Call us at (959) 265-7852 to learn more about active adult communities near Essex
Essex, CT 55+ active adult communities & homes for sale
105 communities near Essex
232 homes near Essex
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![Cobblestone Court]()
$400Ks
- $500Ks
Cobblestone Court, Essex, CT
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
8 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $500Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Leisure Village]()
$200Ks
- $400Ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
No reviews yet
![Oronoque Village]()
$200Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
![The Village at Oxford Gre...]()
$500Ks
- $700Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
Want to learn more about 55+ communities in Essex?
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(959) 265-7852
No reviews yet
![Leisure Knoll]()
$300Ks
- $400Ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
5 rating (2 reviews)
![Fairfield at St. James]()
$400Ks
- $500Ks
Fairfield at St. James, St. James, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1989
|
653 homes
No reviews yet
![Leisure Glen]()
$400Ks
- $400Ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 homes
No reviews yet
![Spring Lake Village]()
$200Ks
- $200Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
4 rating (8 reviews)
![Glenwood Village]()
$100Ks
- $400Ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 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.
3.7 rating (3 reviews)
![Greenwood Village]()
$100Ks
- $200Ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
|
512 homes
No reviews yet
![Regency at Prospect]()
$300Ks
- $500Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Waterways at Moriches]()
$400Ks
- $700Ks
The Waterways at Moriches, Moriches, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1999
|
343 homes
4 rating (5 reviews)
![South Shore Village]()
$600Ks
- $800Ks
South Shore Village, South Kingstown, RI
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
303 homes
3.5 rating (2 reviews)
![Foxwood Village]()
$300Ks
- $400Ks
Foxwood Village, Calverton, NY
Resale Only
|
55+ age-restricted
|
Built 1986 - 2007
|
294 homes
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1 rating (1 reviews)
![Plymouth Estates at Mount...]()
$500Ks
- $500Ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
285 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
4 rating (1 reviews)
![Vineyards at Blue Point]()
$800Ks
- $800Ks
Vineyards at Blue Point, Blue Point, NY
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
280 homes
No reviews yet
![Meadow Brook Estates]()
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
5 rating (1 reviews)
![Encore Atlantic Shores]()
$600Ks
- $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
240 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]()
$500Ks
- $600Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
5 rating (1 reviews)
![Encore at Lake Grove]()
$600Ks
- $800Ks
Encore at Lake Grove, Lake Grove, NY
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
228 homes
No reviews yet
![Woodridge Strathmore Terr...]()
$400Ks
- $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 1974 - 1985
|
226 homes
5 rating (1 reviews)
![Sunrise Village]()
$400Ks
- $500Ks
Sunrise Village, Sayville, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 1990
|
213 homes
No reviews yet
![Brierly Pond Village]()
$400Ks
- $400Ks
Brierly Pond Village, Millbury, MA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
199 homes
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(959) 265-7852
No reviews yet
![Saddle Lakes]()
$400Ks
- $400Ks
Saddle Lakes, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
196 homes
No reviews yet
![Country Village Estates]()
$400Ks
- $400Ks
Country Village Estates, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1993 - 2001
|
195 homes
5 rating (1 reviews)
![Sunken Pond Estates]()
$400Ks
- $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
194 homes
No reviews yet
![The Seasons at East North...]()
$700Ks
- $700Ks
The Seasons at East North..., East Northport, NY
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
190 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)
![The Villages at Mount Sin...]()
$600Ks
- $700Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
185 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
No reviews yet
![Stoneleigh Woods at River...]()
$600Ks
- $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2016
|
176 homes
No reviews yet
![Strathmore Gate East]()
$300Ks
- $300Ks
Strathmore Gate East, Coram, NY
Resale Only
|
55+ age-restricted
|
Built 1970 - 1975
|
174 homes
No reviews yet
![Beckley Farms]()
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
Want to learn more about 55+ communities in Essex?
55places can help!
Questions? Call us:
(959) 265-7852
No reviews yet
![The Trails]()
$800Ks
- $1Ms
The Trails, Hopkinton, MA
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
170 homes
No reviews yet
![South Pond Village]()
$100Ks
- $200Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
![Setauket Meadows]()
$600Ks
- $700Ks
Setauket Meadows, Setauket, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2007
|
150 homes
No reviews yet
![The Manors at The Colony ...]()
$400Ks
- $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 homes
No reviews yet
![Vineyards at Brookfield]()
$700Ks
- $700Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
146 homes
The Villages at Mount Sinai Park
![109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766]()
2 beds
|2 baths
|1,736 sq ft
|Condo
109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Community: The Villages at Mount Sinai Park
MLS 887250 • Douglas Elliman Real Estate, Nancy D...
