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Connecticut 55+ active adult communities & homes for sale

Living in Connecticut

Connecticut offers a classic New England retirement lifestyle coupled with unparalleled regional access — New York City and Boston are each under two hours away, the scenic Long…
Connecticut offers a classic New England retirement lifestyle coupled with unparalleled regional access — New York City and Boston are each under two hours away, the scenic Long Island Sound shoreline runs the length of the state, and the Litchfield Hills provide a peaceful, rural alternative. The state boasts an exceptional healthcare network, anchored by Yale New Haven Health and Hartford HealthCare, alongside four distinct seasons featuring world-renowned autumn foliage.Connecticut is home to 62 active adult communities, with properties ranging from the mid-$100Ks to over $1M and averaging around $547K. Heritage Village in Southbury (2,580 homes) is the crown jewel of the state — ranking as one of the largest and most established 55+ communities in all of New England. Active adults seeking mid-sized options gravitate toward Oronoque Village in Stratford (929 homes) and Spring Lake Village in Southington (640 homes), while those prioritizing modern layouts favor new construction neighborhoods like Chatfield Farms in Beacon Falls and The Village at Oxford Greens in Oxford. 55places has thoroughly profiled every local development with verified pricing tiers, honest resident reviews, and direct local agent connections.

Quick Facts About Retiring in Connecticut


106 communities near Connecticut

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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
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
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
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Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
1 rating (1 reviews) Beckley Farms
$300ks - $400ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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.
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
5 rating (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
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Country Pointe Plainview
$700ks - $1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
5 rating (1 reviews) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 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) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
The Greens at Half Hollow
$600ks - $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
4.6 rating (9 reviews) Meadowbrook Pointe Links ...
$300ks - $700ks
Meadowbrook Pointe Links ..., Medford, NY
New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes
The Summit at Bethel
$500ks - $700ks
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.
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
12...3
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Newtown Woods 632 BROOKSIDE CT 632, NEWTOWN, CT, 06470, Newtown, CT 06470
$599,900

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470
Community: Newtown Woods
New The Greens at Half Hollow 915 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

915 ALTESSA BLVD, HUNTINGTON, NY, 11747
New Saddle Lakes 120 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$549,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
New Eastport Meadows 15 MEADOW WAY, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$650,000

2 beds

|

3 baths

|

1,855 sq ft

|

Condo

15 MEADOW WAY, BROOKHAVEN, NY, 11941
Community: Eastport Meadows
New The Greens at Half Hollow 991 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$789,000

2 beds

|

2 baths

|

1,058 sq ft

|

Condo

991 MADEIRA BLVD, HUNTINGTON, NY, 11747
New Westhampton Pines 30 KIMBERLY DR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977
$1,395,000

2 beds

|

3 baths

|

2,400 sq ft

|

Condo

30 KIMBERLY DR, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
New Spring Lake Village 614 OVERLOOK PATH 614, SOUTHINGTON, CT, ..., Southington, CT 06489
$325,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

614 OVERLOOK PATH 614, SOUTHINGTON, CT, ...
Community: Spring Lake Village
New Rivington 19 ORWICH CT 19, DANBURY, CT, 06810, Danbury, CT 06810
$669,900

3 beds

|

4 baths

|

1,572 sq ft

|

Condo

19 ORWICH CT 19, DANBURY, CT, 06810
Community: Rivington
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 Heritage Village 991 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

991 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Meadow Brook Estates 207 WOODLAWN DR 207, SEYMOUR, CT, 06483, Seymour, CT 06483
$625,000

3 beds

|

3 baths

|

2,484 sq ft

|

Condo

207 WOODLAWN DR 207, SEYMOUR, CT, 06483
New Spring Lake Village 1 HICKORY HL 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$239,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

1 HICKORY HL 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New Heritage Village 226A S DURKEE HILL RD 226A, SOUTHBURY, C..., Southbury, CT 06488
$338,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

226A S DURKEE HILL RD 226A, SOUTHBURY, C...
Community: Heritage Village
New Greenwood Village 124 VILLAGE CIR 124, BROOKHAVEN, NY, 119..., Brookhaven, NY 11949
$179,997

2 beds

|

2 baths

|

1,116 sq ft

|

Condo

124 VILLAGE CIR 124, BROOKHAVEN, NY, 119...
Community: Greenwood Village
New The Seasons at East Northport 40 AUGUST CIR 40, HUNTINGTON, NY, 11731, Huntington, NY 11731
$772,150

