Call us at (443) 647-4690 to learn more about active adult communities near New Windsor
New Windsor, MD 55+ active adult communities & homes for sale - Page 2
152 communities near New Windsor
544 homes near New Windsor
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5 rating (5 reviews)
![Village Grande at Millers...]()
$500Ks
- $500Ks
Village Grande at Millers..., Lancaster, PA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
241 homes
$200Ks
- $400Ks
Emerald Hills, Bel Air, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2019
|
240 homes
$400Ks
- $400Ks
Colonial Charles, Waldorf, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2018
|
240 homes
$500Ks
- $700Ks
River Ridge, Woodbridge, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
238 homes
$400Ks
- $900Ks
Signature Club at Greenvi..., New Market, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
233 homes
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$300Ks
- $400Ks
Brookshire, Manheim, PA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
230 homes
$200Ks
- $200Ks
Roth's Farm Village, Spring Grove, PA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
224 homes
$300Ks
- $300Ks
Eden Brook, Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2008
|
224 homes
$700Ks
- $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only
|
55+ age-restricted
|
Built 2020 - 2022
|
219 homes
5 rating (1 reviews)
![Gatherings at Lyndwood]()
$400Ks
- $400Ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only
|
55+ age-restricted
|
Built 2005 - 2008
|
216 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.
$400Ks
- $400Ks
Klein Mills, Elizabethtown, PA
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
209 homes
$900Ks
- $900Ks
Regency at Creekside, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 2016 - 2020
|
208 homes
$700Ks
- $700Ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 homes
5 rating (2 reviews)
![The Crossings at Sweetbri...]()
$400Ks
- $500Ks
The Crossings at Sweetbri..., Lebanon, PA
New and Resale
|
55+ age-restricted
|
Built 2012 - present
|
198 homes
$300Ks
- $400Ks
Sagebrook, Dover, PA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
194 homes
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4 rating (2 reviews)
![Carmella]()
$300Ks
- $600Ks
Carmella, Mechanicsburg, PA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2017
|
190 homes
$500Ks
- $500Ks
Tanyard Shores, Glen Burnie, MD
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
190 homes
$300Ks
- $300Ks
Gatherings at Forest Glen, Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2008 - 2013
|
189 homes
$500Ks
- $600Ks
Legacy at Fallston Common..., Fallston, MD
Resale Only
|
55+ age-restricted
|
Built 2011 - 2018
|
187 homes
$400Ks
- $600Ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
185 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.
$400Ks
- $700Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
181 homes
$200Ks
- $200Ks
The Paddock at Equine Mea..., Red Lion, PA
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
174 homes
$300Ks
- $500Ks
Four Seasons at Saint Mar..., Annapolis, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2011
|
166 homes
$300Ks
- $300Ks
Carroll's Creek, Gambrills, MD
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
162 homes
$700Ks
- $800Ks
Ellicott Meadows, Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
160 homes
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Questions? Call us:
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5 rating (1 reviews)
![Ellicott's Retreat]()
$400Ks
- $1Ms
Ellicott's Retreat, Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2017 - 2022
|
160 homes
$400Ks
- $800Ks
Belmont Bay, Woodbridge, VA
New and Resale
|
Age-targeted
|
Built 2007 - present
|
155 homes
$200Ks
- $300Ks
Winifred Manor, Eldersburg, MD
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
152 homes
$900Ks
- $900Ks
Regency at Belmont, Ashburn, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
145 homes
$300Ks
- $300Ks
Spring Valley Estates, Waynesboro, PA
New Construction
|
55+ age-restricted
|
Built 2019 - present
|
140 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.
$400Ks
- $500Ks
Element at Mill Creek, Annapolis, MD
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
140 homes
$600Ks
- $700Ks
Courts of Clarksburg, Clarksburg, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2020
|
140 homes
$400Ks
- $500Ks
The Hamlets at South Rive..., Edgewater, MD
Resale Only
|
55+ age-restricted
|
Built 2000 - 2011
|
137 homes
$300Ks
- $300Ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only
|
55+ age-restricted
|
Built 2014 - 2017
|
135 homes
$400Ks
- $600Ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
135 homes
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
5 rating (1 reviews)
![Gatherings at Wellington]()
$300Ks
- $400Ks
Gatherings at Wellington, Manassas, VA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2016
|
135 homes
$100Ks
- $200Ks
Country Manor, Shippensburg, PA
Resale Only
|
55+ age-restricted
|
Built 2000 - 2018
|
130 homes
$300Ks
- $400Ks
Blue Ridge, Harrisburg, PA
New and Resale
|
Age-targeted
|
Built 2020 - present
|
130 homes
$400Ks
- $400Ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2013 - 2018
|
127 homes
1 rating (1 reviews)
![Legacy at Cherry Tree]()
$300Ks
- $500Ks
Legacy at Cherry Tree, Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2010 - 2015
|
120 homes
Leisure World® of Maryland
![15101 GLADE DR 10-3D, SILVER SPRING, MD,..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,273 sq ft
