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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
$200Ks - $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
Want to learn more about 55+ communities in Enfield? 55places can help!
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Del Webb Chauncy Lake
$300Ks - $600Ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Spring Lake Village
$200Ks - $300Ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Regency at Prospect
$400Ks - $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
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.
Meadow Brook Estates
$500Ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Summit at Bethel
$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
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
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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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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
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.
Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Harmony Place
$400Ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
North Woods of Colchester
$500Ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Upton Ridge
$600Ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
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Angell Brook Village
$400Ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Fairview at Oxford Greens
$600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
The Village at Westminste...
$500Ks - $600Ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 homes
Newbury Village
$500Ks - $600Ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
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Questions? Call us: (860) 835-0848
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 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
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
New England Commons
$400Ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 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
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Orchard Hill
$600Ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
The Bridges at Oxford Gre...
$600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Ledgewood of Milford
$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
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.
Applegate Estates
$500Ks - $400Ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
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Questions? Call us: (860) 835-0848
Pond Spring Village
$300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Founders Village
$500Ks - $600Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
The Seasons at Salisbury
$600Ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
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
New Brierly Pond Village 57 HORNE WAY # 57, MILLBURY, MA, 01527, Millbury, MA 01527
$455,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

57 HORNE WAY # 57, MILLBURY, MA, 01527
Del Webb Chauncy Lake 5 PETERS FARM WAY # 207, WESTBOROUGH, MA..., Westborough, MA 01581
$671,025

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

5 PETERS FARM WAY # 207, WESTBOROUGH, MA...
Del Webb Chauncy Lake 2 CODMAN WAY 402, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$424,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 402, WESTBOROUGH, MA, 01581
Del Webb Chauncy Lake 5 PETERS FARM WAY # 101, WESTBOROUGH, MA..., Westborough, MA 01581
$650,535

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

5 PETERS FARM WAY # 101, WESTBOROUGH, MA...
Del Webb Chauncy Lake 2 CODMAN WAY 104, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$389,999

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 104, WESTBOROUGH, MA, 01581
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Want to learn more about 55+ rental communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Del Webb Chauncy Lake 5 PETERS FARM WAY # 5205, WESTBOROUGH, M..., Westborough, MA 01581
$576,025

2 beds

|

2 baths

|

1,166 sq ft

|

Condo

5 PETERS FARM WAY # 5205, WESTBOROUGH, M...
New Del Webb Chauncy Lake 2 CODMAN WAY 408, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$589,999

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

2 CODMAN WAY 408, WESTBOROUGH, MA, 01581
New Del Webb Chauncy Lake 4206 PETERS FARM WAY # 206, WESTBOROUGH,..., Westborough, MA 01581
$649,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

4206 PETERS FARM WAY # 206, WESTBOROUGH,...
Del Webb Chauncy Lake 4203 PETERS FARM WAY # 4203, WESTBOROUGH..., Westborough, MA 01581
$470,000

1 beds

|

1 baths

|

945 sq ft

|

Condo

4203 PETERS FARM WAY # 4203, WESTBOROUGH...
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 Harmony Place 210 FIDELITY DR 84, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

210 FIDELITY DR 84, RUTLAND, MA, 01543
Community: Harmony Place
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Harmony Place 10 FIDELITY DR # 5, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

10 FIDELITY DR # 5, RUTLAND, MA, 01543
Community: Harmony Place
Del Webb Chauncy Lake 2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$399,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

2 TALBOT WAY 2103, WESTBOROUGH, MA, 0158...
Harmony Place 12 FIDELITY DR # 6, RUTLAND, MA, 01543, Rutland, MA 01543
$498,000

2 beds

|

2 baths

|

1,582 sq ft

|

Condo

12 FIDELITY DR # 6, RUTLAND, MA, 01543
Community: Harmony Place
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
The Villages at Walker Meadow 9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

9 SHAKER WAY # 9, WESTBOROUGH, MA, 01581
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...
Want to learn more about 55+ rental communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
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

|

House

27 TEA PARTY CIR # 27, HOLDEN, MA, 01520
Del Webb Chauncy Lake 2 TALBOT WAY 2208, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$390,000

1 beds

|

1 baths

|

1,021 sq ft

|

Condo

2 TALBOT WAY 2208, WESTBOROUGH, MA, 0158...
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 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
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...
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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Oronoque Village 183 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,900

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

183 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 889 GLACIER WAY # 889, SOUTHINGTON, CT, ..., Southington, CT 06489
$375,000

3 beds

|

2 baths

|

1,923 sq ft

|

Condo

889 GLACIER WAY # 889, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Heritage Village 331 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$265,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

331 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ rental communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
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 Village at Oxford Greens 930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478
$759,900

2 beds

|

3 baths

|

2,365 sq ft

930 TILLINGHAST DR # 930, OXFORD, CT, 06...
New Long Hill Village 4 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$495,500

2 beds

|

2 baths

|

1,400 sq ft

4 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
Heritage Village 701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 413 MULLIGAN DR # 413, OXFORD, CT, 06478, Oxford, CT 06478
$519,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

413 MULLIGAN DR # 413, OXFORD, CT, 06478
New Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$279,900

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Spring Lake Village 951 SWEETHEART PATH # 951, SOUTHINGTON, ..., Southington, CT 06489
$389,000

2 beds

|

3 baths

|

1,550 sq ft

|

Condo

951 SWEETHEART PATH # 951, SOUTHINGTON, ...
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
Heritage Village 977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$515,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$524,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE 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.
Park Glen 10 HARMONY TRL # 10, NEW MILFORD, CT, 06..., New Milford, CT 06776
$639,000

2 beds

|

3 baths

|

4,023 sq ft

|

Condo

10 HARMONY TRL # 10, NEW MILFORD, CT, 06...
Community: Park Glen
Want to learn more about 55+ rental communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
New Regency at Woodbridge 10 HILLCREST DR # 5, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$995,000

3 beds

|

3 baths

|

Condo

10 HILLCREST DR # 5, WOODBRIDGE, CT, 065...
Heritage Village 98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 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
Newtown Woods 603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470
$484,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...
Community: Newtown Woods
Newbury Village 332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804
$525,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...
Community: Newbury Village

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