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

Essex, CT 55+ rental communities & homes for rent

1 communities near Essex

Sort by:

Relevance

Relevance

The Cornerstone at Hauppa...
$2,831 - - $3,781 / mo
Base rent from $2,750
The Cornerstone at Hauppa..., Hauppauge, NY
New Construction | 55+ age-restricted | Built 2019 - 2020 | 96 rental 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.
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.
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Heritage Village 644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$529,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Oronoque Village 86 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

2 beds

|

3 baths

|

2,734 sq ft

|

Condo

86 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
New Oronoque Village 252 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$639,000

2 beds

|

3 baths

|

2,823 sq ft

|

Condo

252 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
New Fairfield at St. James 909 FENWAY RD, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$489,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

909 FENWAY RD, SMITHTOWN, NY, 11780
New Sunrise Village 4 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$499,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

4 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
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 Heritage Village 78 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$280,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

78 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Villages at Mount Sinai Park 43 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$799,000

3 beds

|

3 baths

|

2,455 sq ft

|

Condo

43 LOUDEN LOOP, BROOKHAVEN, NY, 11766
New Bartlett Hill 9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480, Portland, CT 06480
$479,900

2 beds

|

3 baths

|

1,404 sq ft

9 PEAR ORCHARD RD 9, PORTLAND, CT, 06480
Community: Bartlett Hill
New Meadowbrook Pointe Links & Spa 83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ..., Brookhaven, NY 11763
$749,990

3 beds

|

3 baths

|

2,047 sq ft

|

Condo

83 PACIFIC DUNES CT 83, BROOKHAVEN, NY, ...
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 Leisure Glen 263 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

263 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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 Stoneleigh Woods at Riverhead 153 STONELEIGH DR 153, RIVERHEAD, NY, 11..., Riverhead, NY 11901
$699,000

3 beds

|

3 baths

|

2,107 sq ft

|

Condo

153 STONELEIGH DR 153, RIVERHEAD, NY, 11...
New Strathmore Gate East 25 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$329,000

1 beds

|

1 baths

|

750 sq ft

|

Condo

25 FREEMONT LN, BROOKHAVEN, NY, 11727
New Leisure Glen 415 LEISURE DR 415, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$642,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

415 LEISURE DR 415, BROOKHAVEN, NY, 1196...
Community: Leisure Glen
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Oronoque Village 639 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

639 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Fairfield at St. James 908 DREW LN, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$609,000

2 beds

|

2 baths

|

1,050 sq ft

|

Condo

908 DREW LN, SMITHTOWN, NY, 11780
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New The Villages at Mount Sinai Park 10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$789,000

3 beds

|

3 baths

|

2,455 sq ft

|

Condo

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Greenwood Village 43 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$264,999

2 beds

|

2 baths

|

1,164 sq ft

|

House

43 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood 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.
Sunken Pond Estates 1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$489,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Leisure Knoll 506 LANCASTER CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$549,000

2 beds

|

2 baths

|

1,394 sq ft

|

House

506 LANCASTER CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Heritage Village 41 E MEADOW RD, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

3 baths

|

1,479 sq ft

|

Condo

41 E MEADOW RD, 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.
Greenwood Village 65A VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$134,900

1 beds

|

1 baths

|

672 sq ft

|

Condo

65A VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Greenwood Village 135 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$139,999

2 beds

|

1 baths

|

938 sq ft

|

House

135 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
The Vineyards at Mount Sinai 59 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$1,075,000

2 beds

|

4 baths

|

1,982 sq ft

|

Condo

59 FARM ACRE CIR, BROOKHAVEN, NY, 11766
Greenwood Village 21 LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$169,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

21 LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Leisure Village 421 WEYMOUTH CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

421 WEYMOUTH CT D, BROOKHAVEN, 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.
Leisure Village 260 NEWCASTLE CT B, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$259,990

1 beds

|

1 baths

|

684 sq ft

|

Condo

260 NEWCASTLE CT B, BROOKHAVEN, NY, 1196...
Community: Leisure Village
Meadow Brook Estates 312 SPRUCE HILL DR 312, OXFORD, CT, 0647..., Oxford, CT 06478
$529,900

2 beds

|

3 baths

|

1,564 sq ft

|

Condo

312 SPRUCE HILL DR 312, OXFORD, CT, 0647...
Leisure Knoll 151 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$489,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

151 LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Fairfield at St. James 1205 GOTHAM DR, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$449,990

1 beds

|

2 baths

|

948 sq ft

|

Condo

1205 GOTHAM DR, SMITHTOWN, NY, 11780
Heritage Village 665 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$524,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

665 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
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.
Orchard Hill 14 BALDWIN CT 14, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$730,000

2 beds

|

3 baths

|

2,225 sq ft

|

Condo

14 BALDWIN CT 14, WESTBOROUGH, MA, 01581
Community: Orchard Hill
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$249,999

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
Oronoque Village 261 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$600,000

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
The Waterways at Moriches 548 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$525,000

2 beds

|

2 baths

|

1,771 sq ft

|

Condo

548 HIGHLAND CT, BROOKHAVEN, NY, 11955
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 Oxford Greens 1125 ST ANDREWS DR 47, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Fairview at Oxford Greens 1125 ST ANDREWS DR 47, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478
Fairview at Oxford Greens 1093 ST ANDREWS DR 7, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478
The Village at Oxford Greens 1093 ST ANDREWS DR 7, OXFORD, CT, 06478, Oxford, CT 06478
$689,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Fairview at Oxford Greens 1091 ST ANDREWS DR 6, OXFORD, CT, 06478, Oxford, CT 06478
$739,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478
The Village at Oxford Greens 1091 ST ANDREWS DR 6, OXFORD, CT, 06478, Oxford, CT 06478
$739,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478

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
1 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: Mar 16, 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