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Middlebury, CT 55+ active adult communities & homes for sale - Page 3
141 communities near Middlebury
303 homes near Middlebury
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2 beds
|2 baths
|1,398 sq ft
|Condo
3 beds
|3 baths
|Condo
2 beds
|3 baths
|1,438 sq ft
|Condo
2 beds
|2 baths
|1,370 sq ft
|Condo
2 beds
|3 baths
|1,620 sq ft
|Condo
1 beds
|1 baths
|928 sq ft
|Condo
3 beds
|3 baths
|1,545 sq ft
|Condo
1 beds
|2 baths
|1,454 sq ft
|Condo
3 beds
|3 baths
|2,058 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|3 baths
|1,550 sq ft
|Condo
2 beds
|2 baths
|1,546 sq ft
3 beds
|4 baths
|3,012 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|3 baths
|1,575 sq ft
|Condo
2 beds
|2 baths
|1,076 sq ft
|Condo
1 beds
|2 baths
|1,118 sq ft
|Condo
2 beds
|3 baths
|1,764 sq ft
|Condo
2 beds
|3 baths
|2,454 sq ft
|Condo
2 beds
|3 baths
|2,454 sq ft
|Condo
2 beds
|3 baths
|2,454 sq ft
|Condo
2 beds
|3 baths
|2,454 sq ft
|Condo
2 beds
|3 baths
|2,365 sq ft
|Condo
2 beds
|2 baths
|1,758 sq ft
|Condo
2 beds
|2 baths
|1,398 sq ft
|Condo
2 beds
|2 baths
|1,432 sq ft
|Condo
3 beds
|3 baths
|1,704 sq ft
|Condo
2 beds
|2 baths
|1,365 sq ft
|Condo
2 beds
|2 baths
|1,432 sq ft
|Condo
1 beds
|2 baths
|1,550 sq ft
2 beds
|3 baths
|1,583 sq ft
|Condo
2 beds
|2 baths
|1,323 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|2 baths
|1,032 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|2 baths
|1,032 sq ft
|Condo
2 beds
|2 baths
|1,312 sq ft
|Condo
2 beds
|3 baths
|1,650 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|4 baths
|2,720 sq ft
|Condo
Frequently Asked Questions
In Middlebury, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Middlebury has 24 homes, the largest has 79 homes, and the average communities consists of 51 homes.
Yes, there are new 55+ homes available in Middlebury. The most recent communities started in Middlebury include Granite Woods, Benson Woods. There are also 2 communities in Middlebury that offer new construction homes, including Granite Woods, Benson Woods.
No, there are no gated 55+ communities in Middlebury.
On average, listings in 55+ communities in Middlebury stay on the market for around 130 days. The average price of homes for sale in these communities is approximately $534,900, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Benson Woods average around $534,900.
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REIN updates its listings on a daily basis. Data last updated: Nov 03, 2025.
This application does not include information on all of the properties available for sale at this time.