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 511-520 of 770
41 Photos 1355 Benevento Drive Winter Haven, FL 33884

1355 Benevento Drive
Winter Haven, FL 33884
Villamar Ph 2
Residential

MLS# P4939067 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1964 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 2

Welcome home to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Villa Mar community of Winter Haven! Built just 5 years ago... 

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$319,900
Provided courtesy of DALTON WADE INC
41 Photos 136 Lake Ring Drive Winter Haven, FL 33884

136 Lake Ring Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Unit
Residential

MLS# P4938606 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1728 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Unit

PRICE REDUCTION! WELCOME TO YOUR NEW HOME! Experience peaceful lakefront living in a charming SE Winter Haven location, just minutes from LEGOLAN... 

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$319,900
Reduced -$5,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
17 Photos 5135 Kinsley Drive Winter Haven, FL 33884

5135 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127745 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1919 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Discover this must-see Ruby home. Included features: an inviting covered entry; a well-appointed kitchen offering 42"" white cabinets, a walk-in pa... 

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$319,950
Increase +$4,951
Provided courtesy of AXEN REALTY, LLC
7 Photos 2775 San Marco Way Winter Haven, FL 33884

2775 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6400845 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1564 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Discover a home where modern comfort meets effortless style in the beautiful VillaMar community of Winter Haven. Sur... 

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$319,990
Reduced -$25,000
Provided courtesy of RE/MAX ASSURED
2 Photos 811 Andrew Street Winter Haven, FL 33881

811 Andrew Street
Winter Haven, FL 33881
Willowbrook North
Residential

MLS# O6410787 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1600 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Willowbrook North

Under Construction. Ready in August 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept des... 

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$319,990
Reduced -$2,500
Provided courtesy of DRB GROUP REALTY, LLC
34 Photos 5013 Kaia Avenue Winter Haven, FL 33884

5013 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# TB8502448 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1988 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by May 2026! Open floor plan creates a unified living space with a large great room ... 

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$319,990
Reduced -$33,130
Provided courtesy of MERITAGE HOMES OF FL REALTY
32 Photos 2221 20th Street Winter Haven, FL 33881

2221 20th Street
Winter Haven, FL 33881
Orange Shores
Residential

MLS# P4936782 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1727 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Orange Shores

This beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern comfort and classic Florida living. Located directly across from... 

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$319,999
Reduced -$25,001
Provided courtesy of REAL FLORIDA REALTY LLC
62 Photos 3365 Costello Circle Winter Haven, FL 33884

3365 Costello Circle
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# L4962031 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2522 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Short Sale. Discover this beautifully designed 2023-built 5-bedroom, 3-bathroom home located in the highly sought-after Villamar community in Winte... 

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$320,000
Provided courtesy of ENGEL & VOELKERS LAKELAND
44 Photos 2 Casarena Court Winter Haven, FL 33881

2 Casarena Court
Winter Haven, FL 33881
Casarena On Lakes
Residential

MLS# L4958770 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2377 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

**RECENTLY REDUCED AND PRICED TO SELL** Welcome to this spacious 3 bedroom, 3 bath townhouse located in the private, gated, lakefront community of ... 

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$320,000
Reduced -$19,000
Provided courtesy of BERRY REALTY & APPRAISAL SERVICES PA
43 Photos 132 Alachua Drive Winter Haven, FL 33884

132 Alachua Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Un
Residential

MLS# P4937917 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2466 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Un

Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offe... 

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$320,000
Reduced -$1,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR

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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