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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Displaying results 251-260 of 760
32 Photos 2747 San Marco Way Winter Haven, FL 33884

2747 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6401087 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1680 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Ready for immediate move-in, the three bedroom, two bathroom home welcomes you with a perfect blend of style, comfort, and modern living. Thoughtfu... 

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$304,990
Reduced -$10,000
Provided courtesy of RE/MAX ASSURED
61 Photos 47 Enclave Drive Winter Haven, FL 33884

47 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 2
Residential

MLS# P4937867 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 2

PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Ho... 

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$245,000
Reduced -$15,000
Provided courtesy of XCELLENCE REALTY, INC
44 Photos 814 Sunset Cove Drive Winter Haven, FL 33880

814 Sunset Cove Drive
Winter Haven, FL 33880
Sunset Cove Ph 01
Residential

MLS# GC540983 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1768 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Sunset Cove Ph 01

Welcome to 814 Sunset Cove Drive in Winter Haven! This move-in ready 4-bedroom, 2-bathroom home offers the perfect combination of comfort, style, a... 

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$305,000
Provided courtesy of EXP REALTY LLC
28 Photos 1716 Terry Circle Winter Haven, FL 33881

1716 Terry Circle
Winter Haven, FL 33881
Buckeye Haven
Residential

MLS# S5150876 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1065 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Haven

Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, c... 

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$270,000
Provided courtesy of EXIT REALTY 4CORNERS
32 Photos 305 Hernando Road Winter Haven, FL 33884

305 Hernando Road
Winter Haven, FL 33884
Valenciawood Hills
Residential

MLS# P4937701 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2569 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Valenciawood Hills

Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled f... 

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$479,000
Reduced -$6,000
Provided courtesy of COLDWELL BANKER REALTY
46 Photos 511 Marcia Loop Winter Haven, FL 33884

511 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential

MLS# L4957392 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2159 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Crystals Landing

4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome ... 

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$284,900
Reduced -$10,000
Provided courtesy of THE STONES REAL ESTATE FIRM
49 Photos 4 Grove Court Winter Haven, FL 33884

4 Grove Court
Winter Haven, FL 33884
Lake Winterset Acres
Residential

MLS# O6401108 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1983 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Winterset Acres

One or more photo(s) has been virtually staged. STUNNING POOL HOME ON OVERSIZED .53-ACRE CUL-DE-SAC LOT WITH NO HOA! Experience the perfect Florida... 

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$429,900
Provided courtesy of LPT REALTY, LLC
56 Photos 4338 Cherrywood Street Winter Haven, FL 33880

4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4928579 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 864 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan... 

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$89,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
31 Photos 1783 White Elephant Loop Winter Haven, FL 33884

1783 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8498625 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2244 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no ... 

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$409,900
Provided courtesy of LGI REALTY- FLORIDA, LLC
32 Photos 314 Terranova Boulevard Winter Haven, FL 33884

314 Terranova Boulevard
Winter Haven, FL 33884
Terranova Ph IV
Residential

MLS# O6401702 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1884 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Terranova Ph IV

Welcome to this stunning 3-bedroom + den pool home in a desirable gated community in Winter Havenwhere space, style, and Florida living come togeth... 

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$399,990
Reduced -$10,010
Provided courtesy of MARK SPAIN REAL ESTATE

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-09-2026 3:56 PM EST.

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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