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

86 communities near Simsbury

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3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
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The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 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.
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 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.
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
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Questions? Call us: (860) 784-7675
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 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.
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 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.
12...3
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New The Powder Forest Homes 6 PROSPECT RDG 6, SIMSBURY, CT, 06070, Simsbury, CT 06070
$715,000

3 beds

|

3 baths

|

2,183 sq ft

6 PROSPECT RDG 6, SIMSBURY, CT, 06070
New Heritage Village 333 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$335,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

333 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Hills 334 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$659,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

334 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Sunken Pond Estates 102 WINGED FOOT WAY, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$515,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

102 WINGED FOOT WAY, RIVERHEAD, NY, 1190...
Community: Sunken Pond Estates
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New Heritage Hills 103 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$780,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

103 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Leisure Village 158 FALMOUTH CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$228,888

2 beds

|

1 baths

|

836 sq ft

|

Condo

158 FALMOUTH CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New The Village at Oxford Greens 443 TEE SHOT DR 443, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

3 beds

|

3 baths

|

2,759 sq ft

|

Condo

443 TEE SHOT DR 443, OXFORD, CT, 06478
New Heritage Hills 29 HERITAGE HLS 29D, SOMERS, NY, 10589, Somers, NY 10589
$495,000

2 beds

|

3 baths

|

1,340 sq ft

|

Condo

29 HERITAGE HLS 29D, SOMERS, NY, 10589
Community: Heritage Hills
New Heritage Hills 606 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$825,000

3 beds

|

2 baths

|

1,905 sq ft

|

Condo

606 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
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.
New Hopmeadow Place 1 W ST 310, SIMSBURY, CT, 06070, Simsbury, CT 06070
$385,000

2 beds

|

2 baths

|

1,430 sq ft

|

Condo

1 W ST 310, SIMSBURY, CT, 06070
Community: Hopmeadow Place
New Leisure Knoll 152B LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$374,000

1 beds

|

1 baths

|

530 sq ft

|

Condo

152B LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Oronoque Village 448 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$525,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

448 HAMMERSTONE LN B, STRATFORD, CT, 066...
Community: Oronoque Village
New The Powder Forest Homes 6 RONAN WAY 6, SIMSBURY, CT, 06070, Simsbury, CT 06070
$739,900

2 beds

|

3 baths

|

1,864 sq ft

6 RONAN WAY 6, SIMSBURY, CT, 06070
Saddle Lakes 174 ADELE CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$675,000

2 beds

|

2 baths

|

1,631 sq ft

|

Condo

174 ADELE CT, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Spring Lake Village 402 LAKEVIEW DR 402, SOUTHINGTON, CT, 06..., Southington, CT 06489
$324,900

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

402 LAKEVIEW DR 402, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Newtown Woods 832 BROOKSIDE CT 832, NEWTOWN, CT, 06470, Newtown, CT 06470
$585,000

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

832 BROOKSIDE CT 832, NEWTOWN, CT, 06470
Community: Newtown Woods
Leisure Village 133 EASTBOURNE CT F, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

133 EASTBOURNE CT F, BROOKHAVEN, NY, 119...
Community: Leisure Village
Sunken Pond Estates 2803 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$499,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

2803 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Heritage Village 945 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$414,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

945 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 892 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

892 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 339 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$335,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

339 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Rivington 82 WINDING RIDGE WAY 82, DANBURY, CT, 06..., Danbury, CT 06810
$925,000

3 beds

|

4 baths

|

2,388 sq ft

|

Condo

82 WINDING RIDGE WAY 82, DANBURY, CT, 06...
Community: Rivington
Heritage Hills 189 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

189 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
The Village at Oxford Greens 567 INVERNESS CT 567, OXFORD, CT, 06478, Oxford, CT 06478
$665,000

2 beds

|

2 baths

|

2,008 sq ft

567 INVERNESS CT 567, OXFORD, CT, 06478
The Powder Forest Homes 15 BANTRY RD 15, SIMSBURY, CT, 06070, Simsbury, CT 06070
$949,000

4 beds

|

3 baths

|

1,878 sq ft

15 BANTRY RD 15, SIMSBURY, CT, 06070
Oronoque Village 283 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$625,000

2 beds

|

3 baths

|

1,415 sq ft

|

Condo

283 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Overlook 1001 COTTAGE DR 1, CARMEL, NY, 10512, Carmel, NY 10512
$1,189,000

2 beds

|

4 baths

|

2,900 sq ft

|

Condo

1001 COTTAGE DR 1, CARMEL, NY, 10512
Community: Overlook
Meadow Brook Estates 211 MEADOW BROOK RD 211, OXFORD, CT, 064..., Oxford, CT 06478
$625,000

3 beds

|

3 baths

|

2,201 sq ft

|

Condo

211 MEADOW BROOK RD 211, OXFORD, CT, 064...
Heritage Village 10 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$364,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

10 HERITAGE CIR 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.
Rivington 104 CENTER MEADOW LN 104, DANBURY, CT, 0..., Danbury, CT 06810
$510,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

104 CENTER MEADOW LN 104, DANBURY, CT, 0...
Community: Rivington
Heritage Hills 879 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

879 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Spring Lake Village 342 SONGBIRD LN 342, SOUTHINGTON, CT, 06..., Southington, CT 06489
$259,900

2 beds

|

1 baths

|

912 sq ft

|

Condo

342 SONGBIRD LN 342, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Leisure Village 134 EASTBOURNE CT D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$329,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

134 EASTBOURNE CT D, BROOKHAVEN, NY, 119...
Community: Leisure Village
Liberty at Newtown 49 JO AL CT 49, NEWTOWN, CT, 06470, Newtown, CT 06470
$635,000

2 beds

|

3 baths

|

2,341 sq ft

|

Condo

49 JO AL CT 49, NEWTOWN, CT, 06470
Community: Liberty at Newtown
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$248,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 24 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$237,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

24 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 59 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

59 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Oronoque Village 93 SEMINOLE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$559,000

2 beds

|

3 baths

|

2,542 sq ft

|

Condo

93 SEMINOLE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 196 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

196 HERITAGE VLG E, 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.

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