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Simsbury, CT 55+ active adult communities & homes for sale - Page 2

86 communities near Simsbury

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Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Rivington Landing
$500ks
Rivington Landing, Danbury, CT
New Construction | Age-targeted | Built 2025 - 2026 | 25 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 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
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 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+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 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.
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 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
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Chimney Hill
$500ks - $700ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
RiverWalk
$500ks - $600ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
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Questions? Call us: (860) 784-7675
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
77 Sunset Lane
$400ks - $700ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 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.
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 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.
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 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
New 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
New 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
New 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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New 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
New 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
New Heritage Hills 189 HERITAGE HILLS HERITAGE HLS B, SOMER..., Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

189 HERITAGE HILLS HERITAGE HLS B, SOMER...
Community: Heritage Hills
New 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
New 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
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 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
New Overlook 1001 COTTAGE DR 1, CARMEL, NY, 10512, Carmel, NY 10512
$1,250,000

2 beds

|

4 baths

|

2,900 sq ft

|

Condo

1001 COTTAGE DR 1, CARMEL, NY, 10512
Community: Overlook
New 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...
New 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
New 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
New 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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New 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
New 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
New 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
New 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
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 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
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
Heritage Hills 293 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$530,000

2 beds

|

2 baths

|

1,138 sq ft

|

Condo

293 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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
Liberty at Newtown 25 FRANKLIN CT 25, NEWTOWN, CT, 06470, Newtown, CT 06470
$545,000

2 beds

|

2 baths

|

1,413 sq ft

|

Condo

25 FRANKLIN CT 25, NEWTOWN, CT, 06470
Community: Liberty at Newtown
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 451 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$499,000

1 beds

|

2 baths

|

967 sq ft

|

Condo

451 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 300 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$575,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

300 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Knoll 183 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$415,000

2 beds

|

1 baths

|

960 sq ft

|

Condo

183 KINGSTON DR, 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.
Regency at Prospect 6 LILAC LN 6, PROSPECT, CT, 06712, Prospect, CT 06712
$474,900

2 beds

|

3 baths

|

1,552 sq ft

|

Condo

6 LILAC LN 6, PROSPECT, CT, 06712
Community: Regency at Prospect
Stoneleigh Woods at Carmel 705 EGRETS LNDG, CARMEL, NY, 10512, Carmel, NY 10512
$460,000

2 beds

|

2 baths

|

1,382 sq ft

|

Condo

705 EGRETS LNDG, CARMEL, NY, 10512
Leisure Village 200 NEWCASTLE CT E, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$255,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

200 NEWCASTLE CT E, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Rivington 11 ORWICH CT 11, DANBURY, CT, 06810, Danbury, CT 06810
$649,900

3 beds

|

4 baths

|

1,572 sq ft

|

Condo

11 ORWICH CT 11, DANBURY, CT, 06810
Community: Rivington
Windcrest East 116 GOLDEN SPRUCE DR, RIVERHEAD, NY, 119..., Riverhead, NY 11933
$774,900

3 beds

|

3 baths

|

2,200 sq ft

|

House

116 GOLDEN SPRUCE DR, RIVERHEAD, NY, 119...
Community: Windcrest East
Woodridge Strathmore Terrace 32 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$549,990

2 beds

|

2 baths

|

Condo

32 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Heritage Village 912 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$359,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

912 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Glen 576 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$625,000

2 beds

|

2 baths

|

1,652 sq ft

|

Condo

576 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
The Village at Oxford Greens 527 PUTTING GREEN LN 527, OXFORD, CT, 06..., Oxford, CT 06478
$699,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

527 PUTTING GREEN LN 527, OXFORD, CT, 06...
Heritage Hills 758 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$875,000

3 beds

|

2 baths

|

2,030 sq ft

|

Condo

758 HERITAGE HLS B, SOMERS, NY, 10589
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.

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