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

85 communities near Simsbury

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No reviews yet The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
No reviews yet Hopmeadow Place
$200Ks - $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
No reviews yet Billingsgate
$400Ks - $600Ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$100Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
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No reviews yet Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet Rivington
$400Ks - $600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
No reviews yet Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
No reviews yet The Village at Oxford Gre...
$500Ks - $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
No reviews yet Leisure Knoll
$300Ks - $400Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 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.
No reviews yet Leisure Glen
$400Ks - $400Ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
No reviews yet Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4 rating (8 reviews) Glenwood Village
$100Ks - $400Ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
No reviews yet Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
No reviews yet The Retreat at Carmel
$400Ks - $600Ks
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
No reviews yet Overlook
$600Ks - $900Ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
3.5 rating (2 reviews) Foxwood Village
$300Ks - $400Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$500Ks - $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
No reviews yet Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
No reviews yet The Summit at Bethel
$600Ks - $600Ks
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.
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
No reviews yet Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
5 rating (1 reviews) The Villages at Mount Sin...
$600Ks - $700Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
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Questions? Call us: (860) 784-7675
5 rating (1 reviews) Newtown Woods
$400Ks - $400Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
No reviews yet Stoneleigh Woods at River...
$600Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
No reviews yet Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
No reviews yet South Pond Village
$100Ks - $200Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
No reviews yet Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 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.
No reviews yet Harmony Place
$400Ks - $500Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
No reviews yet Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
No reviews yet North Woods of Colchester
$500Ks - $500Ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
No reviews yet Windcrest East
$600Ks - $600Ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
No reviews yet Fairview at Oxford Greens
$600Ks - $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
3.5 rating (2 reviews) Harvest Pointe
$800Ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
No reviews yet Newbury Village
$600Ks - $700Ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
No reviews yet The Gardens of Wilbraham
$500Ks - $500Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
No reviews yet O'Meara Farm
$400Ks - $500Ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
No reviews yet The Bridges at Oxford Gre...
$600Ks - $600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Overlook 1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512
$959,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

1037 COTTAGE DR 18, CARMEL, NY, 10512
Community: Overlook
Overlook 1019 COTTAGE DR # 9, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

3 baths

|

2,496 sq ft

|

Condo

1019 COTTAGE DR # 9, CARMEL, NY, 10512
Community: Overlook
Leisure Village 195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$210,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ..., Riverhead, NY 11901
$329,999

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ...
Community: Glenwood Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
The Villages at Mount Sinai Park 25 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,000

2 beds

|

3 baths

|

2,229 sq ft

|

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766
New Heritage Hills 370 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$899,000

3 beds

|

2 baths

|

1,793 sq ft

|

Condo

370 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Stoneleigh Woods at Riverhead 18 KENNSINGTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$665,000

2 beds

|

3 baths

|

2,172 sq ft

|

Condo

18 KENNSINGTON CT, RIVERHEAD, NY, 11901
Heritage Hills 348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$600,000

2 beds

|

2 baths

|

1,428 sq ft

|

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Heritage Hills 418 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$999,000

2 beds

|

2 baths

|

1,764 sq ft

|

Condo

418 HERITAGE HLS C, 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.
Overlook 4057 FAIRWAYS DR # 129, CARMEL, NY, 1051..., Carmel, NY 10512
$699,000

3 beds

|

4 baths

|

2,131 sq ft

|

Condo

4057 FAIRWAYS DR # 129, CARMEL, NY, 1051...
Community: Overlook
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$668,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
Community: Overlook
Overlook 4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512
$665,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
New Heritage Hills 882 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$825,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

882 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 688 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$725,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

688 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 627 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$525,000

1 beds

|

2 baths

|

1,098 sq ft

|

Condo

627 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 593 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$1,100,000

3 beds

|

2 baths

|

1,905 sq ft

|

Condo

593 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Knoll 144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,500

2 beds

|

2 baths

|

Condo

144 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
Heritage Hills 356 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$750,000

2 beds

|

2 baths

|

1,435 sq ft

|

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
The Vineyards at Miller Place 37 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$655,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764
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 Knoll 194 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961
$469,900

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

194 CANTERBURY DR, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$250,000

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
Harvest Pointe 32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935, Cutchogue, NY 11935
$1,125,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

32 MILLSTONE LN 16, CUTCHOGUE, NY, 11935
Community: Harvest Pointe
Stoneleigh Woods at Riverhead 4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901
Stoneleigh Woods at Riverhead 67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

1,972 sq ft

|

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 489 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$665,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

489 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
The Villages at Mount Sinai Park 68 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$657,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Leisure Village 261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196..., Ridge, NY 11961
$210,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196...
Community: Leisure Village
Leisure Village 280 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

836 sq ft

|

Condo

280 BERWICK CT A, RIDGE, 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.
Leisure Village 227 BLACKPOOL CT D, RIDGE, NY, 11961, Ridge, NY 11961
$212,500

1 beds

|

1 baths

|

684 sq ft

|

House

227 BLACKPOOL CT D, RIDGE, NY, 11961
Community: Leisure Village
Heritage Hills 150 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$550,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

150 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Knoll 151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$399,990

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

151 LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
Heritage Hills 523 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$669,000

2 beds

|

2 baths

|

1,468 sq ft

|

Condo

523 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Leisure Village 416 WEYMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$399,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

416 WEYMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Stoneleigh Woods at Riverhead 159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$699,999

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

159 STONELEIGH DR, RIVERHEAD, NY, 11901
The Villages at Mount Sinai Park 109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$729,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Heritage Hills 247 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$389,900

1 beds

|

1 baths

|

955 sq ft

|

Condo

247 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills 798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$619,000

2 beds

|

2 baths

|

1,296 sq ft

|

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
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85 communities near Simsbury
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