Winter Haven FL Homes for Sale

Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 251-260 of 777
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
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
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
32 Photos 1454 Austin St Winter Haven, FL 33884

1454 Austin St
Winter Haven, FL 33884
Peace Creek Reserve
Residential

MLS# S5152488 / Active
5 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2254 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve

Excellent investment opportunity in Winter Haven, one of Central Florida’s growing residential markets, known for its family-friendly lifestyle, be... 

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$320,000
Provided courtesy of DALTON WADE INC
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
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
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 September 2026! The Atwood floor plan features 3 bedrooms, 2 full baths, approximately 1,600 sq. ft., an open-concept ... 

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$319,990
Reduced -$2,500
Provided courtesy of DRB GROUP 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
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
29 Photos 2519 Sage Valley Way Winter Haven, FL 33884

2519 Sage Valley Way
Winter Haven, FL 33884
Harmony On Lake Eloise
Residential

MLS# O6420357 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1828 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony On Lake Eloise

Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with ... 

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$319,900
Reduced -$2,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

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 07-12-2026 8:41 AM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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