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 571-580 of 782
17 Photos 2953 Whispering Trails Drive Winter Haven, FL 33884

2953 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# O6407939 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1274 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. T... 

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$230,000
Reduced -$10,000
Provided courtesy of OPENDOOR BROKERAGE LLC
70 Photos 11 Casarena Court Winter Haven, FL 33881

11 Casarena Court
Winter Haven, FL 33881
Casarena On the Lake
Residential

MLS# S5132611 / Active
2 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2045 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Casarena On the Lake

Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the... 

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$230,000
Reduced -$20,000
Provided courtesy of DREAM BUILDERS REALTY
55 Photos 2115 Kings Crossing Winter Haven, FL 33880

2115 Kings Crossing
Winter Haven, FL 33880
Stonebridge
Residential

MLS# L4962289 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1396 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Stonebridge

*PRICE IMPROVEMENT*~2/2 Winter Haven residence Offered for Sale~Great opportunity for a first-time home buyer or an investor! This adorable 2/2 pro... 

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$229,900
Reduced -$5,000
Provided courtesy of HOUSE OF GLASS REAL ESTATE PM
25 Photos 321 Squires Grove Drive Winter Haven, FL 33880

321 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove
Residential

MLS# TB8517299 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1616 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Squires Grove

Welcome to this 3 bedroom, 2 bathroom home located in the Squires Grove community in Winter Haven a growing Central Florida market known for its ch... 

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$229,900
Provided courtesy of HOUSEWELL.COM REALTY OF FLORIDA LLC
31 Photos 14 Enclave Drive Winter Haven, FL 33884

14 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 01
Residential

MLS# P4935733 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1368 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 01

Fresh on the market is this meticulously maintained and professionally updated 2 bedroom 2 bath villa located in the sought after ""Enclave"" neigh... 

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$229,900
Reduced -$10,000
Provided courtesy of LOCKHART & ASSOCIATES INC
18 Photos 3821 Avenue J Winter Haven, FL 33881

3821 Avenue J
Winter Haven, FL 33881
Deerwood
Residential

MLS# TB8508879 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1252 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Deerwood

Welcome Home to your 3 bedroom/2 bath home! NEW luxury vinyl plank flooring and freshly painted throughout, granite in the kitchen and baths, new l... 

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$229,900
Provided courtesy of POWERS REAL ESTATE SOLUTIONS LLC
35 Photos 2026 Kings Crossing Winter Haven, FL 33880

2026 Kings Crossing
Winter Haven, FL 33880
Stonebridge Ph 02
Residential

MLS# O6410748 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1131 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Stonebridge Ph 02

PRICE ENHANCEMENT!!!! SELLER MOTIVATED! MOVE-IN-READY! WELCOME HOME TO STONEBRIDGE! WHERE COMFORT, STYLE, AND CONVENIENCE COME TOGETHER! NEWER ROOF... 

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$229,900
Reduced -$5,100
Provided courtesy of COLDWELL BANKER REALTY
26 Photos 221 Avenue L Winter Haven, FL 33881

221 Avenue L
Winter Haven, FL 33881
Lake Silver Terrace
Residential

MLS# O6391663 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1000 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Silver Terrace

Cozy 3-Bed, 3-Bath Home Near Downtown Winter HavenWelcome to your next chapter in the heart of Winter Haven. This warm and inviting 3-bedroom, 3-ba... 

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$226,000
Reduced -$10,800
Provided courtesy of COLDWELL BANKER REALTY
44 Photos 1561 Vienna Square Drive Winter Haven, FL 33884

1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# P4932767 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. T... 

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$225,000
Reduced -$2,000
Provided courtesy of FLORIDA HOME CHOICE REALTY
30 Photos 3420 Avenue T Winter Haven, FL 33881

3420 Avenue T
Winter Haven, FL 33881
Inwood
Residential

MLS# L4961252 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1088 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

6/12/2026 - NO SHOWINGS UNTIL NEXT WEEK due to flooring install.Fully Remodeled 3 Bed / 3 Bath with No HOA - Move-In Ready in Winter Haven!Welcome ... 

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$225,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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 06-17-2026 7:58 PM 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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