David Shippey
863.521.4517

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 461-470 of 838
64 Photos 4090 Rolling Oaks Drive Winter Haven, FL 33880

4090 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935321 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1344 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this spacious home located on a corner lot in Oakwood Estates, a 55+ community. The furnishings currently in the home will remain. ... 

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$129,000
Provided courtesy of COLDWELL BANKER REALTY
11 Photos 4067 Rolling Oaks Drive Winter Haven, FL 33880

4067 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4901770 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 992 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

This home is move in ready! Being sold furnished. This home has a lot of updates. Newer,washer,dryer,refrig.,stove with warranty still on refrigera... 

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$92,900
Reduced -$4,000
Provided courtesy of SOUTHERN BELLE REALTY
20 Photos 4250 Cedarwood Street Winter Haven, FL 33880

4250 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902006 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1200 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Fall in love with this 2/2 light and airy, open floor plan home. This home has it all, from its tons of storage , two porches, nice washroom, Home ... 

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$109,900
Provided courtesy of SOUTHERN BELLE REALTY
65 Photos 4530 Redwood Street Winter Haven, FL 33880

4530 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935044 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Move right into this wonderfully furnished home in Oakwood Estates, a 55+ community. The home will be fully furnished less personal items and antiq... 

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$129,000
Provided courtesy of COLDWELL BANKER REALTY
27 Photos 4246 Cedarwood Street Winter Haven, FL 33880

4246 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# O6325757 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1008 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome to your move in ready home in Oakwood Estates, a gated community designed for those aged 55 and older. This beautifully maintained 2-bedroo... 

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$114,000
Provided courtesy of LPT REALTY, LLC
79 Photos 4192 Rolling Oaks Drive Winter Haven, FL 33880

4192 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935707 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

This lovely home is a MUST SEE in Oakwood Estates 55+ community! This well-maintained and updated 2 BR/ 2 BA home has a warm and cozy feeling from ... 

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$138,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
62 Photos 4455 Limewood Street Winter Haven, FL 33880

4455 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935444 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1368 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Check out this beautiful home located on a corner lot in Oakwood Estates, a 55+ community. The exterior is maintenance free with rock and pavers, s... 

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$140,000
Provided courtesy of COLDWELL BANKER REALTY
68 Photos 4115 Rolling Oaks Drive Winter Haven, FL 33880

4115 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935353 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1416 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

This is a must see home!! This home has two porch areas plus a bonus room. The side porch is perfect for enjoying your morning coffee and watching ... 

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$128,900
Provided courtesy of COLDWELL BANKER REALTY
42 Photos 4420 Limewood Street Winter Haven, FL 33880

4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# O6305229 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1000 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome HOME to upgrade your lifestyle in this wildly popular Oakwood Estates 55+ Senior Gated community! Priced to SELL, Upgraded, and Move-In Rea... 

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$134,990
Provided courtesy of EXP REALTY LLC
75 Photos 4113 Rolling Oaks Drive Winter Haven, FL 33880

4113 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# P4935311 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1392 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

You won't believe this amazing home that goes on and on. Walk into the front porch area which is finished for additional living space. Then pass in... 

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$129,900
Provided courtesy of COLDWELL BANKER REALTY

Broker Reciprocity The information being provided by © 2025 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 REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, 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 08-12-2025 2:02 AM EST.

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


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