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Simsbury, CT 55+ active adult communities & homes for sale - Page 3

199 homes 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
- $800ks
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!
Questions? Call us: (860) 784-7675
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
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
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
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
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
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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.
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 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 Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 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 Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 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
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 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
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
Heritage Hills 177A HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$395,000

1 beds

|

1 baths

|

900 sq ft

|

Condo

177A HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Stoneleigh Woods at Riverhead 156 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$659,000

2 beds

|

3 baths

|

1,942 sq ft

|

Condo

156 STONELEIGH DR, RIVERHEAD, NY, 11901
Leisure Glen 155 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$495,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

155 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Overlook 2075 SUMMIT LOOP 101, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2075 SUMMIT LOOP 101, CARMEL, NY, 10512
Community: Overlook
Overlook 2052 SUMMIT LOOP 62, CARMEL, NY, 10512, Carmel, NY 10512
$954,000

2 beds

|

2 baths

|

2,102 sq ft

|

Condo

2052 SUMMIT LOOP 62, CARMEL, NY, 10512
Community: Overlook
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Oronoque Village 564 PEQUOT LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,900

2 beds

|

2 baths

|

1,438 sq ft

|

Condo

564 PEQUOT LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Hopmeadow Place 1 W ST 223, SIMSBURY, CT, 06070, Simsbury, CT 06070
$385,000

2 beds

|

2 baths

|

1,477 sq ft

|

Condo

1 W ST 223, SIMSBURY, CT, 06070
Community: Hopmeadow Place
Oronoque Village 638A ONONDAGA LN, STRATFORD, CT, 06614, Stratford, CT 06614
$539,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

638A ONONDAGA LN, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$205,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Rivington 80 WINDING RIDGE WAY 80, DANBURY, CT, 06..., Danbury, CT 06810
$775,000

3 beds

|

3 baths

|

2,204 sq ft

|

Condo

80 WINDING RIDGE WAY 80, DANBURY, CT, 06...
Community: Rivington
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 110 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,999

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

110 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Newbury Village 46 GREAT HERON LN 46, BROOKFIELD, CT, 06..., Brookfield, CT 06804
$699,000

2 beds

|

4 baths

|

2,560 sq ft

|

Condo

46 GREAT HERON LN 46, BROOKFIELD, CT, 06...
Community: Newbury Village
Heritage Village 32 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

32 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 12 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$239,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

12 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Hills 342 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$650,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

342 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Foxwood Village 1407 MIDDLE RD 265, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$469,000

3 beds

|

2 baths

|

1,792 sq ft

|

Manufactured Home

1407 MIDDLE RD 265, RIVERHEAD, NY, 11933
Community: Foxwood Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Leisure Glen 82 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$469,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

82 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Leisure Knoll 259 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$445,000

2 beds

|

2 baths

|

1,135 sq ft

|

Condo

259 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Oronoque Village 377 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

2,025 sq ft

|

Condo

377 PIUTE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Villages at Mount Sinai Park 16 OAKHURST CT, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$789,000

2 beds

|

2 baths

|

1,929 sq ft

|

House

16 OAKHURST CT, BROOKHAVEN, NY, 11766
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.
Leisure Village 404 WOODBRIDGE RD B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$359,900

2 beds

|

1 baths

|

907 sq ft

|

Condo

404 WOODBRIDGE RD B, BROOKHAVEN, NY, 119...
Community: Leisure Village
Gloria Commons 32 LUCIUS CT 32, MILFORD, CT, 06460, Milford, CT 06460
$450,000

2 beds

|

3 baths

|

2,079 sq ft

|

Condo

32 LUCIUS CT 32, MILFORD, CT, 06460
Community: Gloria Commons
Beckley Farms 13 CONCORD DR 13, BERLIN, CT, 06037, Berlin, CT 06037
$599,900

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

13 CONCORD DR 13, BERLIN, CT, 06037
Community: Beckley Farms
Newtown Woods 603 BROOKSIDE CT 603, NEWTOWN, CT, 06470, Newtown, CT 06470
$473,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

603 BROOKSIDE CT 603, NEWTOWN, CT, 06470
Community: Newtown Woods
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$421,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
Meadow Brook Estates 521 HEATHERWOOD CT 521, OXFORD, CT, 0647..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,866 sq ft

|

Condo

521 HEATHERWOOD CT 521, OXFORD, CT, 0647...
Glenwood Village 1661 OLD COUNTRY RD 417, RIVERHEAD, NY, ..., Riverhead, NY 11901
$339,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 417, RIVERHEAD, NY, ...
Community: Glenwood Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Setauket Meadows 86 BRIANNA DR, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$775,000

2 beds

|

3 baths

|

1,991 sq ft

|

Condo

86 BRIANNA DR, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
The Village at Oxford Greens 114 COUNTRY CLUB DR 114, OXFORD, CT, 064..., Oxford, CT 06478
$550,000

2 beds

|

2 baths

|

1,590 sq ft

114 COUNTRY CLUB DR 114, OXFORD, CT, 064...
Leisure Knoll 204 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$439,000

2 beds

|

2 baths

|

849 sq ft

|

House

204 BELFAST LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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 930 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

930 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Village 375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$379,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
South Pond Village 78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$289,900

3 beds

|

3 baths

|

1,639 sq ft

|

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
The Powder Forest Homes 3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070
$629,900

2 beds

|

3 baths

|

1,284 sq ft

|

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070
The Village at Oxford Greens 575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478
$674,900

3 beds

|

3 baths

|

2,008 sq ft

575 INVERNESS CT 575, OXFORD, CT, 06478
Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$619,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Fairview at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$619,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Overlook 2079 SUMMIT LOOP 103, CARMEL, NY, 10512, Carmel, NY 10512
$849,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2079 SUMMIT LOOP 103, CARMEL, NY, 10512
Community: Overlook
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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