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 421-430 of 758
70 Photos 4056 Rolling Oaks Drive Winter Haven, FL 33880

4056 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937783 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1104 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice... 

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$125,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
62 Photos 4228 Cedarwood Street Winter Haven, FL 33880

4228 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937684 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1104 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this very well maintained home. This home features some new vinyl flooring and newer windows. The hall bathroom has been upgraded w... 

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$118,000
Provided courtesy of COLDWELL BANKER REALTY
31 Photos 4179 Rolling Oaks Drive Winter Haven, FL 33880

4179 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902100 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You will fall in love with this home from the time you walk through the front door. Has so much to offer, Has rear screen porch and backs up to dra... 

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$104,900
Reduced -$15,000
Provided courtesy of SOUTHERN BELLE REALTY
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
58 Photos 4908 Rosewood Street Winter Haven, FL 33880

4908 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4932743 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out this wonderfully maintained home located in Oakwood Estates, a 55+ community. The HVAC has just been replaced and the roof is 3 years old... 

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$108,000
Reduced -$10,000
Provided courtesy of COLDWELL BANKER REALTY
29 Photos 4212 Cedarwood Street Winter Haven, FL 33880

4212 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# A4692973 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1265 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carportyou'll notice the Newly ... 

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$133,900
Provided courtesy of FLORIDA HOMES REALTY & MORTGAGE
65 Photos 4127 Sprucewood Street Winter Haven, FL 33880

4127 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4936494 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1035 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Great home with an open living space ready for it's next owner. This home has a fresh coat of paint and is a blank slate for it's new owners. Sit o... 

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$85,000
Reduced -$5,000
Provided courtesy of COLDWELL BANKER REALTY
64 Photos 4251 Cedarwood Street Winter Haven, FL 33880

4251 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4937233 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1216 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two ... 

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$106,000
Reduced -$12,000
Provided courtesy of COLDWELL BANKER REALTY
43 Photos 4420 Limewood Street Winter Haven, FL 33880

4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# S5142224 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 864 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome home to 4420 Limewood St in Winter Haven, located in the desirable 55+ co-op community of Oakwood Estatesa neighborhood known for active li... 

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$105,000
Reduced -$7,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
19 Photos 4165 Rolling Oaks Drive Winter Haven, FL 33880

4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902127 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e... 

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$90,000
Reduced -$9,900
Provided courtesy of SOUTHERN BELLE REALTY

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 Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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