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 2
106 communities near Essex
208 homes near Essex
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$300ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
$400ks
- $500ks
Windcrest East, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
126 homes
$200ks
- $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
$400ks
- $500ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
85 homes
Want to learn more about 55+ communities in Essex?
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4 rating (1 reviews)
![Vineyards at Blue Point]()
$500ks
- $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
$500ks
Regency Meadows, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
51 homes
$800ks
- $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
91 homes
$600ks
- $700ks
The Villages at Walker Me..., Westborough, MA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2000
|
100 homes
$400ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 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.
$500ks
- $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
$500ks
- $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
$700ks
- $800ks
Brandywyne, South Kingstown, RI
Resale Only
|
55+ age-restricted
|
Built 2011 - 2013
|
37 homes
$600ks
- $700ks
Granite Woods, Middlebury, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
24 homes
$600ks
- $700ks
Southwinds, South Kingstown, RI
Resale Only
|
55+ age-restricted
|
Built 2005 - 2010
|
70 homes
$300ks
- $400ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
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$300ks
- $400ks
Bidwell Village, Coventry, CT
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
37 homes
$200ks
- $300ks
New England Commons, Webster, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
100 homes
$700ks
- $800ks
Adams Farm, Shrewsbury, MA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
90 homes
$600ks
- $700ks
Rockwood Meadows, Upton, MA
New Construction
|
55+ age-restricted
|
Built 2016 - present
|
58 homes
Download the Ultimate 55+ Homebuying Guide
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$400ks
- $500ks
Forest Glen, Uxbridge, MA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
44 homes
$300ks
- $400ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
5 rating (2 reviews)
![Benson Woods]()
$400ks
- $600ks
Benson Woods, Middlebury, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
79 homes
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
$300ks
- $400ks
The Village at Buckingham, Avon, CT
Resale Only
|
55+ age-restricted
|
Built 2002 - 2006
|
56 homes
$300ks
- $400ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
$300ks
Sonoma Woods, Middletown, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2015
|
68 homes
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Questions? Call us:
(959) 265-7852
$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
$500ks
- $600ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 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.
4.9 rating (14 reviews)
![Chatfield Farms]()
$400ks
- $700ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
$500ks
- $700ks
Chimney Hill, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
44 homes
$500ks
- $600ks
RiverWalk, Branford, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
60 homes
$300ks
- $400ks
Newington Ridge Preserve, Newington, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
16 homes
5 rating (3 reviews)
![Founders Ridge]()
$300ks
- $400ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
$200ks
- $400ks
Bartlett Hollow, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2015 - present
|
25 homes
$500ks
- $600ks
Autumn Estates, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 2011 - 2017
|
30 homes
<$100k
The Atrium of Portland, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2004
|
56 homes
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$200ks
Boulder Brook, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2004 - 2006
|
35 homes
$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.
Heritage Village
![345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24196164 • Keller Williams Realty, Marvin Ben... • Keller Williams Realty
Greenwood Village
![105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949]()
2 beds
|2 baths
|1,130 sq ft
|Condo
105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...
Community: Greenwood Village
MLS 1029061 • Gateway to The Hamptons R E, Janet ... • Gateway to The Hamptons R E
Glenwood Village
![1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,624 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1011541 • Gateway to The Hamptons R E, Vivian... • Gateway to The Hamptons R E
New
Vineyards at Blue Point
![132 HALLEY DR, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772]()
2 beds
|4 baths
|2,290 sq ft
|Condo
132 HALLEY DR, BROOKHAVEN, NY, 11772
Community: Vineyards at Blue Point
MLS 1040054 • Next Phase Realty LLC, Lamar Lanier... • Next Phase Realty LLC
New
Eagles Walk at East Quogue
![1401 AERIE WAY, SOUTHAMPTON, NY, 11942, Southampton, NY 11942]()
2 beds
|2 baths
|1,271 sq ft
|Condo
1401 AERIE WAY, SOUTHAMPTON, NY, 11942
Community: Eagles Walk at East Quogue
MLS 1041260 • Signature Premier Properties, Jeane... • Signature Premier Properties
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(959) 265-7852
New
Heritage Village
![397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
397 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24200929 • Keller Williams Realty, Lou Capell... • Keller Williams Realty
New
Shaker Heights
![12 COPLEY CIR 12, ENFIELD, CT, 06082, Enfield, CT 06082]()
2 beds
|2 baths
|1,897 sq ft
|Condo
12 COPLEY CIR 12, ENFIELD, CT, 06082
Community: Shaker Heights
MLS 73563615 • Berkshire Hathaway HomeServices Re... • Berkshire Hathaway HomeServices Realty Professionals
New
Founders Village
![2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 3C, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 1027409 • Thomas J McCarthy Real Estate, Thom... • Thomas J McCarthy Real Estate
New
Leisure Knoll
![185 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|1 baths
|1,014 sq ft
|Condo
185 KINGSTON DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
MLS 1041185 • Douglas Elliman Real Estate, Kennet... • Douglas Elliman Real Estate
New
Heritage Village
![549 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
549 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24200695 • Berkshire Hathaway NE Prop., Maris... • Berkshire Hathaway NE Prop.