Glenwood Village
![1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,144 sq ft
|Mobile Home
1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 923306 • NGC Realty Group, Allison Diem
Fairfield at St. James
![501 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780]()
1 beds
|2 baths
|996 sq ft
|Condo
501 DREW DR, SAINT JAMES, NY, 11780
Community: Fairfield at St. James
MLS 924392 • Daniel Gale Sothebys Intl Rlty, Donn...
Leisure Knoll
![190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 863784 • Coldwell Banker American Homes, Bonn...
Strathmore Gate East
![53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727]()
2 beds
|1 baths
|1,036 sq ft
|Condo
53 FREEDOM LN, CORAM, NY, 11727
Community: Strathmore Gate East
MLS 924175 • Douglas Elliman Real Estate, Lisa Ge...
Want to learn more about 55+ communities in Essex?
55places can help!
Questions? Call us:
(959) 265-7852
Encore Atlantic Shores
![226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941]()
2 beds
|2 baths
|1,605 sq ft
|Condo
226 SONATA CT, EASTPORT, NY, 11941
Community: Encore Atlantic Shores
MLS 873046 • Coldwell Banker Reliable R E, Kather...
Sunken Pond Estates
![1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901]()
2 beds
|3 baths
|1,350 sq ft
|Condo
1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
MLS 856851 • Signature Premier Properties, Ryan F...
Leisure Knoll
![304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 888419 • Northshore Properties Realty, Mary B...
Greenwood Village
![93 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,100 sq ft
|Condo
93 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 897304 • Aliano Real Estate, Dorothy Farrell
Leisure Village
![329 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|2 baths
|1,130 sq ft
|Condo
329 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
MLS 905779 • Realty Connect USA L I Inc, Sandi M....
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.
Greenwood Village
![45 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,134 sq ft
|Condo
45 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 928399 • BERKSHIRE HATHAWAY, Geri M. Monzillo
Glenwood Village
![1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901]()
2 beds
|2 baths
|924 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
MLS 927346 • Keystone Realty USA Corp, Cynthia Mc...
Leisure Village
![69 ENFIELD CT UNIT B B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,278 sq ft
|Condo
69 ENFIELD CT UNIT B B, RIDGE, NY, 11961
Community: Leisure Village
MLS 905718 • Leisure Living Realty Inc, Catherine...
Fairfield at St. James
![204 BENTLEY CT 204, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
1 beds
|1 baths
|750 sq ft
|Condo
204 BENTLEY CT 204, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 915693 • Aliano Real Estate, Diana Snyder
Leisure Village
![171B VENTRY CT 171B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961]()
1 beds
|1 baths
|679 sq ft
|Condo
171B VENTRY CT 171B, BROOKHAVEN, NY, 119...
Community: Leisure Village
MLS 904701 • Leisure Living Realty Inc, Laura Ruh...
Want to learn more about 55+ communities in Essex?
55places can help!
Questions? Call us:
(959) 265-7852
Greenwood Village
![21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949]()
2 beds
|2 baths
|1,100 sq ft
|Condo
21 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
MLS 866101 • Signature Premier Properties, Meliss...
Leisure Glen
![12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 897659 • Homeside Realty, Frank Profeta
Founders Village
![2555 YOUNGS AVE 17D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 17D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 927213 • Douglas Elliman Real Estate, Barbara...
The Manors at The Colony Preserve
![41 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967]()
2 beds
|2 baths
|1,800 sq ft
|Condo
41 GREENTREE CT, SHIRLEY, NY, 11967
Community: The Manors at The Colony Preserve
MLS 920956 • Leesa Byrnes Realty Inc, Leesa Byrne...
Leisure Village
![424 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|782 sq ft
|Condo
424 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
MLS 912608 • Signature Premier Properties, Mildre...
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
![4 GUILFORD CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|2 baths
|1,486 sq ft
|Condo
4 GUILFORD CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
MLS 924288 • Coldwell Banker American Homes, Joy ...
The Waterways at Moriches
![204 RIVER DR, MORICHES, NY, 11955, Moriches, NY 11955]()
2 beds
|2 baths
|1,790 sq ft
|Condo
204 RIVER DR, MORICHES, NY, 11955
Community: The Waterways at Moriches
MLS 915032 • Douglas Elliman Real Estate, Jo Ann ...
Fairfield at St. James
![607 CABOT CT 607, SMITHTOWN, NY, 11780, Smithtown, NY 11780]()
1 beds
|2 baths
|929 sq ft
|Condo
607 CABOT CT 607, SMITHTOWN, NY, 11780
Community: Fairfield at St. James
MLS 920102 • Howard Hanna Coach, Kathleen E. Beck...