|Condo
15101 GLADE DR 10-3D, SILVER SPRING, MD,...
Community: Leisure World® of Maryland
MLS MDMC2195138 • EXP Realty, LLC, Jessica Guevar...
Heritage Harbour
![930 ASTERN WAY 511, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
2 beds
|2 baths
|1,635 sq ft
|Condo
930 ASTERN WAY 511, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
MLS MDAA2115176 • Academy Realty Inc., Kyriacos P...
Carroll Vista
![222 CLUBSIDE DR # 261, TANEYTOWN, MD, 21..., Taneytown, MD 21787]()
3 beds
|4 baths
|2,504 sq ft
|Condo
222 CLUBSIDE DR # 261, TANEYTOWN, MD, 21...
Community: Carroll Vista
MLS MDCR2030998 • Berkshire Hathaway HomeServices...
Legacy at Fallston Commons
![371 TUFTON CIR, FALLSTON, MD, 21047, Fallston, MD 21047]()
3 beds
|3 baths
|2,704 sq ft
|Condo
371 TUFTON CIR, FALLSTON, MD, 21047
Community: Legacy at Fallston Commons
MLS MDHR2047252 • EXP Realty, LLC, Lee R. Tessier
The Enclave at Ellicott Hills
![2540 KENSINGTON GDNS UNIT 303, ELLICOTT ..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,640 sq ft
|Condo
2540 KENSINGTON GDNS UNIT 303, ELLICOTT ...
Community: The Enclave at Ellicott Hills
MLS MDHW2061080 • The KW Collective, John C Halli...
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
The Hamlets at South River Colony
![311 HAMLET CIR, EDGEWATER, MD, 21037, Edgewater, MD 21037]()
2 beds
|2 baths
|1,791 sq ft
311 HAMLET CIR, EDGEWATER, MD, 21037
Community: The Hamlets at South River Colony
MLS MDAA2124610 • Engel & Volkers Annapolis, Meli...
Leisure World® of Maryland
![15300 BEAVERBROOK CT 88-2E, SILVER SPRIN..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15300 BEAVERBROOK CT 88-2E, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2203100 • Weichert, REALTORS, David A Vil...
Heritage Harbour
![1007 BOOM CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
MLS MDAA2126268 • Next Step Realty, LLC., Deborah...
Amblebrook
![39 REEDGRASS WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325]()
MLS PAAD2020542 • Iron Valley Real Estate of Cent...
Penn National
![6127 GREENBRIAR DR, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222]()
MLS PAFL2030796 • Ronnie Martin Realty, Inc., Lin...
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 World® of Maryland
![3005 S LEISURE WORLD BLVD APT 209, SILVE..., Silver Spring, MD 20906]()
1 beds
|1 baths
|885 sq ft
|Condo
3005 S LEISURE WORLD BLVD APT 209, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2204876 • Samson Properties, Robert J Che...
Leisure World® of Maryland
![3320 CHISWICK CT 61-2B, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|1 baths
|1,035 sq ft
|Condo
3320 CHISWICK CT 61-2B, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2205024 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![15211 ELKRIDGE WAY 94-2F, SILVER SPRING,..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15211 ELKRIDGE WAY 94-2F, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2204770 • Group One Yeager Miller Realty ...
Courts of Clarksburg
![21822 BONESET WAY, GERMANTOWN, MD, 20876, Germantown, MD 20876]()
3 beds
|2 baths
|1,540 sq ft
21822 BONESET WAY, GERMANTOWN, MD, 20876
Community: Courts of Clarksburg
MLS MDMC2201378 • Open Door Brokerage, LLC, Verri...
