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Middletown, NY 55+ active adult communities & homes for sale - Page 2
93 communities near Middletown
121 homes near Middletown
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$300Ks
Campagna, Montville Township, NJ
Resale Only
|
55+ age-restricted
|
Built 1980 - 1986
|
136 homes
$200Ks
- $300Ks
The Village at Fox Crossi..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2018
|
135 homes
$600Ks
Legacy at Morgan Hill, Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2013
|
127 homes
$1Ms
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
$200Ks
Brookfield Glen, Belvidere, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
124 homes
Want to learn more about 55+ communities in Middletown?
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5 rating (1 reviews)
![The Village at Upstream F...]()
$200Ks
- $300Ks
The Village at Upstream F..., Easton, PA
Resale Only
|
55+ age-restricted
|
Built 2002 - 2009
|
124 homes
$500Ks
- $600Ks
Reserve at Hawk Pointe, Washington, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
120 homes
$600Ks
- $700Ks
Four Seasons at Chester, Chester, NJ
Resale Only
|
55+ age-restricted
|
Built 2000 - 2002
|
120 homes
$400Ks
Clove Hill Manor, Wantage, NJ
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
117 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.
$700Ks
The Seasons at Seaford, Seaford, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2017
|
112 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.
$800Ks
- $1Ms
Four Seasons at Ridgemont, Montvale, NJ
Resale Only
|
55+ age-restricted
|
Built 2011 - 2014
|
108 homes
5 rating (1 reviews)
![Four Seasons at North Cal...]()
$700Ks
- $800Ks
Four Seasons at North Cal..., North Caldwell, NJ
Resale Only
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55+ age-restricted
|
Built 2011 - 2015
|
108 homes
$1Ms
Kimbolton, Far Hills, NJ
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
105 homes
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$700Ks
- $800Ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction
|
62+ age-restricted
|
Built 2019 - present
|
104 homes
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$400Ks
- $500Ks
Four Seasons at Readingto..., Readington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2001 - 2002
|
98 homes
$400Ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
95 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
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 homes
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
$500Ks
Hawk Pointe, Washington, NJ
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
85 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.
$600Ks
Breton Hills, Glen Cove, NY
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
72 homes
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$400Ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only
|
55+ age-restricted
|
Built 2012 - 2017
|
68 homes
$500Ks
- $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
64 homes
$300Ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2006
|
58 homes
$200Ks
- $400Ks
The Views at Pomona, Pomona, NY
Resale Only
|
55+ age-restricted
|
Built 2011 - 2011
|
56 homes
Want to learn more about 55+ rental communities in Middletown?
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(845) 479-5674
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$1Ms
Enclave at Shackamaxon, Scotch Plains, NJ
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
56 homes
$400Ks
- $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only
|
55+ age-restricted
|
Built 2016 - 2018
|
54 homes
$400Ks
Legacy at Readington, Readington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2010 - 2014
|
51 homes
$300Ks
Eagle Ridge at East Hanov..., East Hanover, NJ
Resale Only
|
55+ age-restricted
|
Built 1992 - 1993
|
50 homes
$400Ks
Villas at Seminary Hill, Carmel, NY
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
50 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
(845) 479-5674
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.
$500Ks
- $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2023
|
49 homes
$500Ks
Four Seasons at Troy Hill..., Parsippany, NJ
Resale Only
|
55+ age-restricted
|
Built 2007 - 2007
|
46 homes
$600Ks
- $700Ks
Enclave at Long Valley, Washington Township, NJ
Resale Only
|
55+ age-restricted
|
Built 2007 - 2017
|
45 homes
$600Ks
- $700Ks
The Pointe at Garwood, Garwood, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
44 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.
$300Ks
The Hamlet at Town Center, Sparta, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2008
|
44 homes
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Questions? Call us:
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$500Ks
- $600Ks
Wolfe Landing, Clarkstown, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
43 homes
$500Ks
- $700Ks
Lakeside Villas, Watchung, NJ
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
42 homes
$500Ks
Fox Crest, Rockaway, NJ
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
41 homes
Want to learn more about 55+ communities in Middletown?
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Questions? Call us:
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$700Ks
- $800Ks
Viera at Hanover, Cedar Knolls, NJ
Resale Only
|
55+ age-restricted
|
Built 2008 - 2009
|
40 homes
Glenmoor
![3 NOTTINGHAM LN, EASTON, PA, 18045, Easton, PA 18045]()
MLS 768327 • BHHS Fox & Roach Bethlehem, Bobbi Br...
