55 Plus Homes for Sale Winter Haven FL
Winter Haven FL Real Estate featuring 55 Plus Homes are listed below. These 55 Plus homes for sale in Winter Haven Florida are updated everyday from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL 55 Plus homes for sale, please call 863-521-4517 or just click the "Schedule a Tour" or "More Info" button on any property detail pages.
Click Here to Create a Free Profile to Gain Access to Detailed MLS Information that only real estate agents have access to. Your Free Profile also enables you to save your favorite search's and homes.
4155 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938325 / Active
Check out this well maintained home located in Oakwood Estates, a 55+ community, located in Sunny central Florida. The home features a very open an...
4246 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# O6325757 / Active
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...
4338 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4928579 / Active
Check out the improvements recently completed!! The home is move in ready!! The flooring has all been replaced with new plush carpet and vinyl plan...
Reduced -$5,000
4056 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937783 / Active
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...
Reduced -$5,000
4228 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937684 / Active
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...
4179 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902100 / Active
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...
Reduced -$15,000
4321 Cherrywood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4931788 / Active
Walk right into this open and spacious home. The kitchen is perfect for entertaining with newer cabinets and cooktop. The cathedral ceilings in the...
Reduced -$10,000
4420 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# S5142224 / Active
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...
Reduced -$5,000
4127 Sprucewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4936494 / Active
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...
Reduced -$5,000
4063 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937489 / Active
Move right into this very well maintained home. This home comes furnished with most of what you see including dishes, pots and pans, and silverware...
Reduced -$4,005
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 06-08-2026 2:00 AM EST.
For a fresh updated list of 55 Plus Homes for sale in Winter Haven Florida, visit our website daily.
These 55 plus homes above are brought to you by David Shippey REALTOR®