Call us at (475) 244-9781 to learn more about active adult communities near Cheshire
Cheshire, CT 55+ active adult communities & homes for sale
125 communities near Cheshire
290 homes near Cheshire
Sort by:
Relevance
No reviews yet
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
3 rating (2 reviews)
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
3.6 rating (7 reviews)
$100Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
$200Ks
- $500Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
No reviews yet
$600Ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 homes
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
No reviews yet
$500Ks
- $900Ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
$200Ks
- $500Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
No reviews yet
$300Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
$500Ks
- $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
$1Ms
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
$200Ks
- $400Ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
No reviews yet
$1Ms
- $1Ms
Country Pointe Plainview, Plainview, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
660 homes
5 rating (1 reviews)
$400Ks
- $500Ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1989
|
653 homes
No reviews yet
$400Ks
- $500Ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
No reviews yet
$200Ks
- $200Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
4 rating (8 reviews)
$100Ks
- $400Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
3.7 rating (3 reviews)
$100Ks
- $200Ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
|
512 homes
No reviews yet
$500Ks
- $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2012
|
404 homes
No reviews yet
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
$400Ks
- $500Ks
Dutchgate, Valley Stream, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2015
|
348 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet
$400Ks
- $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
No reviews yet
$400Ks
- $600Ks
The Retreat at Carmel, Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2018
|
312 homes
3.5 rating (2 reviews)
$300Ks
- $400Ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
1 rating (1 reviews)
$500Ks
- $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
285 homes
4 rating (1 reviews)
$800Ks
- $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
4.6 rating (9 reviews)
$300Ks
- $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
280 homes
No reviews yet
$900Ks
- $1Ms
HarborView, Port Washington, NY
Resale Only
|
55+ age-restricted
|
Built 2002 - 2004
|
270 homes
No reviews yet
$500Ks
- $500Ks
The Club at Melville, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
261 homes
No reviews yet
$800Ks
- $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2020
|
256 homes
No reviews yet
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
5 rating (1 reviews)
$600Ks
- $700Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 homes
No reviews yet
$600Ks
- $600Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
5 rating (1 reviews)
$500Ks
- $600Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
228 homes
No reviews yet
$400Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
5 rating (1 reviews)
$400Ks
- $400Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 homes
No reviews yet
$400Ks
- $400Ks
Saddle Lakes, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
196 homes
No reviews yet
$400Ks
- $500Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
5 rating (1 reviews)
$400Ks
- $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
194 homes
5 rating (1 reviews)
$900Ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
189 homes
The Village at Oxford Greens
2 beds
|3 baths
|2,536 sq ft
|Condo
1105 ST ANDREWS DR, OXFORD, CT, 06478
Community: The Village at Oxford Greens
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
920 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village
2 beds
|2 baths
|1,264 sq ft
|Condo
9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
699 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
Spring Lake Village
2 beds
|2 baths
|1,199 sq ft
|Condo
434 LAKEVIEW DR # 434, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Heritage Village
2 beds
|2 baths
|1,071 sq ft
|Condo
948 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens
3 beds
|3 baths
|2,595 sq ft
|Condo
185 COUNTRY CLUB DR # 185, OXFORD, CT, 0...
Community: The Village at Oxford Greens
The Summit at Bethel
3 beds
|3 baths
|2,226 sq ft
|Condo
18 BRIAR RIDGE DR # 18, BETHEL, CT, 0680...
Community: The Summit at Bethel
Oronoque Village
1 beds
|2 baths
|1,175 sq ft
|Condo
288 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village
2 beds
|2 baths
|1,044 sq ft
|Condo
1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village
2 beds
|2 baths
|1,434 sq ft
|Condo
535 NARRAGANSET LN B, STRATFORD, CT, 066...
Community: Oronoque Village
Heritage Village
2 beds
|2 baths
|1,032 sq ft
|Condo
32 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
1 beds
|1 baths
|928 sq ft
|Condo
280 HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,398 sq ft
|Condo
740 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
1013 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
Oronoque Village
2 beds
|3 baths
|1,426 sq ft
|Condo
518 IROQUOIS LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,365 sq ft
|Condo
793 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village
2 beds
|2 baths
|1,398 sq ft
|Condo
128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Newtown Woods
2 beds
|2 baths
|1,877 sq ft
|Condo
605 BROOKSIDE CT # 605, NEWTOWN, CT, 064...
Community: Newtown Woods
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
884 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
648 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,032 sq ft
|Condo
45 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
Benson Woods
2 beds
|3 baths
|2,593 sq ft
|Condo
112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
16 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
737 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Bartlett Hollow
3 beds
|3 baths
|3,147 sq ft
39 BARTLETT HOLW # 39, MIDDLETOWN, CT, 0...
Community: Bartlett Hollow
Download the Ultimate 55+ Homebuying Guide
Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village
1 beds
|1 baths
|928 sq ft
|Condo
79 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,365 sq ft
|Condo
51 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
South Pond Village
2 beds
|2 baths
|1,601 sq ft
|Condo
139 THISTLE POND DR # 139, BLOOMFIELD, C...
Community: South Pond Village
Regency at Prospect
2 beds
|3 baths
|1,850 sq ft
|Condo
189 SYCAMORE DR # 189, PROSPECT, CT, 067...
Community: Regency at Prospect
Heritage Village
2 beds
|2 baths
|1,063 sq ft
|Condo
786 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Cheshire?
55places can help!
Questions? Call us:
(475) 244-9781
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Park Glen
2 beds
|3 baths
|4,023 sq ft
|Condo
10 HARMONY TRL # 10, NEW MILFORD, CT, 06...
Community: Park Glen
Park Glen
2 beds
|4 baths
|2,720 sq ft
|Condo
15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
Regency at Prospect
2 beds
|2 baths
|1,503 sq ft
|Condo
9 LILAC LN # 9, PROSPECT, CT, 06712
Community: Regency at Prospect
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
999 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Frequently Asked Questions
In Cheshire, there is 1 small community with less than 500 homes.
The smallest 55+ community in Cheshire has 88 homes, the largest has 88 homes, and the average community consists of 88 homes.
No, there are no gated 55+ communities in Cheshire.
Want more information about active adult communities around Cheshire?
Want to learn more about 55+ communities in Cheshire?
290
homes
near Cheshire
Remove Boundaries ×
Map
Satellite