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Winter Garden, FL 55+ active adult communities & homes for sale - Page 3
109 communities near Winter Garden
3,551 homes near Winter Garden
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3 beds
|2 baths
|1,450 sq ft
|House
2 beds
|2 baths
|1,515 sq ft
|House
2 beds
|2 baths
|1,144 sq ft
|House
3 beds
|3 baths
|2,209 sq ft
|House
3 beds
|3 baths
|1,738 sq ft
|Townhouse
2 beds
|2 baths
|1,368 sq ft
|Halfplex
2 beds
|2 baths
|1,192 sq ft
|Condo
2 beds
|2 baths
|1,412 sq ft
|Villa
2 beds
|3 baths
|2,080 sq ft
|House
2 beds
|2 baths
|1,148 sq ft
|House
3 beds
|2 baths
|2,031 sq ft
|House
3 beds
|2 baths
|1,568 sq ft
|Villa
2 beds
|2 baths
|1,627 sq ft
|Villa
3 beds
|2 baths
|1,696 sq ft
|House
2 beds
|2 baths
|2,063 sq ft
|House
2 beds
|3 baths
|2,670 sq ft
|House
3 beds
|2 baths
|1,667 sq ft
|House
2 beds
|2 baths
|1,174 sq ft
|Villa
2 beds
|2 baths
|1,328 sq ft
|House
3 beds
|2 baths
|1,924 sq ft
|House
3 beds
|2 baths
|1,630 sq ft
|House
3 beds
|2 baths
|1,456 sq ft
|Manufactured Home
2 beds
|2 baths
|1,471 sq ft
|House
2 beds
|2 baths
|1,637 sq ft
|House
3 beds
|2 baths
|1,899 sq ft
|House
3 beds
|2 baths
|1,861 sq ft
|House
2 beds
|2 baths
|1,121 sq ft
|Villa
3 beds
|2 baths
|3,466 sq ft
|House
3 beds
|2 baths
|1,488 sq ft
|House
3 beds
|2 baths
|1,998 sq ft
|House
3 beds
|2 baths
|1,956 sq ft
|House
2 beds
|2 baths
|1,866 sq ft
|House
3 beds
|3 baths
|2,483 sq ft
|House
3 beds
|3 baths
|2,828 sq ft
|House
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: Dec 16, 2025.
This application does not include information on all of the properties available for sale at this time.