Bay Bridge Cove
![349 TOPSIDE DR 158, STEVENSVILLE, MD, 21..., Stevensville, MD 21666]()
3 beds
|3 baths
|2,284 sq ft
|Condo
349 TOPSIDE DR 158, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
MLS MDQA2014914 • RE/MAX One, Jeff W Bridegum
Want to learn more about 55+ communities in New Windsor?
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Leisure World® of Maryland
![3100 N LEISURE WORLD BLVD 812, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,325 sq ft
|Condo
3100 N LEISURE WORLD BLVD 812, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2196664 • RE/MAX One, Jeff W Bridegum
Cameron Grove
![13200 WRIGHT PL, UPPER MARLBORO, MD, 207..., Upper Marlboro, MD 20774]()
MLS MDPG2179500 • EXP Realty, LLC, Francine Willi...
Leisure World® of Maryland
![3005 S LEISURE WORLD BLVD 426, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,301 sq ft
|Condo
3005 S LEISURE WORLD BLVD 426, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2206014 • Long & Foster Real Estate, Inc....
New
Leisure World® of Maryland
![3310 N LEISURE WORLD BLVD 627, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,138 sq ft
|Condo
3310 N LEISURE WORLD BLVD 627, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2207872 • Samson Properties, Sharlene C M...
Liberty Place
![42 LIBERTY RD D, SYKESVILLE, MD, 21784, Sykesville, MD 21784]()
2 beds
|2 baths
|1,554 sq ft
|Condo
42 LIBERTY RD D, SYKESVILLE, MD, 21784
Community: Liberty Place
MLS MDCR2030436 • IMPACT Maryland Real Estate, St...
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.
Bay Bridge Cove
![821 MOORINGS CIR 144, STEVENSVILLE, MD, ..., Stevensville, MD 21666]()
2 beds
|3 baths
|1,906 sq ft
|Condo
821 MOORINGS CIR 144, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
MLS MDQA2014750 • Douglas Realty LLC, Christine R...
Leisure World® of Maryland
![3100 N LEISURE WORLD BLVD APT 923, SILVE..., Silver Spring, MD 20906]()
1 beds
|2 baths
|930 sq ft
|Condo
3100 N LEISURE WORLD BLVD APT 923, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2186064 • Long & Foster Real Estate, Inc....
New
Two Rivers
![2727 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113]()
MLS MDAA2131354 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![3005 S LEISURE WORLD BLVD 802, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,093 sq ft
|Condo
3005 S LEISURE WORLD BLVD 802, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2206030 • Long & Foster Real Estate, Inc....
Cedar Ridge at Piney Orchard
![8615 WANDERING FOX TRL UNIT 405, ODENTON..., Odenton, MD 21113]()
2 beds
|2 baths
|1,500 sq ft
|Condo
8615 WANDERING FOX TRL UNIT 405, ODENTON...
Community: Cedar Ridge at Piney Orchard
MLS MDAA2130106 • RE/MAX Advantage Realty, Troy B...
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
Gatherings at Lyndwood
![7305 MAPLECREST RD 207, ELKRIDGE, MD, 21..., Elkridge, MD 21075]()
3 beds
|2 baths
|1,900 sq ft
|Condo
7305 MAPLECREST RD 207, ELKRIDGE, MD, 21...
Community: Gatherings at Lyndwood
MLS MDHW2060532 • Northrop Realty, Brian T Donoug...
Cameron Grove
![13502 LEESBURG PL, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774]()
MLS MDPG2177608 • RE/MAX Advantage Realty, Maria ...
Leisure World® of Maryland
![2904 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,041 sq ft
|Condo
2904 N LEISURE WORLD BLVD 211, SILVER SP...
Community: Leisure World® of Maryland
MLS MDMC2183762 • Samson Properties, Anna V Carro...
Leisure World® of Maryland
![3415 ISLAND CREEK CT # 131-A, SILVER SPR..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,550 sq ft
|Condo
3415 ISLAND CREEK CT # 131-A, SILVER SPR...
Community: Leisure World® of Maryland
MLS MDMC2202344 • RE/MAX Realty Centre, Inc., Tra...
Heritage Harbour
![2900 SHIPMASTER WAY APT 216, ANNAPOLIS, ..., Annapolis, MD 21401]()
2 beds
|2 baths
|1,048 sq ft
|Condo
2900 SHIPMASTER WAY APT 216, ANNAPOLIS, ...
Community: Heritage Harbour
MLS MDAA2129438 • Long & Foster Real Estate, Inc....
