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Winter Garden, FL 55+ active adult communities & homes for sale - Page 27
110 communities near Winter Garden
3,654 homes near Winter Garden
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4 beds
|3 baths
|4,125 sq ft
|House
2 beds
|2 baths
|1,295 sq ft
|House
3 beds
|2 baths
|1,944 sq ft
|House
3 beds
|2 baths
|1,414 sq ft
|House
2 beds
|1 baths
|672 sq ft
|Manufactured Home
3 beds
|2 baths
|1,779 sq ft
|House
2 beds
|2 baths
|1,374 sq ft
|Villa
3 beds
|2 baths
|1,352 sq ft
|Manufactured Home
4 beds
|2 baths
|2,608 sq ft
|House
2 beds
|2 baths
|1,718 sq ft
|House
2 beds
|2 baths
|2,145 sq ft
|House
3 beds
|2 baths
|1,720 sq ft
|House
2 beds
|2 baths
|2,145 sq ft
|House
4 beds
|4 baths
|2,843 sq ft
|House
2 beds
|3 baths
|2,616 sq ft
|House
2 beds
|2 baths
|1,163 sq ft
|Villa
2 beds
|2 baths
|1,216 sq ft
|House
2 beds
|2 baths
|1,919 sq ft
|House
2 beds
|2 baths
|1,134 sq ft
|House
2 beds
|2 baths
|1,870 sq ft
|House
5 beds
|4 baths
|4,100 sq ft
|House
3 beds
|3 baths
|2,450 sq ft
|House
3 beds
|2 baths
|1,661 sq ft
|House
2 beds
|2 baths
|1,299 sq ft
|Manufactured Home
3 beds
|2 baths
|1,516 sq ft
|House
2 beds
|2 baths
|1,000 sq ft
|Condo
3 beds
|2 baths
|1,776 sq ft
|House
2 beds
|2 baths
|1,344 sq ft
|House
2 beds
|2 baths
|1,618 sq ft
|House
2 beds
|2 baths
|2,124 sq ft
|House
2 beds
|2 baths
|1,445 sq ft
|Condo
2 beds
|2 baths
|1,562 sq ft
|Condo
2 beds
|2 baths
|1,917 sq ft
|House
2 beds
|2 baths
|1,471 sq ft
|House
3 beds
|3 baths
|2,653 sq ft
|House
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
2 beds
|2 baths
|1,008 sq ft
|House
2 beds
|2 baths
|1,256 sq ft
|Manufactured Home
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: Apr 10, 2026.
This application does not include information on all of the properties available for sale at this time.