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

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

105 communities near Essex

Sort by:

Relevance

Relevance

Newington Ridge Preserve
$300ks - $400ks
Newington Ridge Preserve, Newington, CT
New Construction | 55+ age-restricted | Built 2014 - present | 16 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Bartlett Hollow
$200ks - $400ks
Bartlett Hollow, Middletown, CT
New Construction | 55+ age-restricted | Built 2015 - present | 25 homes
Autumn Estates
$500ks - $600ks
Autumn Estates, Farmington, CT
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 30 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 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.
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 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.
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 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.
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
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 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.
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
New England Commons
$200ks - $300ks
New England Commons, Webster, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 100 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
Adams Farm
$700ks - $800ks
Adams Farm, Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 90 homes
New North Woods of Colchester 11 NORTH CT # 11, COLCHESTER, CT, 06415, Colchester, CT 06415
$539,900

2 beds

|

2 baths

|

1,751 sq ft

|

Condo

11 NORTH CT # 11, COLCHESTER, CT, 06415
New Leisure Knoll 206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961
$345,000

2 beds

|

1 baths

|

658 sq ft

|

Condo

206 BELFAST LN, RIDGE, NY, 11961
Community: Leisure Knoll
New Glenwood Village 1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901
$249,850

2 beds

|

2 baths

|

1,050 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...
Community: Glenwood Village
New Leisure Glen 530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961
$595,000

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

530 LEISURE DR, RIDGE, NY, 11961
Community: Leisure Glen
New Brierly Pond Village 100 HORNE WAY # 100, MILLBURY, MA, 01527, Millbury, MA 01527
$509,900

2 beds

|

3 baths

|

2,021 sq ft

|

Condo

100 HORNE WAY # 100, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Spring Lake Village 40 HICKORY HL # 40, SOUTHINGTON, CT, 064..., Southington, CT 06489
$233,527

2 beds

|

2 baths

|

1,211 sq ft

|

Condo

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
New Woodridge Strathmore Terrace 27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$399,000

1 beds

|

1 baths

|

844 sq ft

|

Condo

27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766
New Leisure Village 418 WEYMOUTH CT C, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

418 WEYMOUTH CT C, RIDGE, NY, 11961
Community: Leisure Village
New Fairfield at St. James 203 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$475,000

1 beds

|

1 baths

|

841 sq ft

|

Condo

203 CABOT CT, SMITHTOWN, NY, 11780
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 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
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 Heritage Village 701 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$260,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Leisure Village 430 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$369,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

430 FALMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
New Leisure Village 258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Oak Meadow Estates 65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791
$495,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...
Community: Oak Meadow Estates
New Forest Glen 61 SPRING HILL DR # 61, UXBRIDGE, MA, 01..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR # 61, UXBRIDGE, MA, 01...
Community: Forest Glen
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New South Pond Village 81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$259,999

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002
Community: South Pond Village
New Brierly Pond Village 196 HORNE WAY # 196, MILLBURY, MA, 01527, Millbury, MA 01527
$515,000

2 beds

|

4 baths

|

2,100 sq ft

|

Condo

196 HORNE WAY # 196, MILLBURY, MA, 01527
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 Knoll 304 KINGSTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$530,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

304 KINGSTON CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Oronoque Village 133 BANNOCK LN, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

2,038 sq ft

|

Condo

133 BANNOCK LN, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 914 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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.
Chatfield Farms 8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$724,900

3 beds

|

4 baths

|

2,610 sq ft

|

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Heritage Village 419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$500,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

419 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$167,000

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
The Trails 6 WATERVILLE LN # 6, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$1,179,900

2 beds

|

4 baths

|

3,292 sq ft

|

Condo

6 WATERVILLE LN # 6, HOPKINTON, MA, 0174...
Community: The Trails
Leisure Village 230 BLACKPOOL CT A, RIDGE, NY, 11961, Ridge, NY 11961
$289,900

2 beds

|

1 baths

|

836 sq ft

|

Condo

230 BLACKPOOL CT A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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.
Encore at Lake Grove 17 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$635,000

2 beds

|

3 baths

|

1,486 sq ft

|

Condo

17 SONATA CT, LAKE GROVE, NY, 11755
Meadow Brook Estates 215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478
$589,000

3 beds

|

3 baths

|

2,207 sq ft

|

Condo

215 MEADOW BROOK RD # 215, OXFORD, CT, 0...
Leisure Village 406 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$245,000

1 beds

|

1 baths

|

704 sq ft

|

Condo

406 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Long Hill Village 71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$539,900

1 beds

|

3 baths

|

1,370 sq ft

|

Condo

71 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
Leisure Knoll 190 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$479,999

2 beds

|

1 baths

|

913 sq ft

|

House

190 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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.
Heritage Village 915 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

915 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 126 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$225,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

126 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Encore at Lake Grove 171 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755
$799,000

2 beds

|

3 baths

|

2,189 sq ft

|

Condo

171 SYMPHONY DR, LAKE GROVE, NY, 11755
The Villages at Walker Meadow 5 WESSONVILLE VILLAGE WAY 5, WESTBOROUGH..., Westborough, MA 01581
$739,000

2 beds

|

3 baths

|

2,090 sq ft

|

Condo

5 WESSONVILLE VILLAGE WAY 5, 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.
Heritage Village 745 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

745 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Oronoque Village 445 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$644,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

445 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 968 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

968 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore Atlantic Shores 236 ENCORE BLVD, EASTPORT, NY, 11941, Eastport, NY 11941
$790,000

2 beds

|

2 baths

|

2,215 sq ft

|

Condo

236 ENCORE BLVD, EASTPORT, NY, 11941
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Leisure Knoll 475 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961
$519,000

3 beds

|

2 baths

|

1,592 sq ft

|

House

475 STRATFORD LN, RIDGE, NY, 11961
Community: Leisure Knoll
Glenwood Village 1661 OLD COUNTRY RD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$245,000

2 beds

|

2 baths

|

1,156 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD, RIVERHEAD, NY, 1190...
Community: Glenwood Village

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
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: Feb 14, 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