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 World® of Maryland
![15300 BEAVERBROOK CT # 88-3F, SILVER SPR..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15300 BEAVERBROOK CT # 88-3F, SILVER SPR...
Community: Leisure World® of Maryland
MLS MDMC2206268 • EXP Realty, LLC, Karen D Rollin...
Winifred Manor
![2016 RUDY SERRA DR C, SYKESVILLE, MD, 21..., Sykesville, MD 21784]()
MLS MDCR2029846 • Cummings & Co. Realtors, Jason ...
Four Seasons at Saint Margaret's
![1507 BROADNECK PL UNIT 404, ANNAPOLIS, M..., Annapolis, MD 21409]()
2 beds
|2 baths
|1,235 sq ft
|Condo
1507 BROADNECK PL UNIT 404, ANNAPOLIS, M...
Community: Four Seasons at Saint Margaret's
MLS MDAA2120592 • Compass, Jaime Watt
Leisure World® of Maryland
![3210 N LEISURE WORLD BLVD APT 610, SILVE..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,550 sq ft
|Condo
3210 N LEISURE WORLD BLVD APT 610, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2206038 • Long & Foster Real Estate, Inc....
Cedar Ridge at Piney Orchard
![8600 ROAMING RIDGE WAY UNIT 106, ODENTON..., Odenton, MD 21113]()
2 beds
|2 baths
|1,600 sq ft
|Condo
8600 ROAMING RIDGE WAY UNIT 106, ODENTON...
Community: Cedar Ridge at Piney Orchard
MLS MDAA2124846 • CENTURY 21 New Millennium, Mary...
Want to learn more about 55+ communities in New Windsor?
55places can help!
Questions? Call us:
(443) 647-4690
Gatherings at Ellicott Mills
![8501 COLTRANE CT 206, ELLICOTT CITY, MD,..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,600 sq ft
|Condo
8501 COLTRANE CT 206, ELLICOTT CITY, MD,...
Community: Gatherings at Ellicott Mills
MLS MDHW2061498 • EXP Realty, LLC, Neil W Bacchus
Leisure World® of Maryland
![3500 FOREST EDGE DR 15-2F, SILVER SPRING..., Silver Spring, MD 20906]()
1 beds
|2 baths
|946 sq ft
3500 FOREST EDGE DR 15-2F, SILVER SPRING...
Community: Leisure World® of Maryland
MLS MDMC2204668 • Long & Foster Real Estate, Inc....
Legacy at Gateway
![637 WALLINGFORD RD UNIT 102, BEL AIR, MD..., Bel Air, MD 21014]()
2 beds
|2 baths
|1,406 sq ft
|Condo
637 WALLINGFORD RD UNIT 102, BEL AIR, MD...
Community: Legacy at Gateway
MLS MDHR2046998 • Century 21 Advance Realty, Terr...
Gatherings at Lyndwood
![7305 MAPLECREST RD 206, ELKRIDGE, MD, 21..., Elkridge, MD 21075]()
2 beds
|2 baths
|1,700 sq ft
|Condo
7305 MAPLECREST RD 206, ELKRIDGE, MD, 21...
Community: Gatherings at Lyndwood
MLS MDHW2059542 • RE/MAX Advantage Realty, Greg M...
The Villages At Woodholme
![8402 PRAIRIE ROSE PL # 8402, PIKESVILLE,..., Pikesville, MD 21208]()
3 beds
|4 baths
|3,800 sq ft
|Condo
8402 PRAIRIE ROSE PL # 8402, PIKESVILLE,...
Community: The Villages At Woodholme
MLS MDBC2136022 • EXP Realty, LLC, Teal Clise
Frequently Asked Questions
In New Windsor, there is 1 small community with less than 500 homes.
The smallest 55+ community in New Windsor has 83 homes, the largest has 83 homes, and the average community consists of 83 homes.
No, there are no gated 55+ communities in New Windsor.
On average, listings in 55+ community in New Windsor stay on the market for around 791 days. The average price of homes for sale in this community is approximately $429,495, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Reserve at New Windsor average around $429,495.
Want more information about active adult communities around New Windsor?
Want to learn more about 55+ communities in New Windsor?
152
communities
near New Windsor
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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.
© 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: Nov 17, 2025.
This application does not include information on all of the properties available for sale at this time.
