Call us at (860) 835-0848 to learn more about active adult communities in Enfield

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

79 communities near Enfield

Sort by:

Relevance

Relevance

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
5 rating (2 reviews) 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
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 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
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 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 Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 homes
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 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 Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 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
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
The Seasons at Salisbury
$400ks - $500ks
The Seasons at Salisbury, Holden, MA
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 91 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 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
The Village at Westminste...
$400ks - $500ks
The Village at Westminste..., Holden, MA
New and Resale | 55+ age-restricted | Built 2006 - present | 125 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
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 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.
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 homes
Blue Heron Pond
$500ks
Blue Heron Pond, Lancaster, MA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 58 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
Heritage Village 345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$386,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 138 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$480,000

2 beds

|

3 baths

|

1,438 sq ft

138 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 857 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$235,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

857 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 9 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$275,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

9 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 353 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

353 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
New Heritage Village 559 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$315,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

559 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$424,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Shaker Heights 12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082
$589,900

2 beds

|

2 baths

|

1,897 sq ft

|

Condo

12 COPLEY CIR 12, ENFIELD, CT, 06082
Community: Shaker Heights
New Founders Village 2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971, Southold, NY 11971
$550,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971
Community: Founders Village
New Heritage Village 549 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$164,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

549 HERITAGE VLG D, 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 Del Webb Chauncy Lake 8 PETERS FARM WAY 106, WESTBOROUGH, MA, ..., Westborough, MA 01581
$674,877

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 106, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 8 PETERS FARM WAY 108, WESTBOROUGH, MA, ..., Westborough, MA 01581
$549,330

1 beds

|

2 baths

|

1,058 sq ft

|

Condo

8 PETERS FARM WAY 108, WESTBOROUGH, MA, ...
New Del Webb Chauncy Lake 8 PETERS FARM WAY 105, WESTBOROUGH, MA, ..., Westborough, MA 01581
$499,420

1 beds

|

2 baths

|

958 sq ft

|

Condo

8 PETERS FARM WAY 105, WESTBOROUGH, MA, ...
Del Webb Chauncy Lake 1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0..., Westborough, MA 01581
$584,900

2 beds

|

2 baths

|

1,512 sq ft

|

Condo

1213 CODMAN WAY 1213, WESTBOROUGH, MA, 0...
Heritage Village 1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$244,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Brierly Pond Village 37 HORNE WAY 37, MILLBURY, MA, 01527, Millbury, MA 01527
$479,900

2 beds

|

3 baths

|

1,746 sq ft

|

Condo

37 HORNE WAY 37, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
The Village at Orchard Meadows 1 APPLE SEED DR 1, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545
$649,900

2 beds

|

3 baths

|

1,854 sq ft

|

Condo

1 APPLE SEED DR 1, SHREWSBURY, MA, 01545
The Villages at Walker Meadow 14 WESSONVILLE VILLAGE WAY 79, WESTBOROU..., Westborough, MA 01581
$700,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

14 WESSONVILLE VILLAGE WAY 79, WESTBOROU...
The Village at Oxford Greens 521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478
$675,000

3 beds

|

3 baths

|

2,735 sq ft

|

Condo

521 PUTTING GREEN LN 521, OXFORD, CT, 06...
Oronoque Village 546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$539,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

546 N TRL A, 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.
The Village at Westminster Place 18 TEA PARTY CIR 18, HOLDEN, MA, 01520, Holden, MA 01520
$649,990

3 beds

|

3 baths

|

2,028 sq ft

|

House

18 TEA PARTY CIR 18, HOLDEN, MA, 01520
Del Webb Chauncy Lake 5 PETERS FARM WAY 7409, WESTBOROUGH, MA,..., Westborough, MA 01581
$599,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

5 PETERS FARM WAY 7409, WESTBOROUGH, MA,...
Meadow Brook Estates 107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478
$639,000

3 beds

|

3 baths

|

1,922 sq ft

107 MEADOW BROOK RD 107, OXFORD, CT, 064...
The Powder Forest Homes 9 GRISWOLD PL 9, SIMSBURY, CT, 06070, Simsbury, CT 06070
$1,250,000

3 beds

|

5 baths

|

2,774 sq ft

9 GRISWOLD PL 9, SIMSBURY, CT, 06070
Heritage Village 65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

261B HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1016 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

1016 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
Want to learn more about 55+ communities in Enfield? 55places can help!
Questions? Call us: (860) 835-0848
Spring Lake Village 504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489
$330,000

2 beds

|

2 baths

|

1,313 sq ft

|

Condo

504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Del Webb Chauncy Lake 8 PETERS FARM WAY 401, WESTBOROUGH, MA, ..., Westborough, MA 01581
$872,440

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

8 PETERS FARM WAY 401, WESTBOROUGH, MA, ...
The Village at Oxford Greens 171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478
$775,000

3 beds

|

3 baths

|

2,750 sq ft

|

Condo

171 COUNTRY CLUB DR 171, OXFORD, CT, 064...
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.
Oronoque Village 621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

2,325 sq ft

|

Condo

621 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Hopmeadow Place 1 W ST 215, SIMSBURY, CT, 06070, Simsbury, CT 06070
$385,000

2 beds

|

2 baths

|

1,477 sq ft

|

Condo

1 W ST 215, SIMSBURY, CT, 06070
Community: Hopmeadow Place
The Gardens of Wilbraham 23 CHERRY DR 23, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$399,900

1 beds

|

2 baths

|

1,218 sq ft

|

Condo

23 CHERRY DR 23, WILBRAHAM, MA, 01095
The Summit at Bethel 78 GREAT HILL DR 78, BETHEL, CT, 06801, Bethel, CT 06801
$700,000

3 beds

|

4 baths

|

Condo

78 GREAT HILL DR 78, BETHEL, CT, 06801
Meadow Brook Estates 169 MEADOW BROOK RD 169, OXFORD, CT, 064..., Oxford, CT 06478
$625,000

2 beds

|

3 baths

|

1,821 sq ft

|

Condo

169 MEADOW BROOK RD 169, OXFORD, CT, 064...
Spring Lake Village 116 TIMBER RDG, SOUTHINGTON, CT, 06489, Southington, CT 06489
$304,900

2 beds

|

2 baths

|

1,128 sq ft

|

Condo

116 TIMBER RDG, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$589,900

2 beds

|

2 baths

|

1,620 sq ft

|

Condo

511 OPA LN B, 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 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$374,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Autumn Fields 37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082
$419,000

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
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.

Frequently Asked Questions


Want more information about active adult communities around Enfield?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Enfield?

Call us: (860) 835-0848
79 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top