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 Atlantic Shores
![101 MOZART CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|2 baths
|2,044 sq ft
|House
101 MOZART CT, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 1040804 • Compass Greater NY LLC, Laura S. Ca... • Compass Greater NY LLC
Heritage Village
![1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24193096 • Carey & Guarrera Real Estate, Alet... • Carey & Guarrera Real Estate
Brierly Pond Village
![37 HORNE WAY 37, MILLBURY, MA, 01527, Millbury, MA 01527]()
2 beds
|3 baths
|1,746 sq ft
|Condo
37 HORNE WAY 37, MILLBURY, MA, 01527
Community: Brierly Pond Village
MLS 73565368 • REMAX Executive Realty, Ron Arpino • REMAX Executive Realty
The Village at Orchard Meadows
![1 APPLE SEED DR 1, SHREWSBURY, MA, 01545, Shrewsbury, MA 01545]()
2 beds
|3 baths
|1,854 sq ft
|Condo
1 APPLE SEED DR 1, SHREWSBURY, MA, 01545
Community: The Village at Orchard Meadows
MLS 73565328 • Lamacchia Realty, Inc., Maribeth M... • Lamacchia Realty, Inc.
Greenwood Village
![205 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,138 sq ft
|House
205 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 1040375 • Dream Select Realty Corp, Juan A. R... • Dream Select Realty Corp
The Villages at Walker Meadow
![14 WESSONVILLE VILLAGE WAY 79, WESTBOROU..., Westborough, MA 01581]()
2 beds
|2 baths
|2,090 sq ft
|Condo
14 WESSONVILLE VILLAGE WAY 79, WESTBOROU...
Community: The Villages at Walker Meadow
MLS 73565142 • eXp Realty LLC - Corporate Office,... • eXp Realty LLC - Corporate Office
Want to learn more about 55+ communities in Essex?
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(959) 265-7852
The Village at Oxford Greens
![521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478]()
3 beds
|3 baths
|2,735 sq ft
|Condo
521 PUTTING GREEN LN 521, OXFORD, CT, 06...
Community: The Village at Oxford Greens
MLS 24199321 • William Pitt Sotheby's Int'l, Tom ... • William Pitt Sotheby's Int'l
Setauket Meadows
![2 EMILYS WAY, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733]()
2 beds
|3 baths
|1,842 sq ft
|Condo
2 EMILYS WAY, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
MLS 1039552 • Daniel Gale Sothebys Intl Rlty, Lyn... • Daniel Gale Sothebys Intl Rlty
Oronoque Village
![546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,434 sq ft
|Condo
546 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24199616 • Coldwell Banker Realty, Mark Pires • Coldwell Banker Realty
Greenwood Village
![162 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949]()
2 beds
|2 baths
|1,078 sq ft
|Condo
162 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
MLS 1039145 • Coldwell Banker American Homes, Rya... • Coldwell Banker American 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 Glen
![272 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
MLS 1039018 • Signature Premier Properties, Mildr... • Signature Premier Properties
Woodridge Strathmore Terrace
![62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766]()
2 beds
|2 baths
|1,105 sq ft
|Condo
62 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
Community: Woodridge Strathmore Terrace
MLS 1033093 • Douglas Elliman Real Estate, Christ... • Douglas Elliman Real Estate
Meadow Brook Estates
![107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|1,922 sq ft
107 MEADOW BROOK RD 107, OXFORD, CT, 064...
Community: Meadow Brook Estates
MLS 24197945 • Coldwell Banker Realty, Joseph Pau... • Coldwell Banker Realty
The Powder Forest Homes
![9 GRISWOLD PL 9, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
3 beds
|5 baths
|2,774 sq ft
9 GRISWOLD PL 9, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24198799 • Berkshire Hathaway NE Prop., Kris ... • Berkshire Hathaway NE Prop.
