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Winter Park, FL 55+ active adult communities & homes for sale - Page 16
93 communities near Winter Park
2,414 homes near Winter Park
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2 beds
|3 baths
|2,356 sq ft
|House
3 beds
|3 baths
|3,221 sq ft
|House
3 beds
|2 baths
|1,392 sq ft
|House
2 beds
|2 baths
|1,136 sq ft
|House
3 beds
|3 baths
|1,847 sq ft
|House
4 beds
|3 baths
|2,014 sq ft
|House
3 beds
|2 baths
|1,633 sq ft
|Villa
2 beds
|2 baths
|1,248 sq ft
|House
2 beds
|2 baths
|1,691 sq ft
|House
3 beds
|2 baths
|1,693 sq ft
|House
2 beds
|2 baths
|1,575 sq ft
|House
2 beds
|2 baths
|1,152 sq ft
|Villa
3 beds
|2 baths
|1,491 sq ft
|House
2 beds
|2 baths
|1,158 sq ft
|Villa
3 beds
|2 baths
|1,440 sq ft
|House
3 beds
|2 baths
|1,870 sq ft
|House
3 beds
|2 baths
|2,338 sq ft
|House
2 beds
|2 baths
|960 sq ft
|Manufactured Home
2 beds
|2 baths
|1,308 sq ft
|House
2 beds
|2 baths
|1,608 sq ft
|House
3 beds
|3 baths
|1,698 sq ft
|Manufactured Home
3 beds
|2 baths
|1,485 sq ft
|House
2 beds
|2 baths
|1,188 sq ft
|Villa
3 beds
|2 baths
|1,974 sq ft
|House
3 beds
|2 baths
|1,558 sq ft
|Villa
3 beds
|2 baths
|2,109 sq ft
|House
3 beds
|2 baths
|2,216 sq ft
|House
3 beds
|2 baths
|1,766 sq ft
|House
3 beds
|2 baths
|1,927 sq ft
|House
3 beds
|2 baths
|2,260 sq ft
|House
2 beds
|2 baths
|1,156 sq ft
|Villa
3 beds
|2 baths
|1,918 sq ft
|House
3 beds
|2 baths
|2,028 sq ft
|House
2 beds
|2 baths
|1,156 sq ft
|Villa
2 beds
|2 baths
|1,600 sq ft
|House
3 beds
|2 baths
|1,613 sq ft
|House
2 beds
|2 baths
|1,232 sq ft
|House
3 beds
|4 baths
|2,551 sq ft
|House
2 beds
|2 baths
|1,300 sq ft
|Condo
Frequently Asked Questions
In Winter Park, there is 1 small community with less than 500 homes.
The smallest 55+ community in Winter Park has 178 homes, the largest has 178 homes, and the average community consists of 178 homes.
Yes, there is new 55+ home available in Winter Park. The most recent community started in Winter Park include Rosalia Winter Park. There is also 1 community in Winter Park that offers new construction homes, including Rosalia Winter Park.
Yes, there is gated 55+ community in Winter Park. The only 55+ community in Winter Park is gated. For instance, Rosalia Winter Park is a gated community with 178 homes.
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REIN updates its listings on a daily basis. Data last updated: May 25, 2026.
This application does not include information on all of the properties available for sale at this time.