The Vineyards at Miller Place
![48 AVERY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764]()
2 beds
|3 baths
|1,486 sq ft
|Condo
48 AVERY LN, MILLER PLACE, NY, 11764
Community: The Vineyards at Miller Place
MLS 925827 • Aliano Real Estate, Nicholas R. Alia...
Leisure Village
![48 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 906943 • Coldwell Banker American Homes, Rona...
Want to learn more about 55+ communities in Essex?
55places can help!
Questions? Call us:
(959) 265-7852
Glenwood Village
![1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,500 sq ft
|Manufactured Home
1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,...
Community: Glenwood Village
MLS 909205 • Keystone Realty USA Corp, Janet I. P...
Leisure Village
![311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196..., Ridge, NY 11961]()
1 beds
|1 baths
|684 sq ft
|Condo
311 WOODBRIDGE DR 311-C, RIDGE, NY, 1196...
Community: Leisure Village
MLS 879843 • Coldwell Banker American Homes, Ther...
Glenwood Village
![1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,232 sq ft
|Manufactured Home
1661 OLD COUNTRY OLD COUNTRY RD, RIVERHE...
Community: Glenwood Village
MLS 925912 • Joanne Kane Gigantiello, Joanne Giga...
Leisure Village
![449 ARLINGTON DR A, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,074 sq ft
|Condo
449 ARLINGTON DR A, RIDGE, NY, 11961
Community: Leisure Village
MLS 925505 • Exit Realty Island Elite, Michele L....
Leisure Village
![22B GUILFORD CT # 22B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,085 sq ft
|Condo
22B GUILFORD CT # 22B, RIDGE, NY, 11961
Community: Leisure Village
MLS 923135 • Leisure Living Realty Inc, Heather B...
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.
Glenwood Village
![1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,632 sq ft
|Manufactured Home
1661 OLD COUNTRY RD UNIT 543, RIVERHEAD,...
Community: Glenwood Village
MLS 882046 • Howard Hanna Coach, Carol Giordano
Leisure Village
![412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961]()
2 beds
|1 baths
|1,100 sq ft
|Condo
412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961
Community: Leisure Village
MLS 924555 • Keller Williams Rlty Landmark, Anton...
Leisure Village
![474 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 911211 • Douglas Elliman Real Estate, Nicole ...
Leisure Village
![259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961]()
1 beds
|1 baths
|875 sq ft
|Condo
259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
MLS 878336 • Barons Real Estate Associates, David...
Stoneleigh Woods at Riverhead
![18 KENNSINGTON CT -, RIVERHEAD, NY, 1190..., Riverhead, NY 11901]()
2 beds
|3 baths
|2,172 sq ft
|Stock Cooperative
18 KENNSINGTON CT -, RIVERHEAD, NY, 1190...
Community: Stoneleigh Woods at Riverhead
MLS 916048 • HomeCoin.com, Jonathan Minerick
Want to learn more about 55+ communities in Essex?
55places can help!
Questions? Call us:
(959) 265-7852
Meadowbrook Pointe Links & Spa
![60 PACIFIC DUNES CT, MEDFORD, NY, 11763, Medford, NY 11763]()
2 beds
|3 baths
|2,191 sq ft
|Condo
60 PACIFIC DUNES CT, MEDFORD, NY, 11763
Community: Meadowbrook Pointe Links & Spa
MLS 915123 • Signature Premier Properties, Matthe...
Leisure Knoll
![323 BROWNFIELD DR, RIDGE, NY, 11961, Ridge, NY 11961]()
MLS 919433 • Daniel Gale Sothebys Intl Rlty, Bonn...
Meadowbrook Pointe Links & Spa
![279 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763]()
2 beds
|2 baths
|1,133 sq ft
|Condo
279 AUGUSTA DR, MEDFORD, NY, 11763
Community: Meadowbrook Pointe Links & Spa
MLS 901359 • Signature Premier Properties, Matthe...
Leisure Village
![310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961]()
2 beds
|1 baths
|1,278 sq ft
|Condo
310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...
Community: Leisure Village
MLS 889288 • Coldwell Banker American Homes, Kath...
Sunken Pond Estates
![4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,587 sq ft
|Condo
4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
MLS 917567 • Douglas Elliman Real Estate, Janet R...
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?
232
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REIN updates its listings on a daily basis. Data last updated: Nov 01, 2025.
This application does not include information on all of the properties available for sale at this time.