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

40 AUGUST CIR 40, HUNTINGTON, NY, 11731
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
New Plymouth Estates at Mount Sinai 55 ROSE LN, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$548,888

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

55 ROSE LN, BROOKHAVEN, NY, 11766
New Fairfield at St. James 1102 GOTHAM PATH, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$639,900

3 beds

|

3 baths

|

1,601 sq ft

|

Condo

1102 GOTHAM PATH, SMITHTOWN, NY, 11780
Leisure Knoll 257 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$539,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

257 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Beckley Farms 91 SCENIC DR 91, BERLIN, CT, 06037, Berlin, CT 06037
$679,900

3 beds

|

3 baths

|

2,068 sq ft

|

Condo

91 SCENIC DR 91, BERLIN, CT, 06037
Community: Beckley 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.
Foxwood Village 1407 MIDDLE RD 45, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$315,000

2 beds

|

2 baths

|

1,100 sq ft

|

House

1407 MIDDLE RD 45, RIVERHEAD, NY, 11933
Community: Foxwood Village
Heritage Village 162 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

162 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Woodridge Strathmore Terrace 55 STANDISH DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$499,000

2 beds

|

2 baths

|

1,501 sq ft

|

House

55 STANDISH DR, BROOKHAVEN, NY, 11766
Greenwood Village 33A LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,999

1 beds

|

1 baths

|

460 sq ft

|

Condo

33A LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Country Pointe Plainview 52102 BEECH TREE LN, OYSTER BAY, NY, 118..., Oyster Bay, NY 11803
$1,664,990

3 beds

|

3 baths

|

1,730 sq ft

|

Condo

52102 BEECH TREE LN, OYSTER BAY, NY, 118...
Heritage Village 397 KRUEGER CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$439,700

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

397 KRUEGER CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairview at Oxford Greens 1073 AUGUSTA DR 1073, OXFORD, CT, 06478, Oxford, CT 06478
$629,900

2 beds

|

3 baths

|

2,232 sq ft

|

Condo

1073 AUGUSTA DR 1073, OXFORD, CT, 06478
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Oxford Greens 1073 AUGUSTA DR 1073, OXFORD, CT, 06478, Oxford, CT 06478
$629,900

2 beds

|

3 baths

|

2,232 sq ft

|

Condo

1073 AUGUSTA DR 1073, OXFORD, CT, 06478
Oronoque Village 55 BLACK HAWK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,000

2 beds

|

3 baths

|

1,360 sq ft

|

Condo

55 BLACK HAWK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Meadowbrook Pointe Links & Spa 38 AUGUSTA DR, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763
$400,624

2 beds

|

3 baths

|

1,440 sq ft

|

Condo

38 AUGUSTA DR, BROOKHAVEN, NY, 11763
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 209 ACORN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$554,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

209 ACORN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 764 KETTLE PATH 764, SOUTHINGTON, CT, 06..., Southington, CT 06489
$355,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

764 KETTLE PATH 764, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
Heritage Village 633 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$400,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

633 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 626 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$300,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

626 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Seasons at Plainview 53 AUTUMN DR, OYSTER BAY, NY, 11803, Oyster Bay, NY 11803
$829,000

2 beds

|

2 baths

|

1,379 sq ft

|

Condo

53 AUTUMN DR, OYSTER BAY, NY, 11803
The Village at Buckingham 3 CAVENDISH PL 3, AVON, CT, 06001, Avon, CT 06001
$689,000

3 beds

|

3 baths

|

2,730 sq ft

3 CAVENDISH PL 3, AVON, CT, 06001
Fairfield at St. James 705 ALDEN CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$559,803

2 beds

|

2 baths

|

954 sq ft

|

Condo

705 ALDEN CT, SMITHTOWN, NY, 11780
Rivington 11 MERCY ST 11, DANBURY, CT, 06810, Danbury, CT 06810
$600,000

2 beds

|

4 baths

|

1,572 sq ft

|

Condo

11 MERCY ST 11, DANBURY, CT, 06810
Community: Rivington
Want to learn more about 55+ communities in Connecticut? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Village 149 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$198,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

149 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Bidwell Village 94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238
$385,000

3 beds

|

4 baths

|

1,810 sq ft

|

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238
Community: Bidwell 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.



Connecticut 55+ Housing Market Trends

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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: Oct 02, 2026.
This application does not include information on all of the properties available for sale at this time.

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