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Winter Garden, FL 55+ active adult communities & homes for sale
108 communities near Winter Garden
3,703 homes near Winter Garden
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3 beds
|2 baths
|2,121 sq ft
|House
3 beds
|2 baths
|1,900 sq ft
|House
3 beds
|2 baths
|1,772 sq ft
|House
2 beds
|2 baths
|1,575 sq ft
|House
3 beds
|2 baths
|1,922 sq ft
|House
2 beds
|2 baths
|984 sq ft
|Condo
3 beds
|2 baths
|1,882 sq ft
|House
3 beds
|2 baths
|1,477 sq ft
|House
2 beds
|2 baths
|1,539 sq ft
|Townhouse
2 beds
|2 baths
|2,383 sq ft
|House
2 beds
|2 baths
|1,516 sq ft
|House
2 beds
|2 baths
|1,288 sq ft
|Villa
2 beds
|2 baths
|1,512 sq ft
|House
2 beds
|2 baths
|1,312 sq ft
|House
3 beds
|3 baths
|2,758 sq ft
|House
4 beds
|3 baths
|2,495 sq ft
|House
3 beds
|2 baths
|2,005 sq ft
|House
4 beds
|3 baths
|2,574 sq ft
|House
3 beds
|2 baths
|1,576 sq ft
|House
2 beds
|3 baths
|2,092 sq ft
|House
2 beds
|2 baths
|1,464 sq ft
|Villa
3 beds
|2 baths
|1,832 sq ft
|House
3 beds
|2 baths
|1,866 sq ft
|House
3 beds
|2 baths
|1,837 sq ft
|House
3 beds
|2 baths
|2,060 sq ft
|House
2 beds
|2 baths
|1,341 sq ft
|Villa
1 beds
|2 baths
|800 sq ft
|Condo
3 beds
|2 baths
|1,260 sq ft
|House
2 beds
|2 baths
|1,380 sq ft
|House
3 beds
|2 baths
|1,935 sq ft
|House
3 beds
|2 baths
|1,676 sq ft
|House
1 beds
|2 baths
|800 sq ft
|Condo
2 beds
|2 baths
|1,418 sq ft
|Villa
2 beds
|2 baths
|1,249 sq ft
|Villa
Frequently Asked Questions
In Winter Garden, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Winter Garden has 163 homes, the largest has 422 homes, and the average communities consists of 292 homes.
Yes, there are new 55+ homes available in Winter Garden. The most recent communities started in Winter Garden include Overture Hamlin, Del Webb Oasis. There are also 2 communities in Winter Garden that offer new construction homes, including Overture Hamlin, Del Webb Oasis.
Yes, there is gated 55+ communities in Winter Garden. Approximately 50.0% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.
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REIN updates its listings on a daily basis. Data last updated: Nov 02, 2025.
This application does not include information on all of the properties available for sale at this time.