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

85 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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
3 rating (2 reviews) Heritage Hills
$400ks - $1Ms
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
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Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
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
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
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Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
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5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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.
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 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 Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
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3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Want to learn more about 55+ rental communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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.
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 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.
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Want to learn more about 55+ rental communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 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
12...3
New Newington Ridge Preserve 2 DEMING FARM DR 2, NEWINGTON, CT, 06111, Newington, CT 06111
$519,900

2 beds

|

2 baths

|

1,812 sq ft

2 DEMING FARM DR 2, NEWINGTON, CT, 06111
New Harmony Place 15 FIDELITY DR 70, RUTLAND, MA, 01543, Rutland, MA 01543
$489,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

15 FIDELITY DR 70, RUTLAND, MA, 01543
Community: Harmony Place
New Harmony Place 4 FIDELITY DR 2, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

4 FIDELITY DR 2, RUTLAND, MA, 01543
Community: Harmony Place
New Heritage Village 191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$599,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Autumn Fields 11 PARTRIDGE RUN 11, ENFIELD, CT, 06082, Enfield, CT 06082
$399,900

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082
Community: Autumn Fields
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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Questions? Call us: (860) 784-7675
New Leisure Knoll 2 BEDFORD CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$459,000

2 beds

|

2 baths

|

1,096 sq ft

|

House

2 BEDFORD CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Heritage Hills 499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,470 sq ft

|

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...
Community: Heritage Hills
New Oronoque Village 483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$400,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, 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.
Spring Lake Village 41 COACH DR # 41, SOUTHINGTON, CT, 06489, Southington, CT 06489
$249,900

2 beds

|

2 baths

|

1,232 sq ft

|

Condo

41 COACH DR # 41, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Village at Hunt Glen 59 HUNT GLEN DR 59, GRANBY, CT, 06035, Granby, CT 06035
$545,000

2 beds

|

4 baths

|

1,848 sq ft

59 HUNT GLEN DR 59, GRANBY, CT, 06035
Rivington 1025 COUNTRY VIEW RD 1025, DANBURY, CT, ..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

1025 COUNTRY VIEW RD 1025, DANBURY, CT, ...
Community: Rivington
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 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
Regency at Prospect 50 LILAC LN 50, PROSPECT, CT, 06712, Prospect, CT 06712
$489,000

2 beds

|

2 baths

|

1,503 sq ft

|

Condo

50 LILAC LN 50, PROSPECT, CT, 06712
Community: Regency at Prospect
Leisure Knoll 498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961
$479,000

2 beds

|

2 baths

|

1,412 sq ft

|

Condo

498 CRANSTON LN, RIDGE, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ rental communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Overlook 2066 SUMMIT LOOP # 68, CARMEL, NY, 10512, Carmel, NY 10512
$879,000

2 beds

|

3 baths

|

2,126 sq ft

|

Condo

2066 SUMMIT LOOP # 68, CARMEL, NY, 10512
Community: Overlook
Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
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 Hills 772 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$790,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

772 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Rivington 13 MERCY ST 13, DANBURY, CT, 06810, Danbury, CT 06810
$645,000

3 beds

|

3 baths

|

1,572 sq ft

|

Condo

13 MERCY ST 13, DANBURY, CT, 06810
Community: Rivington
Leisure Village 306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$239,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

306 TORQUAY CT E, BROOKHAVEN, NY, 11961
Community: Leisure Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Heritage Village 972 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

972 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
Spring Lake Village 6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489
$320,000

3 beds

|

3 baths

|

1,471 sq ft

|

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Woodridge Strathmore Terrace 35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$449,999

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

35 CHIPPENDALE DR, BROOKHAVEN, NY, 11766
Glenwood Village 181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$265,000

2 beds

|

1 baths

|

1,100 sq ft

|

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901
Community: Glenwood Village
Rivington 503 CENTER MEADOW LN 503, DANBURY, CT, 0..., Danbury, CT 06810
$514,950

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

503 CENTER MEADOW LN 503, DANBURY, CT, 0...
Community: Rivington
Want to learn more about 55+ rental communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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.
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

1 beds

|

3 baths

|

2,199 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Park Glen 4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776
$629,000

2 beds

|

3 baths

|

2,573 sq ft

|

Condo

4 BLOSSOM CT, NEW MILFORD, CT, 06776
Community: Park Glen
Leisure Knoll 206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$345,000

2 beds

|

1 baths

|

658 sq ft

|

Condo

206 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901
$249,850

2 beds

|

2 baths

|

1,050 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...
Community: Glenwood Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Leisure Glen 530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$595,000

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

530 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
Spring Lake Village 40 HICKORY HL # 40, SOUTHINGTON, CT, 064..., Southington, CT 06489
$233,527

2 beds

|

2 baths

|

1,211 sq ft

|

Condo

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
Heritage Hills 40 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$633,000

2 beds

|

2 baths

|

1,139 sq ft

|

Condo

40 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Village 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 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 701 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ rental communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Leisure Village 258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961
Community: Leisure Village
Oak Meadow Estates 65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791
$495,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...
Community: Oak Meadow Estates
South Pond Village 81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$259,999

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002
Community: South Pond Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 680 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$599,000

1 beds

|

2 baths

|

1,296 sq ft

|

Condo

680 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
Villas at Seminary Hill 7102 PANKIN DR, CARMEL, NY, 10512, Carmel, NY 10512
$439,999

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

7102 PANKIN DR, CARMEL, NY, 10512

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