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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4173 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4938419 / Active
Check this out!! The home has new vinyl plank and new carpet in the bedrooms and a new roof in 2025. Enjoy the nice sized living room with relaxing...
Reduced -$15,000
4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937929 / Active
Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area...
Reduced -$5,000
1700 6th Street UNIT C1
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# L4958845 / Active
Welcome to Winter Haven Harbor condos a 55+ community. This two bedroom one bath condo is an end unit and it is on the first floor, very close to y...
700 Mirror Terrace UNIT #505
Winter Haven, FL 33881
Spring Lake Towers
Residential
MLS# TB8445379 / Active
Best view in the building! Welcome to your dream Florida escape at 700 Mirror Terrace NW, a beautifully updated and well-maintained condo in this l...
Reduced -$20,000
4908 Rosewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4932743 / Active
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...
Reduced -$10,000
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
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
6332 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# S5146261 / Active
This home located in the desirable Brookhaven Village community in Winter Haven. This property offers a comfortable layout with spacious living are...
1700 6th Street UNIT B24
Winter Haven, FL 33881
Winter Haven Harbour Apts Condo
Residential
MLS# O6371915 / Active
55+ PLUS COMMUNITY! Corner unit! Features granite countertops, marble kitchen flooring, and wood laminate floors throughout the living room, dining...
Reduced -$11,000
150 El Dorado UNIT #105
Winter Haven, FL 33884
Hawaiian A Condo
Residential
MLS# P4938785 / Active
Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathr...
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MLS IDX data last updated on 06-06-2026 2:00 AM EST.
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