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

79 communities near Enfield

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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
Del Webb Chauncy Lake
$400ks - $600ks
Del Webb Chauncy Lake, Westborough, MA
New Construction | 55+ age-restricted | Built 2018 - present | 700 homes
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
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Questions? Call us: (860) 835-0848
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 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.
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Bigelow Farm
$500ks - $600ks
Bigelow Farm, Northborough, MA
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 41 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 Villages at Walker Me...
$600ks - $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only | 55+ age-restricted | Built 1999 - 2000 | 100 homes
Brierly Pond Village
$300ks - $400ks
Brierly Pond Village, Millbury, MA
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 199 homes
Upton Ridge
$400ks - $600ks
Upton Ridge, Upton, MA
New Construction | 55+ age-restricted | Built 2019 - present | 139 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Ledgewood of Milford
$400ks
Ledgewood of Milford, Milford, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 98 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 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
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Questions? Call us: (860) 835-0848
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 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.
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
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
Castle Heights of Cheshir...
$500ks - $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
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
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.
1...2
New Oronoque Village 253 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$565,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

253 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
New 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
New 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
New 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...
New The Gardens of Wilbraham 77 CHERRY DR 77, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$439,900

2 beds

|

2 baths

|

1,586 sq ft

|

Condo

77 CHERRY DR 77, WILBRAHAM, MA, 01095
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
New Regency at Prospect 10 ASH LN 10, PROSPECT, CT, 06712, Prospect, CT 06712
$539,000

2 beds

|

3 baths

|

1,928 sq ft

|

Condo

10 ASH LN 10, PROSPECT, CT, 06712
Community: Regency at Prospect
New Oronoque Village 493 PAWNEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$425,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

493 PAWNEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Newtown Woods 1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470
$500,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...
Community: Newtown Woods
New Del Webb Chauncy Lake 5 PETERS FARM WAY 7305, WESTBOROUGH, MA,..., Westborough, MA 01581
$579,995

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5 PETERS FARM WAY 7305, WESTBOROUGH, MA,...
New Del Webb Chauncy Lake 2 CODMAN WAY 2203, WESTBOROUGH, MA, 0158..., Westborough, MA 01581
$425,000

1 beds

|

1 baths

|

972 sq ft

|

Condo

2 CODMAN WAY 2203, 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.
Heritage Village 18 HERITAGE CRST D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$474,981

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

18 HERITAGE CRST D, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairview at Oxford Greens 1131 ST ANDREWS DR 50, OXFORD, CT, 06478, Oxford, CT 06478
$713,775

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478
The Village at Oxford Greens 1131 ST ANDREWS DR 50, OXFORD, CT, 06478, Oxford, CT 06478
$713,775

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478
Heritage Village 28 HERITAGE CRST E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$615,000

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

28 HERITAGE CRST E, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Orchard Meadows 4 APPLE SEED DR 4, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$625,000

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

4 APPLE SEED DR 4, SHREWSBURY, MA, 01545
Oronoque Village 44 BUCKSKIN LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

44 BUCKSKIN 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
Heritage Village 29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$315,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 513 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$584,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

513 OPA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Summit at Bethel 50 GREAT HILL DR, BETHEL, CT, 06801, Bethel, CT 06801
$629,000

2 beds

|

3 baths

|

1,623 sq ft

|

Condo

50 GREAT HILL DR, BETHEL, CT, 06801
Regency at Prospect 59 CHERRY CIR 59, PROSPECT, CT, 06712, Prospect, CT 06712
$575,000

2 beds

|

3 baths

|

2,067 sq ft

|

Condo

59 CHERRY CIR 59, PROSPECT, CT, 06712
Community: Regency at Prospect
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.
South Pond Village 174 THISTLE POND DR 174, BLOOMFIELD, CT,..., Bloomfield, CT 06002
$449,900

2 beds

|

2 baths

|

1,535 sq ft

|

Condo

174 THISTLE POND DR 174, BLOOMFIELD, CT,...
Community: South Pond Village
Oronoque Village 778 QUINNIPIAC LN A, STRATFORD, CT, 0661..., Stratford, CT 06614
$480,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

778 QUINNIPIAC LN A, STRATFORD, CT, 0661...
Community: Oronoque Village
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Del Webb Chauncy Lake 5 PETERS FARM WAY 408, WESTBOROUGH, MA, ..., Westborough, MA 01581
$679,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 408, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 5 PETERS FARM WAY 311, WESTBOROUGH, MA, ..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 311, WESTBOROUGH, MA, ...
Angell Brook Village 85 ANGELL BROOK DR 85, WEST BOYLSTON, MA..., West Boylston, MA 01583
$499,900

2 beds

|

2 baths

|

1,392 sq ft

|

Condo

85 ANGELL BROOK DR 85, WEST BOYLSTON, MA...
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$439,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 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
Brierly Pond Village 2 ASHTON LN 2, MILLBURY, MA, 01527, Millbury, MA 01527
$559,900

2 beds

|

4 baths

|

1,949 sq ft

|

Condo

2 ASHTON LN 2, MILLBURY, MA, 01527
Oronoque Village 13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$396,000

1 beds

|

2 baths

|

1,480 sq ft

|

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Del Webb Chauncy Lake 3405 PETERS FARM WAY 3405, WESTBOROUGH, ..., Westborough, MA 01581
$529,500

2 beds

|

2 baths

|

1,121 sq ft

|

Condo

3405 PETERS FARM WAY 3405, 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.
Del Webb Chauncy Lake 3103 PETERS FARM WAY 103, WESTBOROUGH, M..., Westborough, MA 01581
$385,000

1 beds

|

1 baths

|

956 sq ft

|

Condo

3103 PETERS FARM WAY 103, WESTBOROUGH, M...
Heritage Village 877 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

877 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Orchard Meadows 70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,..., Shrewsbury, MA 01545
$649,000

2 beds

|

3 baths

|

1,896 sq ft

|

Condo

70 ORCHARD MEADOW DR 70, SHREWSBURY, MA,...
The Summit at Bethel 6 LOCKWOOD CIR 6, BETHEL, CT, 06801, Bethel, CT 06801
$619,000

3 beds

|

3 baths

|

1,771 sq ft

|

Condo

6 LOCKWOOD CIR 6, BETHEL, CT, 06801
Del Webb Chauncy Lake 4311 PETERS FARM WAY 311, WESTBOROUGH, M..., Westborough, MA 01581
$562,900

2 beds

|

2 baths

|

1,326 sq ft

|

Condo

4311 PETERS FARM WAY 311, WESTBOROUGH, M...
Pond Spring Village 37 SEPTEMBER LN 37, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$450,000

2 beds

|

3 baths

|

1,328 sq ft

|

Condo

37 SEPTEMBER LN 37, BEACON FALLS, CT, 06...
Community: Pond Spring Village
The Village at Orchard Meadows 7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$525,000

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

7 BLOSSOM TREE DR 7, SHREWSBURY, MA, 015...
Heritage Village 343 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$215,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

343 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Upton Ridge 87 SHANNON WAY 86, UPTON, MA, 01568, Upton, MA 01568
$729,000

2 beds

|

3 baths

|

1,930 sq ft

|

Condo

87 SHANNON WAY 86, UPTON, MA, 01568
Community: Upton Ridge
Chatfield Farms 24 BAYBERRY CT 24, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$725,000

3 beds

|

3 baths

|

1,981 sq ft

|

Condo

24 BAYBERRY CT 24, BEACON FALLS, CT, 064...
Community: Chatfield Farms
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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