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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 431-440 of 785
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
18 Photos 1100 Carefree Cove Drive Winter Haven, FL 33881

1100 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential

MLS# O6407265 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1019 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Carefree Cove

Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively ref... 

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$214,000
Reduced -$3,000
Provided courtesy of OPENDOOR BROKERAGE LLC
43 Photos 341 Avenue L Winter Haven, FL 33881

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

MLS# O6407035 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1188 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Silver Terrace

Charming & Renovated Single Family Home With NO HOA & Great Investment Potential! Welcome to this cozy 3 Bed, 1 Bath residence that features a seam... 

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$179,000
Reduced -$6,000
Provided courtesy of KN PREMIER REALTY, INC
35 Photos 3642 Queens Cove Boulevard Winter Haven, FL 33880

3642 Queens Cove Boulevard
Winter Haven, FL 33880
Queens Cove Ph 04
Residential

MLS# O6406940 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1396 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Queens Cove Ph 04

Welcome to this spacious 3-bedroom, 2-bathroom home located in the desirable Winter Haven area. This residence offers a great floor plan with plent... 

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$243,500
Reduced -$1,500
Provided courtesy of OAK AVENUE REAL ESTATE LLC
44 Photos 1590 Vienna Square Drive Winter Haven, FL 33884

1590 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# O6406908 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

Welcome to Vienna Square a vibrant, beautifully maintained 55+ gated community where resort-style living meets true low-maintenance comfort. This c... 

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$210,000
Provided courtesy of RE/MAX PRIME PROPERTIES
21 Photos 317 Avenue G Winter Haven, FL 33880

317 Avenue G
Winter Haven, FL 33880
Havencrest Add
Residential

MLS# O6406631 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1610 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Havencrest Add

Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautiful... 

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$255,000
Reduced -$10,000
Provided courtesy of MBA REALTY GROUP, INC
37 Photos 812 Andrew Street Winter Haven, FL 33881

812 Andrew Street
Winter Haven, FL 33881
Willowbrook North
Residential

MLS# O6406531 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2371 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Willowbrook North

MOVE-IN READY! Discover lakeside living at Willowbrook North in Winter Haven, where modern single-family homes meet scenic Florida charm. Nestled n... 

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$344,990
Reduced -$5,000
Provided courtesy of DRB GROUP REALTY, LLC
30 Photos 1757 Hummingbird Road Winter Haven, FL 33884

1757 Hummingbird Road
Winter Haven, FL 33884
Harmony On Lake Eloise Phase 4
Residential

MLS# O6406366 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2336 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Harmony On Lake Eloise Phase 4

Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in... 

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$423,990
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
34 Photos 1782 White Elephant Winter Haven, FL 33884

1782 White Elephant
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# O6405643 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Discover affordable luxury and modern Florida living in this beautifully designed brand-new 2025 home located in the growing Peach Crossings commun... 

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$342,900
Increase +$4,000
Provided courtesy of WATSON REALTY CORP.
39 Photos 4856 Summerfield Circle Winter Haven, FL 33881

4856 Summerfield Circle
Winter Haven, FL 33881
Country Club Estates
Residential

MLS# O6405577 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1688 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Club Estates

One or more photo(s) has been virtually staged. Discover the perfect blend of modern updates and serene living in this stunning 4-bedroom, 2-bathro... 

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$309,900
Provided courtesy of ORLANDO REO PROF I INC

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 06-18-2026 7:51 PM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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