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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6643 Westchester Drive
Winter Haven, FL 33881
Lake N Golf Estates Add
Residential
MLS# L4960802 / Active
Welcome to easy Florida lake view living in this beautifully updated 2-bedroom, 2-bath home located in a friendly 55+ no pet community on the shore...
1224 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Duplex
Residential
MLS# P4934564 / Active
ANOTHER PRICE IMPROVEMENT. ONCE IN A LIFETIME OPPORTUNITY! CAN'T BEAT THIS PRICE IN THIS COMMUNITY!!! This is a charming 2-bedroom, 2-bath home in ...
6107 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# P4934363 / Active
ANOTHER PRICE REDUCTION! OWNER IS VERY MOTIVATED! Welcome to 6107 Grand Oaks Drive on one of the most beautiful locations in Garden Grove Oaks, an ...
Reduced -$4,100
6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4961323 / Active
Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home f...
6733 Kensington Drive
Winter Haven, FL 33881
Lake N Golf Estates
Residential
MLS# G5113718 / Active
Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry. Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pristine ...
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
6044 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# S5126925 / Active
Welcome to 6044 Grand Oaks Dr SE in Winter Haven, a beautifully updated waterfront home in the desirable 55+ community of Garden Grove Oaks, where ...
Reduced -$15,000
6081 Southern Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential
MLS# L4959229 / Active
Welcome to 6081 Southern Oaks Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks wh...
2600 Lucerne Park Road UNIT #521
Winter Haven, FL 33881
Lake Point Landing
Residential
MLS# P4938931 / Active
Located in the highly desirable 55+ community of Lake Point Landing, this charming 2-bedroom, 2-bath waterfront townhome offers direct views of bea...
6518 Raintree Lane
Winter Haven, FL 33881
Brookhaven Village First Add
Residential
MLS# S5136893 / Active
Welcome to this beautifully maintained home offering 2 bedrooms and 2 bathrooms plus an office in the desirable 55+ community of Brookhaven Village...
Reduced -$5,000
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MLS IDX data last updated on 06-15-2026 8:08 AM EST.
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