reduced -$1
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
PRICE REDUCTION!!! Bring your buyers. Great opportunity at new price.... Welcome to 740 Squires Grove Dr. This beautiful 5 bedroom, 3 bath residenc...
Reduced -$5,000
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...
1701 36th Street
Winter Haven, FL 33881
Inwood
Residential
MLS# S5143914 / Active
Welcome to this spacious and recently upgraded home sitting on a rare 0.40-acre corner lot with NO HOA and NO CDD, giving you the freedom and space...
Reduced -$3,000
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MLS IDX data last updated on 06-08-2026 2:03 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