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Winter Garden, FL 55+ active adult communities & homes for sale - Page 55
117 communities near Winter Garden
3,218 homes near Winter Garden
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2 beds
|2 baths
|1,213 sq ft
|House
2 beds
|2 baths
|1,515 sq ft
|House
3 beds
|2 baths
|2,118 sq ft
|House
2 beds
|2 baths
|1,196 sq ft
|Villa
2 beds
|2 baths
|2,038 sq ft
|House
2 beds
|2 baths
|1,642 sq ft
|Condo
2 beds
|2 baths
|1,172 sq ft
|Villa
3 beds
|2 baths
|1,502 sq ft
|House
3 beds
|2 baths
|2,482 sq ft
|Condo
3 beds
|3 baths
|1,614 sq ft
|House
4 beds
|2 baths
|2,544 sq ft
|House
4 beds
|4 baths
|2,086 sq ft
|Townhouse
2 beds
|2 baths
|2,149 sq ft
|House
2 beds
|2 baths
|1,967 sq ft
|House
3 beds
|3 baths
|2,584 sq ft
|House
2 beds
|2 baths
|1,624 sq ft
|House
3 beds
|3 baths
|1,901 sq ft
|House
3 beds
|2 baths
|1,488 sq ft
|House
2 beds
|2 baths
|1,380 sq ft
|House
3 beds
|2 baths
|1,862 sq ft
|House
3 beds
|2 baths
|2,060 sq ft
|House
3 beds
|3 baths
|2,450 sq ft
|House
2 beds
|2 baths
|1,228 sq ft
|Villa
2 beds
|2 baths
|1,932 sq ft
|House
3 beds
|3 baths
|1,758 sq ft
|House
3 beds
|3 baths
|2,893 sq ft
|House
2 beds
|2 baths
|1,160 sq ft
|House
4 beds
|4 baths
|2,502 sq ft
|House
3 beds
|2 baths
|1,526 sq ft
|House
2 beds
|2 baths
|1,369 sq ft
|Villa
3 beds
|2 baths
|1,986 sq ft
|Villa
2 beds
|2 baths
|1,374 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 Westhaven at Ovation - Townes Collection, Overture Hamlin, Del Webb Oasis. There are also 3 communities in Winter Garden that offer new construction homes, including Westhaven at Ovation - Townes Collection, Del Webb Oasis, Overture Hamlin.
Yes, there is gated 55+ communities in Winter Garden. Approximately 33.3% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.
On average, listings in 55+ communities in Winter Garden stay on the market for around 223 days. The average price of homes for sale in these communities is approximately $506,936, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Westhaven at Ovation - Townes Collection average around $529,025, while homes in Del Webb Oasis average around $484,848.
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REIN updates its listings on a daily basis. Data last updated: Jul 10, 2026.
This application does not include information on all of the properties available for sale at this time.