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 41-50 of 758
70 Photos 4158 Rolling Oaks Drive Winter Haven, FL 33880

4158 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4938916 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1403 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contai... 

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$124,900
Provided courtesy of COLDWELL BANKER REALTY
49 Photos 1502 Buckeye Road UNIT #4 Winter Haven, FL 33881

1502 Buckeye Road UNIT #4
Winter Haven, FL 33881
Buckeye Heights
Residential

MLS# P4938057 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1257 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Heights

One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of ... 

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$219,000
Provided courtesy of STAR REALTY OF WINTER HAVEN
41 Photos 257 Meadowbrook Boulevard Winter Haven, FL 33881

257 Meadowbrook Boulevard
Winter Haven, FL 33881
Lucerne Park Reserve
Residential

MLS# P4937588 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1725 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

PRICE IMPROVEMENT! Welcome to this super spacious 3-bedroom, 2-bath home located in Lucerne Park Reserve in Winter Haven. Built in 2020, this home ... 

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$287,950
Reduced -$2,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
38 Photos 6473 Peppertree Path Winter Haven, FL 33881

6473 Peppertree Path
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# P4938365 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1107 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

EASY TO SEE, SCHEDULE YOU'RE VIEWING NOW! NO LOT RENT HERE....YOU OWN IT! OFFERED PARTIALLY FURNISHED, KITCHEN APPLIANCES AND INSIDE LAUNDRY WASHER... 

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$146,000
Provided courtesy of COLDWELL BANKER REALTY
7 Photos 1540 Avenue C Winter Haven, FL 33881

1540 Avenue C
Winter Haven, FL 33881
Lake Elbert Heights Unit 02 02 Rep
Residential

MLS# R4909059 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Elbert Heights Unit 02 02 Rep

Short Sale. Quaint 3/2 home perfect for 1st time homebuyers or could be a great rental property. Contract is contingent upon third party bank appro... 

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$245,000
Provided courtesy of MILLSHIRE REALTY
25 Photos 1151 Carefree Cove Drive Winter Haven, FL 33881

1151 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential

MLS# TB8450979 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1734 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Carefree Cove

Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Connie in Winter H... 

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$425,000
Reduced -$10,000
Provided courtesy of HOMECOIN.COM
21 Photos 109 Rebecca Drive Winter Haven, FL 33881

109 Rebecca Drive
Winter Haven, FL 33881
Saxon-Myers Rep Ph 02
Residential

MLS# L4957719 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1560 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Saxon-Myers Rep Ph 02

One or more photo(s) has been virtually staged. Beautifully remodeled in 2024, this move-in ready home offers modern updates, energy efficiency, an... 

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$239,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
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

One or more photo(s) has been virtually staged. Welcome to this beautiful home in peace creek reserve! this thoughtfully designed single-story resi... 

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$315,990
Provided courtesy of GLASSTONE GROUP INC
42 Photos 340 Vail Drive Winter Haven, FL 33884

340 Vail Drive
Winter Haven, FL 33884
Cedar Cove Ph 01
Residential

MLS# S5142678 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2042 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cedar Cove Ph 01

One or more photo(s) has been virtually staged. Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove commu... 

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$365,000
Provided courtesy of EXIT REALTY 4CORNERS
25 Photos 94 W Lake Daisy Boulevard Winter Haven, FL 33884

94 W Lake Daisy Boulevard
Winter Haven, FL 33884
Lake Daisywood
Residential

MLS# P4936428 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1375 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Lake Daisywood

Welcome to this charming three-bedroom, two-bath home nestled in the desirable Lake Daisy Wood neighborhood. Featuring a practical open concept flo... 

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$275,000
Reduced -$5,000
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 06-15-2026 7:44 PM EST.

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


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