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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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
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 Estates—a neighborhood known for active l...
Reduced -$7,000
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
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
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
333 Lake Howard Drive UNIT 203C
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential
MLS# L4961519 / Active
Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and th...
Reduced -$8,100
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...
333 Lake Howard Dr Nw UNIT 102D
Winter Haven, FL 33880
Imperial Harbours
Residential
MLS# P4939253 / Active
FIRST FLOOR BEAUTY! This move-in-ready 2 bedroom 2 bath condo is just what you`ve been waiting to find. 2025 was a big year with loads of quality u...
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
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
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MLS IDX data last updated on 07-13-2026 7:53 PM EST.
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