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

79 communities near Enfield

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Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Autumn Fields
$200Ks - $300Ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 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
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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
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Del Webb Chauncy Lake
$300Ks - $800Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Spring Lake Village
$200Ks - $200Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Regency at Prospect
$300Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
4 rating (5 reviews) South Shore Village
$600Ks - $800Ks
South Shore Village, South Kingstown, RI
New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes
Meadow Brook Estates
$500Ks - $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 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
$600Ks - $600Ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
4.9 rating (14 reviews) Chatfield Farms
$500Ks - $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Brierly Pond Village
$400Ks - $400Ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
The Powder Forest Homes
$600Ks - $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (1 reviews) Newtown Woods
$400Ks - $500Ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
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Questions? Call us: (860) 835-0848
Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
South Pond Village
$100Ks - $200Ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Harmony Place
$400Ks - $500Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
North Woods of Colchester
$500Ks - $500Ks
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.
Upton Ridge
$600Ks - $600Ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Angell Brook Village
$400Ks - $400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
The Village at Westminste...
$500Ks - $600Ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Fairview at Oxford Greens
$600Ks - $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Newbury Village
$600Ks - $700Ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
The Village at Orchard Me...
$400Ks - $500Ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
The Gardens of Wilbraham
$500Ks - $500Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
O'Meara Farm
$400Ks - $500Ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
The Villages at Walker Me...
$600Ks - $700Ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
New England Commons
$400Ks - $400Ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 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.
Orchard Hill
$600Ks - $600Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Bridges at Oxford Gre...
$600Ks - $600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Ledgewood of Milford
$400Ks - $400Ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
Liberty at Newtown
$300Ks - $400Ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Applegate Estates
$500Ks - $400Ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Founders Village
$500Ks - $600Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
Pond Spring Village
$300Ks - $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
The Seasons at Salisbury
$600Ks - $600Ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Adams Farm
$800Ks - $900Ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
Castle Heights of Cheshir...
$500Ks - $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
1...2
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
Del Webb Chauncy Lake 4403 PETERS FARM WAY 403, WESTBOROUGH, M..., Westborough, MA 01581
$429,900

1 beds

|

1 baths

|

956 sq ft

|

Condo

4403 PETERS FARM WAY 403, WESTBOROUGH, M...
Del Webb Chauncy Lake 11302 PETERS FARM WAY # 11302, WESTBOROU..., Westborough, MA 01581
$359,995

1 beds

|

1 baths

|

956 sq ft

|

Condo

11302 PETERS FARM WAY # 11302, WESTBOROU...
The Village at Westminster Place 27 TEA PARTY CIR # 27, HOLDEN, MA, 01520, Holden, MA 01520
$579,900

3 beds

|

3 baths

|

1,895 sq ft

|

Condo

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
The Villages at Walker Meadow 3 DOVER WAY # 3, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$620,000

2 beds

|

2 baths

|

1,874 sq ft

|

Condo

3 DOVER WAY # 3, WESTBOROUGH, MA, 01581
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Brierly Pond Village 32 HORNE WAY # 32, MILLBURY, MA, 01527, Millbury, MA 01527
$449,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

32 HORNE WAY # 32, MILLBURY, MA, 01527
Del Webb Chauncy Lake 5 PETERS FARM WAY # 412, WESTBOROUGH, MA..., Westborough, MA 01581
$870,665

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 412, WESTBOROUGH, MA...
Del Webb Chauncy Lake 11101 PETERS FARM WAY # 101, WESTBOROUGH..., Westborough, MA 01581
$599,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

11101 PETERS FARM WAY # 101, WESTBOROUGH...
The Gardens of Wilbraham 32 LODGE LN # 32, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$565,000

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

32 LODGE LN # 32, WILBRAHAM, MA, 01095
Forest Glen 100 SPRING HILL DR # 100, UXBRIDGE, MA, ..., Uxbridge, MA 01569
$574,900

2 beds

|

2 baths

|

1,694 sq ft

|

Condo

100 SPRING HILL DR # 100, UXBRIDGE, MA, ...
Community: Forest Glen
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 Del Webb Chauncy Lake 2 CODMAN WAY 411, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$649,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 411, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 3103 PETERS FARM WAY # 3103, WESTBOROUGH..., Westborough, MA 01581
$386,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY # 3103, WESTBOROUGH...
Del Webb Chauncy Lake 3112 PETERS FARM WAY # 112, WESTBOROUGH,..., Westborough, MA 01581
$405,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

3112 PETERS FARM WAY # 112, WESTBOROUGH,...
Del Webb Chauncy Lake 2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$415,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...
Orchard Hill 5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$690,000

3 beds

|

4 baths

|

3,373 sq ft

|

Condo

5 BLOSSOM CT # 5, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Del Webb Chauncy Lake 2 CODMAN WAY 402, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$449,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$725,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 3102 PETERS FARM WAY # 102, WESTBOROUGH,..., Westborough, MA 01581
$375,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3102 PETERS FARM WAY # 102, WESTBOROUGH,...
The Gardens of Wilbraham 116 CHERRY DR # 116, WILBRAHAM, MA, 0109..., Wilbraham, MA 01095
$539,000

2 beds

|

2 baths

|

1,634 sq ft

|

Condo

116 CHERRY DR # 116, WILBRAHAM, MA, 0109...
Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$611,995

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
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.
Del Webb Chauncy Lake 12302 PETERS FARM WAY # 302, WESTBOROUGH..., Westborough, MA 01581
$379,999

1 beds

|

1 baths

|

956 sq ft

|

Condo

12302 PETERS FARM WAY # 302, WESTBOROUGH...
Del Webb Chauncy Lake 5 PETERS FARM WAY # 205, WESTBOROUGH, MA..., Westborough, MA 01581
$545,995

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 205, WESTBOROUGH, MA...
Orchard Hill 9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$650,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT # 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Blue Heron Pond 453 BLUE HERON DR # 453, LANCASTER, MA, ..., Lancaster, MA 01523
$304,135

2 beds

|

3 baths

|

1,477 sq ft

|

Condo

453 BLUE HERON DR # 453, LANCASTER, MA, ...
Community: Blue Heron Pond
Heritage Village 862 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$499,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

862 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Heritage Village 825 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

825 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 746 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

746 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
South Pond Village 76 SILO WAY # 76, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$285,000

3 beds

|

3 baths

|

1,545 sq ft

|

Condo

76 SILO WAY # 76, BLOOMFIELD, CT, 06002
Community: South Pond Village
Heritage Village 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 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.
Evergreen 34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416
$539,000

2 beds

|

2 baths

|

1,758 sq ft

|

Condo

34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
Forest Mews 17 CHERRY TREE LN # 17, AVON, CT, 06001, Avon, CT 06001
$499,000

3 beds

|

3 baths

|

2,069 sq ft

|

Condo

17 CHERRY TREE LN # 17, AVON, CT, 06001
Community: Forest Mews
Gloria Commons 10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461
$465,000

2 beds

|

3 baths

|

2,061 sq ft

|

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
Spring Lake Village 8 VILLAGE RD # 8, SOUTHINGTON, CT, 06489, Southington, CT 06489
$229,900

2 beds

|

2 baths

|

1,314 sq ft

|

Condo

8 VILLAGE RD # 8, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Heritage Village 7 HERITAGE CRST B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,900

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

7 HERITAGE CRST B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$238,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 73 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$259,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

73 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 563 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$263,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

563 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
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79 communities near Enfield
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