The Village at Upstream Farm
![2735 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040]()
1 beds
|1 baths
|977 sq ft
|Townhouse
2735 UPSTREAM FARM RD, FORKS TWP, PA, 18...
Community: The Village at Upstream Farm
MLS 768252 • Coldwell Banker Heritage R E, Brenda...
The Village at Fox Crossing
![3813 BELCOURT DR, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
2 beds
|2 baths
|1,302 sq ft
|Detached
3813 BELCOURT DR, FORKS TWP, PA, 18040
Community: The Village at Fox Crossing
MLS 767426 • IronValley RE of Lehigh Valley, Mari...
Glenmoor
![8 KENT LN, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
MLS 767897 • BHGRE Valley Partners, Rob Sandoval
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The Village at Upstream Farm
![1530 HARVEST DR W, FORKS TWP, PA, 18040, Forks Twp, PA 18040]()
2 beds
|2 baths
|1,180 sq ft
|Townhouse
1530 HARVEST DR W, FORKS TWP, PA, 18040
Community: The Village at Upstream Farm
MLS 769020 • RE/MAX Real Estate, Sean M. Mulrine
The Village at Upstream Farm
![1300 UPSTREAM FARM RD, FORKS TWP, PA, 18..., Forks Twp, PA 18040]()
2 beds
|2 baths
|1,180 sq ft
|Townhouse
1300 UPSTREAM FARM RD, FORKS TWP, PA, 18...
Community: The Village at Upstream Farm
MLS 768371 • RE/MAX Real Estate, Claribel Vorotny...
Glenmoor
![60 GLENMOOR CIR N, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|2,232 sq ft
|Detached
60 GLENMOOR CIR N, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 768787 • Keller Williams Northampton, Kelly L...
Glenmoor
![5 CANTERBURY LN, PALMER TWP, PA, 18045, Palmer Twp, PA 18045]()
2 beds
|2 baths
|1,666 sq ft
|Townhouse
5 CANTERBURY LN, PALMER TWP, PA, 18045
Community: Glenmoor
MLS 768211 • Coldwell Banker Heritage R E, Lori J...
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.
Traditions of America at Green Pond
![3871 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
2 beds
|2 baths
|1,671 sq ft
|Detached
3871 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS 767627 • RE/MAX Real Estate, Denise Rich
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.
Traditions of America at Green Pond
![3868 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
2 beds
|2 baths
|2,477 sq ft
|Detached
3868 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS 765923 • D-N-A Property Management Co, Christ...
Traditions of America at Green Pond
![3855 VICTORS WAY, EASTON, PA, 18045, Easton, PA 18045]()
3 beds
|4 baths
|3,387 sq ft
3855 VICTORS WAY, EASTON, PA, 18045
Community: Traditions of America at Green Pond
MLS PANH2006884 • RE/MAX Real Estate-Allentown, K...
Heritage Hills
![348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,428 sq ft
|Condo
348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 925161 • William Raveis Real Estate, Cynthia ...
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Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
Jefferson Village
![108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 884476 • William Raveis Real Estate, Heather ...
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The Commons at Mendham
![54 PEMBROKE DR, MENDHAM, NJ, 07945, Mendham, NJ 07945]()
MLS 3994587 • WEICHERT REALTORS, WEICHERT REALTOR...
Heritage Hills
![443 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,559 sq ft
|Condo
443 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945064 • eXp Realty, Liudmila Lobeeva
Download the Ultimate 55+ Homebuying Guide
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Jefferson Village
![159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,300 sq ft
|Condo
159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 935455 • Glilos, Yoel Schwartz
Heritage Hills
![798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,296 sq ft
|Condo
798 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 899317 • Houlihan Lawrence Inc., Donna O'Conn...
Heritage Hills
![59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,689 sq ft
|Condo
59 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 942209 • Howard Hanna Rand Realty, Kathleen P...
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
The Seasons at East Meadow
![434 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|3 baths
|1,030 sq ft
|Condo
434 AUTUMN DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 945396 • Signature Premier Properties, Tracey...
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Jefferson Village
![45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
45 JEFFERSON OVAL D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 916000 • Compass Greater NY, LLC, Anna Priski...
Overlook
![4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 920677 • Toll Brothers Real Estate Inc., Thom...
Overlook
![1037 COTTAGE DR 18, CARMEL, NY, 10512, Carmel, NY 10512]()
MLS 889837 • Toll Brothers Real Estate Inc., Thom...
Overlook
![4073 FAIRWAYS DR # 137, CARMEL, NY, 1051..., Carmel, NY 10512]()
3 beds
|3 baths
|1,914 sq ft
|Condo
4073 FAIRWAYS DR # 137, CARMEL, NY, 1051...
Community: Overlook
MLS 925922 • Toll Brothers Real Estate Inc., Thom...
