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 151-160 of 782
50 Photos 900 Lake Jessie Drive Winter Haven, FL 33881

900 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential

MLS# S5146723 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 1828 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: East View Pkwy

Virtually Staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter Havens ... 

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$450,000
Reduced -$19,900
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
44 Photos 6775 Brentwood Drive Winter Haven, FL 33881

6775 Brentwood Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential

MLS# S5146696 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1320 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates

One or more photo(s) has been virtually staged. Welcome to 6775 Brentwood Dr NE, located in the desirable no pet community of Lake N Golf Estates, ... 

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$132,500
Reduced -$4,400
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
30 Photos 1658 Teagan Lane Winter Haven, FL 33884

1658 Teagan Lane
Winter Haven, FL 33884
Peace Creek Reserve
Residential

MLS# S5146407 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1933 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve

Virtually Staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story residence offers 4 bedrooms and 2.... 

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$315,990
Provided courtesy of GLASSTONE GROUP INC
8 Photos 28 Casarena Court Winter Haven, FL 33881

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

MLS# S5146381 / 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

Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed... 

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$175,000
Reduced -$10,000
Provided courtesy of REALTYCITY INC
13 Photos 6332 Bayberry Boulevard Winter Haven, FL 33881

6332 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# S5146261 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1012 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

This home located in the desirable Brookhaven Village community in Winter Haven. This property offers a comfortable layout with spacious living are... 

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$106,000
Provided courtesy of R&J REALTY AND PROPERTY MANAGEMENT LLC
24 Photos 3661 Queens Cove Boulevard Winter Haven, FL 33880

3661 Queens Cove Boulevard
Winter Haven, FL 33880
Queens Cove Ph 04
Residential

MLS# S5146164 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1632 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Queens Cove Ph 04

Welcome to this well-maintained residence located in the established Queens Cove community of Winter Haven. This inviting home offers a comfortable... 

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$259,990
Provided courtesy of AGENT TRUST REALTY CORPORATION
19 Photos 2849 Cathy Boulevard Winter Haven, FL 33880

2849 Cathy Boulevard
Winter Haven, FL 33880
Sutton Preserve
Residential

MLS# S5146156 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1928 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Sutton Preserve

Welcome to 2849 Cathy Blvd, Winter Haven, FL 33880a beautifully designed ranch-style home offering an airy, open-concept layout centered around a s... 

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$325,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE III
16 Photos 525 Avenue A Winter Haven, FL 33881

525 Avenue A
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential

MLS# S5146036 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1870 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Revised Map of Fernwood Add

Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a spark... 

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$349,999
Provided courtesy of NORKIS & CO REALTY
39 Photos 5445 Chandler Drive Winter Haven, FL 33884

5445 Chandler Drive
Winter Haven, FL 33884
Bentley Place
Residential

MLS# S5146003 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 3010 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Bentley Place

Welcome to 5445 Chandler in Winter Havena great opportunity for buyers looking to add their own personal touch! This home offers generous square fo... 

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$305,000
Reduced -$9,500
Provided courtesy of TRANSCEND REALTY
54 Photos 4019 Carteret Drive Winter Haven, FL 33884

4019 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# S5145776 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1719 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Havens premier 55+ gated communiti... 

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$265,000
Reduced -$4,999
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS

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 2:00 AM EST.

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


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