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 371-380 of 758
24 Photos 2108 River Hawk Loop Winter Haven, FL 33880

2108 River Hawk Loop
Winter Haven, FL 33880
Residences At Winter Haven
Residential

MLS# S5148855 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2032 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Residences At Winter Haven

Move-in ready! Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and conne... 

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$384,900
Provided courtesy of KELLER WILLIAMS REALTY AT THE LAKES
51 Photos 21 Casarena Court Winter Haven, FL 33881

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

MLS# L4956453 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On Lakes

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and metic... 

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$285,000
Provided courtesy of HOMETRUST REAL ESTATE & PTY MGT
21 Photos 1301 Evalyn Drive Winter Haven, FL 33880

1301 Evalyn Drive
Winter Haven, FL 33880
Elbert Hills
Residential

MLS# L4957933 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1817 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Elbert Hills

Welcome to your dream home, a charming 2-bedroom, 2-bath retreat with a versatile bonus room that can be used as a 3rd bedroom or a separate home o... 

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$300,000
Reduced -$5,900
Provided courtesy of LIVE FLORIDA REALTY
34 Photos 1396 Axel Circle Winter Haven, FL 33880

1396 Axel Circle
Winter Haven, FL 33880
Pinnacle Point
Residential

MLS# TB8512920 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3022 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Pinnacle Point

One or more photo(s) has been virtually staged. Welcome to this beautifully updated, 5-bedroom, 3-bath home built in 2022, located in the sought-af... 

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$389,900
Reduced -$10,100
Provided courtesy of ROBERT SLACK LLC
35 Photos 235 Hibiscus Street Winter Haven, FL 33881

235 Hibiscus Street
Winter Haven, FL 33881
Lakes/lucerne Park Ph 4
Residential

MLS# O6308867 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2527 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakes/lucerne Park Ph 4

Discover a rare opportunity for instant equity with this spacious 5-bedroom, 3-bathroom home in Winter Haven. Ideal for multi-generational living o... 

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$280,000
Reduced -$5,180
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE
48 Photos 802 Marcia Loop Winter Haven, FL 33884

802 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential

MLS# P4937120 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1539 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Crystals Landing

Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the str... 

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$349,900
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
19 Photos 4165 Rolling Oaks Drive Winter Haven, FL 33880

4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902127 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e... 

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$90,000
Reduced -$9,900
Provided courtesy of SOUTHERN BELLE REALTY
42 Photos 2964 Plantation Road Winter Haven, FL 33884

2964 Plantation Road
Winter Haven, FL 33884
Cypresswood Plantations
Residential

MLS# O6352519 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3614 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Plantations

Welcome to this refined sanctuary where timeless elegance meets Floridas tranquil landscape. On a premium golf-adjacent lot within the guarded, gat... 

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$579,900
Reduced -$20,000
Provided courtesy of PREMIER SOTHEBYS INT'L REALTY
19 Photos 5163 Kinsley Drive Winter Haven, FL 33884

5163 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5130838 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2077 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, youll find an open layout with a dining ... 

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$339,999
Reduced -$8,094
Provided courtesy of AXEN REALTY, LLC
5 Photos 1533 Leamington Lane Winter Haven, FL 33884

1533 Leamington Lane
Winter Haven, FL 33884
Villa Mar Phase 3
Residential

MLS# L4954446 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2200 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villa Mar Phase 3

Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, ... 

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$304,366
Reduced -$5,000
Provided courtesy of ADAMS HOMES REALTY

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 06-16-2026 2:00 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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