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Blackburne Farm Townhomes
![32 OTTAWAY LN, CAMPBELL HALL, NY, 10916, Campbell Hall, NY 10916]()
2 beds
|4 baths
|3,600 sq ft
|House
32 OTTAWAY LN, CAMPBELL HALL, NY, 10916
Community: Blackburne Farm Townhomes
MLS 933695 • Legacy Land & Homes LLC, Vida Odesca...
New
Heritage Hills
![55 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,500 sq ft
|Condo
55 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945101 • Coldwell Banker Realty, Teresa L. Mc...
New
Heritage Hills
![811 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,663 sq ft
|Condo
811 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
MLS 945130 • Coldwell Banker Realty, Audra Maccar...
Glassbury Court at Hunterbrook
![2279 DALTON DR, CORTLANDT MANOR, NY, 105..., Cortlandt Manor, NY 10567]()
2 beds
|4 baths
|3,500 sq ft
|Condo
2279 DALTON DR, CORTLANDT MANOR, NY, 105...
Community: Glassbury Court at Hunterbrook
MLS 943997 • Julia B Fee Sothebys Int. Rlty, Feli...
Breton Hills
![704 BRETON WAY # 704, GLEN COVE, NY, 115..., Glen Cove, NY 11542]()
2 beds
|2 baths
|1,440 sq ft
|Condo
704 BRETON WAY # 704, GLEN COVE, NY, 115...
Community: Breton Hills
MLS 920295 • Keller Williams Realty Elite, Patric...
Want to learn more about 55+ communities in Middletown?
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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 Hills
![262 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,427 sq ft
|Condo
262 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 933592 • William Raveis-New York LLC, Hope Ro...
Breton Hills
![209 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542]()
MLS 934232 • BERKSHIRE HATHAWAY, Mary A. Stanco A...
The Seasons at East Meadow
![419 AUTUMN DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
419 AUTUMN DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 933792 • First Realty Investment, Patricia J....
The Seasons at East Meadow
![357 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554]()
2 beds
|2 baths
|1,272 sq ft
|Condo
357 SPRING DR, EAST MEADOW, NY, 11554
Community: The Seasons at East Meadow
MLS 936531 • Coldwell Banker American Homes, Patr...
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 Hills
![593 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
593 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 933299 • Houlihan Lawrence Inc., Linda Crispi...
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Jefferson Village
![175 LONG HILL DR B, YORKTOWN HEIGHTS, NY..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,159 sq ft
|Condo
175 LONG HILL DR B, YORKTOWN HEIGHTS, NY...
Community: Jefferson Village
MLS 935088 • Houlihan Lawrence Inc., Kathleen O'D...
Wildflowers at Wallkill
![21 CYPRUS DR, MIDDLETOWN, NY, 10940, Middletown, NY 10940]()
2 beds
|2 baths
|1,868 sq ft
|House
21 CYPRUS DR, MIDDLETOWN, NY, 10940
Community: Wildflowers at Wallkill
MLS 938656 • RE/MAX Benchmark Realty Group, Patri...
Dutchgate
![1207 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580]()
MLS 939641 • Coldwell Banker American Homes, Rand...
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Glassbury Court at Cold Spring
![43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516]()
2 beds
|3 baths
|2,620 sq ft
|Condo
43 YESTERDAY DR, COLD SPRING, NY, 10516
Community: Glassbury Court at Cold Spring
MLS 912195 • Coldwell Banker Realty, Audra Maccar...
Warwick Grove
![15 CROPSEY ST # 15-3A, WARWICK, NY, 1099..., Warwick, NY 10990]()
2 beds
|2 baths
|1,823 sq ft
|House
15 CROPSEY ST # 15-3A, WARWICK, NY, 1099...
Community: Warwick Grove
MLS 881088 • Howard Hanna Rand Realty, Susan M. S...
Frequently Asked Questions
In Middletown, there is 1 small community with less than 500 homes.
The smallest 55+ community in Middletown has 283 homes, the largest has 283 homes, and the average community consists of 283 homes.
Yes, there is gated 55+ community in Middletown. The only 55+ community in Middletown is gated. For instance, Wildflowers at Wallkill is a gated community with 283 homes.
On average, listings in 55+ community in Middletown stay on the market for around 376 days. The average price of homes for sale in this community is approximately $510,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Wildflowers at Wallkill average around $510,000.
Want more information about active adult communities around Middletown?
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© 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 24, 2025.
This application does not include information on all of the properties available for sale at this time.
