Call us at (860) 854-8527 to learn more about active adult communities near Middletown

Middletown, CT 55+ active adult communities & homes for sale

121 communities near Middletown

Sort by:

Relevance

Relevance

5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
No reviews yet Sonoma Woods
$300Ks - $300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
No reviews yet Bartlett Hollow
$200Ks - $400Ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
No reviews yet Leisure Village
$200Ks - $500Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
No reviews yet The Greens at Half Hollow
$600Ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
No reviews yet Rivington
$400Ks - $500Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
No reviews yet Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$600Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Leisure Knoll
$300Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 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 Country Pointe Plainview
$1Ms - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
5 rating (1 reviews) Fairfield at St. James
$400Ks - $600Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
No reviews yet Leisure Glen
$400Ks - $600Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
3.7 rating (3 reviews) Greenwood Village
$100Ks - $200Ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
No reviews yet The Seasons at East Meado...
$600Ks - $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
No reviews yet Regency at Prospect
$400Ks - $400Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Waterways at Moriches
$400Ks - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 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.
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $600Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
4 rating (1 reviews) Vineyards at Blue Point
$800Ks - $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300Ks - $700Ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
No reviews yet The Club at Melville
$500Ks - $500Ks
The Club at Melville, Melville, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes
No reviews yet The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Encore Atlantic Shores
$600Ks - $900Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
No reviews yet The Summit at Bethel
$600Ks - $600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
5 rating (1 reviews) Encore at Lake Grove
$600Ks - $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 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 Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $400Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
No reviews yet Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
No reviews yet Country Village Estates
$400Ks - $400Ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
5 rating (1 reviews) Westhampton Pines
$900Ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) The Villages at Mount Sin...
$700Ks - $800Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (1 reviews) Newtown Woods
$400Ks - $400Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
The Powder Forest Homes 17 PROSPECT RDG # 17, SIMSBURY, CT, 0607..., Simsbury, CT 06070
$685,000

3 beds

|

3 baths

|

2,080 sq ft

17 PROSPECT RDG # 17, SIMSBURY, CT, 0607...
Heritage Village 12 HERITAGE CRST A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$545,000

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

12 HERITAGE CRST A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 740 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$345,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

740 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1015 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$330,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

1015 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
Heritage Village 133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

133 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 638 ONONDAGA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

2 beds

|

3 baths

|

2,071 sq ft

|

Condo

638 ONONDAGA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 475 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$359,900

1 beds

|

3 baths

|

1,575 sq ft

|

Condo

475 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 585 PEQUOT LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$450,000

2 beds

|

3 baths

|

1,825 sq ft

|

Condo

585 PEQUOT LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 313 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$237,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

313 HERITAGE VLG D, 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.
Park Glen 15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776
$699,900

2 beds

|

4 baths

|

2,720 sq ft

|

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
Spring Lake Village 18 COACH DR # 18, SOUTHINGTON, CT, 06489, Southington, CT 06489
$249,900

2 beds

|

2 baths

|

1,178 sq ft

|

Condo

18 COACH DR # 18, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Liberty at Newtown 6 FRANKLIN CT # 6, NEWTOWN, CT, 06470, Newtown, CT 06470
$599,000

2 beds

|

3 baths

|

2,341 sq ft

|

Condo

6 FRANKLIN CT # 6, NEWTOWN, CT, 06470
Community: Liberty at Newtown
Autumn Fields 39 QUAIL HOLW # 39, ENFIELD, CT, 06082, Enfield, CT 06082
$389,900

2 beds

|

3 baths

|

1,764 sq ft

|

Condo

39 QUAIL HOLW # 39, ENFIELD, CT, 06082
Community: Autumn Fields
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$384,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$335,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
North Woods of Colchester 50 CENTER CT # 50, COLCHESTER, CT, 06415, Colchester, CT 06415
$565,000

2 beds

|

2 baths

|

1,744 sq ft

|

Condo

50 CENTER CT # 50, COLCHESTER, CT, 06415
New Heritage Village 361 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

361 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Woodbridge 11 HERITAGE LN # 65, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$569,000

3 beds

|

3 baths

|

2,028 sq ft

|

Condo

11 HERITAGE LN # 65, WOODBRIDGE, CT, 065...
Regency at Woodbridge 13 HERITAGE LN # 64, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$669,000

3 beds

|

3 baths

|

2,239 sq ft

|

Condo

13 HERITAGE LN # 64, WOODBRIDGE, CT, 065...
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.
Regency at Woodbridge 7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$699,000

3 beds

|

3 baths

|

2,486 sq ft

|

Condo

7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652...
Regency at Woodbridge 5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$549,000

3 beds

|

3 baths

|

2,006 sq ft

|

Condo

5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
New The Summit at Bethel 10 HUNTING RIDGE LN # 10, BETHEL, CT, 06..., Bethel, CT 06801
$715,000

3 beds

|

4 baths

|

2,426 sq ft

|

Condo

10 HUNTING RIDGE LN # 10, BETHEL, CT, 06...
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$630,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Spring Lake Village 332 SONGBIRD LN # 332, SOUTHINGTON, CT, ..., Southington, CT 06489
$250,000

2 beds

|

1 baths

|

912 sq ft

|

Condo

332 SONGBIRD LN # 332, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
Oronoque Village 288 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$355,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

288 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 127 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$255,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

127 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 773 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

773 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1034 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$279,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

1034 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
Oak Meadow Estates 65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791
$529,900

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...
Community: Oak Meadow Estates
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.
The Village at Oxford Greens 106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478
$625,000

2 beds

|

3 baths

|

1,590 sq ft

|

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...
The Village at Oxford Greens 578 PUTTING GREEN LN # 578, OXFORD, CT, ..., Oxford, CT 06478
$739,000

2 beds

|

3 baths

|

2,008 sq ft

|

Condo

578 PUTTING GREEN LN # 578, OXFORD, CT, ...
Heritage Village 825 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$315,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

825 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 132 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

132 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Village at Hunt Glen 14 HUNT GLEN DR # 14, GRANBY, CT, 06035, Granby, CT 06035
$499,000

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

14 HUNT GLEN DR # 14, GRANBY, CT, 06035
Want to learn more about 55+ communities in Middletown? 55places can help!
Questions? Call us: (860) 854-8527
Oronoque Village 193 BAYFIELD LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$599,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

193 BAYFIELD LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$519,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489, Southington, CT 06489
$245,000

2 beds

|

2 baths

|

1,264 sq ft

|

Condo

9 VILLAGE RD # 9, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Oronoque Village 535 NARRAGANSET LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$399,900

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

535 NARRAGANSET LN B, STRATFORD, CT, 066...
Community: Oronoque Village
Heritage Village 859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$395,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
123456…7

Frequently Asked Questions


Want more information about active adult communities around Middletown?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middletown?

Call us: (860) 854-8527
121 communities near Middletown
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top