Call us at (959) 265-7852 to learn more about active adult communities near Essex

Essex, CT 55+ active adult communities & homes for sale - Page 3

105 communities near Essex

Sort by:

Relevance

Relevance

Autumn Fields
$200Ks - $300Ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Evergreen
$500Ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Regency Meadows
$500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Eastport Meadows
$400Ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Bramble Ridge
$400Ks - $500Ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Forest Glen
$400Ks - $500Ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Chimney Hill
$500Ks - $700Ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Forest Mews
$300Ks - $400Ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 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
Billingsgate
$400Ks - $600Ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Bidwell Village
$300Ks - $400Ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Brandywyne
$700Ks - $800Ks
Brandywyne, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 37 homes
Boulder Brook
$200Ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Oak Meadow Estates
$400Ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Autumn Estates
$500Ks - $600Ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
Brookedge Village Condomi...
$300Ks - $400Ks
Brookedge Village Condomi..., South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 homes
RiverBend Estates
$400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 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.
Bartlett Hollow
$200Ks - $400Ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Granite Woods
$600Ks - $700Ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
The Pines at Bohemia
$400Ks - $500Ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
Summer Wind Estates
$300Ks - $400Ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Newington Ridge Preserve
$300Ks - $400Ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
Regency at Prospect 11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712
$549,000

3 beds

|

3 baths

|

2,058 sq ft

|

Condo

11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
Oronoque Village 766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

766 NYACK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ..., Southington, CT 06489
$259,900

2 beds

|

2 baths

|

1,188 sq ft

|

Condo

373 LAKEVIEW DR # 373, SOUTHINGTON, CT, ...
Community: Spring Lake 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
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Heritage Village 902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$524,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$534,999

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
The Trails 13 BIRKDALE LN # 13, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$879,000

2 beds

|

3 baths

|

2,277 sq ft

|

Condo

13 BIRKDALE LN # 13, HOPKINTON, MA, 0174...
Community: The Trails
The Trails 14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...
Community: The Trails
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
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
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
The Trails 30 WATERVILLE LN # 30, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$1,129,000

2 beds

|

3 baths

|

2,510 sq ft

|

Condo

30 WATERVILLE LN # 30, HOPKINTON, MA, 01...
Community: The Trails
Brierly Pond Village 23 HORNE WAY # 23, MILLBURY, MA, 01527, Millbury, MA 01527
$429,900

2 beds

|

3 baths

|

1,794 sq ft

|

Condo

23 HORNE WAY # 23, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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
The Trails 71 WESTON LN # 71, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$1,025,000

2 beds

|

4 baths

|

3,258 sq ft

|

Condo

71 WESTON LN # 71, HOPKINTON, MA, 01748
Community: The Trails
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
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 183 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,900

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

183 APACHE LN 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.
Oronoque Village 383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

1,360 sq ft

|

Condo

383 SEQUOIA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614
$475,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
Community: Oronoque Village
Oronoque Village 516 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$459,900

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

516 OPA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 930 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

930 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Gloria Commons 10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461
$450,000

2 beds

|

3 baths

|

2,061 sq ft

|

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Oronoque Village 151 SOUTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$494,900

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

151 SOUTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$619,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$379,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage 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
Long Hill Village 5 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$479,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

5 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill 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.
Regency at Woodbridge 12 WHISPER RIDGE WAY # 45, WOODBRIDGE, C..., Woodbridge, CT 06525
$679,000

3 beds

|

3 baths

|

Condo

12 WHISPER RIDGE WAY # 45, WOODBRIDGE, C...
Regency at Woodbridge 21 HERITAGE LN # 60, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$599,000

3 beds

|

3 baths

|

Condo

21 HERITAGE LN # 60, WOODBRIDGE, CT, 065...
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$439,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$629,900

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
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
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$264,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 20 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$290,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

20 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Buckingham 8 KENINGTON RD # 8, AVON, CT, 06001, Avon, CT 06001
$599,900

3 beds

|

3 baths

|

2,430 sq ft

|

Condo

8 KENINGTON RD # 8, AVON, CT, 06001
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
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$479,999

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
1234…5

Frequently Asked Questions


Want more information about active adult communities around Essex?

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 [email protected]. 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 Essex?

Call us: (959) 265-7852
105 communities near Essex
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.
© 2025 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: Dec 18, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top