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Middletown, DE 55+ active adult communities & homes for sale - Page 2
19 communities near Middletown
48 homes near Middletown
Relevance
3 beds
|2 baths
|2,826 sq ft
3 beds
|3 baths
|2,200 sq ft
2 beds
|2 baths
|825 sq ft
|Condo
Frequently Asked Questions
In Middletown, there are no large communities, 1 medium community with 500-1000 homes, and 8 small communities with less than 500 homes.
The smallest 55+ communities in Middletown has 178 homes, the largest has 572 homes, and the average communities consists of 311 homes.
Yes, there are new 55+ homes available in Middletown. The most recent communities started in Middletown include Venue at Winchelsea, Four Seasons at Baymont Farms, Traditions at Whitehall. There are also 6 communities in Middletown that offer new construction homes, including Legacy at The Preserve at Deep Creek, Venue at Winchelsea, Whispering Woods.
Yes, there are gated 55+ communities in Middletown. Approximately 22.2% of 55+ communities in the area are gated. For instance, Four Seasons at Silver Maple is a gated communities with 299 homes, and Four Seasons at Baymont Farms is another gated communities with 288 homes.
On average, listings in 55+ communities in Middletown stay on the market for around 569 days. The average price of homes for sale in these communities is approximately $515,302, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Ponds at Bayberry average around $569,900, while homes in Whispering Woods average around $508,481.
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REIN updates its listings on a daily basis. Data last updated: Jan 10, 2026.
This application does not include information on all of the properties available for sale at this time.
