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.
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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
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
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
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 -$7,000
4253 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938563 / Active
Move right into this fully furnished home. This home offers lots of space with walk in closets in both bedrooms and a new vanity in the primary bat...
4239 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937986 / Active
Open and spacious living area is the best way to describe this home. The home features two living areas plus the lanai for additional space. The pr...
4511 Redwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# L4960495 / Active
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a pe...
4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902127 / Active
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...
Reduced -$9,900
4251 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937233 / Active
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 ...
Reduced -$12,000
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MLS IDX data last updated on 06-10-2026 8:43 AM EST.
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