Heritage Village
![65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24198765 • Century 21 Bette Real Estate, Just... • Century 21 Bette Real Estate
Heritage Village
![261B HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
261B HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24198823 • Coldwell Banker Realty, Anne Stark • Coldwell Banker Realty
Westhampton Pines
![179 CARLY LN, SOUTHAMPTON, NY, 11977, Southampton, NY 11977]()
2 beds
|2 baths
|2,000 sq ft
|Condo
179 CARLY LN, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
MLS 1036953 • Compass Greater NY LLC, Maria C. Cu... • Compass Greater NY LLC
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(959) 265-7852
Heritage Village
![1016 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
1016 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24198857 • Century 21 Bette Real Estate, Just... • Century 21 Bette Real Estate
Spring Lake Village
![504 CARRIAGE DR 504, SOUTHINGTON, CT, 06..., Southington, CT 06489]()
2 beds
|2 baths
|1,313 sq ft
|Condo
504 CARRIAGE DR 504, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
MLS 24198897 • Beycome of Connecticut, Steven Kol... • Beycome of Connecticut
Stoneleigh Woods at Riverhead
![158 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901]()
2 beds
|3 baths
|2,071 sq ft
|Condo
158 STONELEIGH DR, RIVERHEAD, NY, 11901
Community: Stoneleigh Woods at Riverhead
MLS 1036536 • Douglas Elliman Real Estate, Patric... • Douglas Elliman Real Estate
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.
Country Pointe Preserve
![128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980]()
2 beds
|3 baths
|1,998 sq ft
|Condo
128 JUNIPER LN 26, BROOKHAVEN, NY, 11980
Community: Country Pointe Preserve
MLS 1037832 • Premier Prop At Meadowbrook Pt, Rob... • Premier Prop At Meadowbrook Pt
Glenwood Village
![1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,152 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 454, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1037492 • Signature Premier Properties, Noree... • Signature Premier Properties
Encore Atlantic Shores
![140 CHOPIN PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941]()
2 beds
|3 baths
|2,236 sq ft
|Condo
140 CHOPIN PL, BROOKHAVEN, NY, 11941
Community: Encore Atlantic Shores
MLS 1037109 • BH&G R E Realty Connect, Thomas Pan... • BH&G R E Realty Connect
Leisure Village
![89 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,308 sq ft
|Condo
89 ENFIELD CT B, BROOKHAVEN, NY, 11961
Community: Leisure Village
MLS 1036336 • Leisure Living Realty Inc, Laura Ru... • Leisure Living Realty Inc
Village Vistas
![35 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777]()
3 beds
|4 baths
|3,000 sq ft
|Condo
35 THERESA LN, BROOKHAVEN, NY, 11777
Community: Village Vistas
MLS 1037285 • Aliano Real Estate, Dennis P. Consa... • Aliano Real Estate
The Village at Oxford Greens
![171 COUNTRY CLUB DR 171, OXFORD, CT, 064..., Oxford, CT 06478]()
3 beds
|3 baths
|2,750 sq ft
|Condo
171 COUNTRY CLUB DR 171, OXFORD, CT, 064...
Community: The Village at Oxford Greens
MLS 24198161 • Exceptional Real Estate LLC, Teren... • Exceptional Real Estate LLC
Oronoque Village
![621 ONONDAGA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|2,325 sq ft
|Condo
621 ONONDAGA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24197716 • Oronoque Real Estate, Monica Dalto... • Oronoque Real Estate
Westhampton Pines
![79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977]()
2 beds
|3 baths
|2,440 sq ft
|Condo
79 SAMANTHA CIR, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
MLS 1037089 • Coldwell Banker Reliable R E, Janic... • Coldwell Banker Reliable R E
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(959) 265-7852
Leisure Glen
![19 SAYVILLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961]()
2 beds
|2 baths
|1,666 sq ft
|Condo
19 SAYVILLE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
MLS 1036622 • Signature Premier Properties, Glori... • Signature Premier Properties
Hopmeadow Place
![1 W ST 215, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
MLS 24197881 • Berkshire Hathaway NE Prop., Matt ... • Berkshire Hathaway NE Prop.
Download the Ultimate 55+ Homebuying Guide
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Frequently Asked Questions
In Essex, there is 1 small community with less than 500 homes.
The smallest 55+ community in Essex has 8 homes, the largest has 8 homes, and the average community consists of 8 homes.
Yes, there is new 55+ home available in Essex. The most recent community started in Essex include Cobblestone Court. There is also 1 community in Essex that offers new construction homes, including Cobblestone Court.
No, there are no gated 55+ communities in Essex.
Want more information about active adult communities around Essex?
Want to learn more about 55+ communities in Essex?
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© 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.
