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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
$500ks - $900ks
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
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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
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
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.
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 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
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 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.
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 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.
Villas at Seminary Hill
$200ks - $300ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 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
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Want to learn more about 55+ 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
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 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
New 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
New Leisure Glen 12 BALDWIN CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$469,990

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

12 BALDWIN CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
New 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
New North Woods of Colchester 26 NORTHERN BLVD 26, COLCHESTER, CT, 064..., Colchester, CT 06415
$475,000

2 beds

|

3 baths

|

2,021 sq ft

|

Condo

26 NORTHERN BLVD 26, COLCHESTER, CT, 064...
New 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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New 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
New Beckley Farms 13 CONCORD DR 13, BERLIN, CT, 06037, Berlin, CT 06037
$624,900

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

13 CONCORD DR 13, BERLIN, CT, 06037
Community: Beckley Farms
New 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
New Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$499,999

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Heritage Village 29 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$253,900

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 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.
New 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...
New 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
New 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
New The Powder Forest Homes 37 BANTRY RD 37, SIMSBURY, CT, 06070, Simsbury, CT 06070
$899,000

3 beds

|

5 baths

|

2,724 sq ft

37 BANTRY RD 37, SIMSBURY, CT, 06070
New Leisure Village 368 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$419,990

2 beds

|

1 baths

|

Condo

368 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...
Community: Leisure Village
New The Village at Oxford Greens 114 COUNTRY CLUB DR 114, OXFORD, CT, 064..., Oxford, CT 06478
$575,000

2 beds

|

2 baths

|

1,590 sq ft

114 COUNTRY CLUB DR 114, OXFORD, CT, 064...
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New Leisure Knoll 204 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$460,000

2 beds

|

2 baths

|

849 sq ft

|

House

204 BELFAST LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Newtown Woods 1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064..., Newtown, CT 06470
$485,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064...
Community: Newtown Woods
Heritage Village 930 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$489,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

930 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Village 124 EXMORE CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$354,900

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

124 EXMORE CT A, BROOKHAVEN, NY, 11961
Community: Leisure 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.
Liberty at Newtown 66 SUZIE DR 66, NEWTOWN, CT, 06470, Newtown, CT 06470
$636,000

2 beds

|

3 baths

|

2,407 sq ft

|

Condo

66 SUZIE DR 66, NEWTOWN, CT, 06470
Community: Liberty at Newtown
Heritage Hills 612 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$649,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

612 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Meadow Brook Estates 194 EASTWOOD DR 194, SEYMOUR, CT, 06483, Seymour, CT 06483
$599,000

2 beds

|

3 baths

|

2,295 sq ft

|

Condo

194 EASTWOOD DR 194, SEYMOUR, CT, 06483
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
Spring Lake Village 214 WATERS EDGE DR 214, SOUTHINGTON, CT,..., Southington, CT 06489
$317,000

2 beds

|

3 baths

|

1,564 sq ft

|

Condo

214 WATERS EDGE DR 214, SOUTHINGTON, CT,...
Community: Spring Lake Village
Heritage Village 889 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$358,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

889 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Village 64 ENFIELD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$369,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

64 ENFIELD CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Woodridge Strathmore Terrace 7 COBBLESTONE WAY, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$449,000

2 beds

|

2 baths

|

840 sq ft

|

Condo

7 COBBLESTONE WAY, BROOKHAVEN, NY, 11766
North Woods of Colchester 24 CENTER CT 24, COLCHESTER, CT, 06415, Colchester, CT 06415
$515,000

2 beds

|

2 baths

|

1,357 sq ft

|

Condo

24 CENTER CT 24, COLCHESTER, CT, 06415
Oronoque Village 402 MONTAUK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$515,000

2 beds

|

3 baths

|

1,118 sq ft

|

Condo

402 MONTAUK LN 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.
Leisure Village 248 NEWCASTLE CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$415,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

248 NEWCASTLE CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Leisure Village 375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$389,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure Village
Heritage Village 36 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$525,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

36 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage 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
Heritage Hills 272 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$569,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

272 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
The Village at Oxford Greens 575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

3 beds

|

3 baths

|

2,008 sq ft

575 INVERNESS CT 575, OXFORD, CT, 06478
Oak Meadow Estates 65 OAK MEADOW LN 65, TORRINGTON, CT, 067..., Torrington, CT 06790
$485,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN 65, TORRINGTON, CT, 067...
Community: Oak Meadow Estates
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 725 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589
$774,900

2 beds

|

2 baths

|

1,526 sq ft

|

Condo

725 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 273 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$289,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

273 BERWICK CT A, BROOKHAVEN, NY, 11961
Community: Leisure 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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