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 311-320 of 790
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
47 Photos 1502 NE Buckeye Road UNIT #2 Winter Haven, FL 33881

1502 NE Buckeye Road UNIT #2
Winter Haven, FL 33881
Buckeye Heights
Residential

MLS# O6389762 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2004 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Heights

Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Ch... 

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$279,900
Provided courtesy of KURUVILA REALTY ASSOCIATES LLC
40 Photos 4880 Old Lucerne Park Road Winter Haven, FL 33881

4880 Old Lucerne Park Road
Winter Haven, FL 33881
Lucerne Shores
Residential

MLS# L4961698 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 660 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Shores

Virtually Staged. Enjoy the beauty of true Florida lakefront living on private Lake Lucerne! Situated on just over half an acre, this fully fenced ... 

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$129,990
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
52 Photos 6044 Grand Oaks Drive Winter Haven, FL 33884

6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# S5126925 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ... 

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$169,900
Reduced -$15,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
45 Photos 148 Lake Otis Road Winter Haven, FL 33884

148 Lake Otis Road
Winter Haven, FL 33884
Lakewood
Residential

MLS# L4958667 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2663 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lakewood

Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level hom... 

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$459,000
Provided courtesy of LOCKHART & ASSOCIATES INC
17 Photos 3155 Country Club Circle Winter Haven, FL 33881

3155 Country Club Circle
Winter Haven, FL 33881
Country Walk/winter Haven
Residential

MLS# S5149714 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Walk/winter Haven

Welcome to this beautifully maintained home featuring a spacious open floor plan and numerous recent upgrades. The heart of the home boasts brand-n... 

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$330,000
Provided courtesy of AGENT TRUST REALTY CORPORATION
20 Photos 1633 Nantucket Way Winter Haven, FL 33884

1633 Nantucket Way
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# O6403149 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1863 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Take advantage of an incredible builder promotion featuring low down payment options and builder paid closing costs, rate promotions, with a low 4.... 

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$338,900
Provided courtesy of PREFERRED REAL ESTATE BROKERS
42 Photos 6827 S Lake Henry Drive Winter Haven, FL 33881

6827 S Lake Henry Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential

MLS# TB8464788 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1450 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake N Golf Estates Add

Discover lakeside living at its finest in this spacious 4-bedroom, 2-bath home located in the highly desirable 55+ community of Golf & Lake Estates... 

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$195,000
Reduced -$10,000
Provided courtesy of GREEN STAR REALTY, INC.
52 Photos 183 Lake Thomas Winter Haven, FL 33880

183 Lake Thomas
Winter Haven, FL 33880
Lake Thomas Woods Eight Add
Residential

MLS# P4937839 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2385 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Lake Thomas Woods Eight Add

RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas - No HOADiscover the perfect blend of comfortable family living a... 

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$460,000
Reduced -$5,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
9 Photos 1605 36th Street Winter Haven, FL 33881

1605 36th Street
Winter Haven, FL 33881
Inwood
Residential

MLS# O6418690 / Active
5 Beds, 2.00 Total Baths, 2 Full Bath, 1700 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Seller to pay all closing costs...The home is not available for showing until the end of July.. Welcome to 1605 36th Street NW, a beautifully updat... 

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$280,000
Increase +$252,000
Provided courtesy of INTELLIGENCE CHOICE REALTY 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 06-20-2026 1:39 PM EST.

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


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