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New Windsor, MD 55+ active adult communities & homes for sale - Page 4
153 communities near New Windsor
461 homes near New Windsor
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$400Ks
The Reserve at New Windso..., New Windsor, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2021
|
83 homes
5 rating (1 reviews)
![Leisure World® of Marylan...]()
<$100k
- $500Ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only
|
55+ age-restricted
|
Built 1966 - 2009
|
5,600 homes
4.3 rating (11 reviews)
![Amblebrook]()
$300Ks
- $600Ks
Amblebrook, Gettysburg, PA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
2,000 homes
5 rating (3 reviews)
![Heritage Hunt]()
$400Ks
- $800Ks
Heritage Hunt, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2009
|
1,863 homes
3.7 rating (3 reviews)
![Heritage Harbour]()
$300Ks
- $600Ks
Heritage Harbour, Annapolis, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 2008
|
1,683 homes
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2 rating (1 reviews)
![Birchwood at Brambleton]()
$400Ks
- $900Ks
Birchwood at Brambleton, Ashburn, VA
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
1,502 homes
5 rating (2 reviews)
![Potomac Green]()
$600Ks
- $800Ks
Potomac Green, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
1,400 homes
5 rating (31 reviews)
![Lansdowne Woods of Virgin...]()
$300Ks
- $500Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2017
|
1,200 homes
$200Ks
- $600Ks
Penn National, Fayetteville, PA
New and Resale
|
Age-targeted
|
Built 1968 - present
|
1,100 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
- $1Ms
Four Seasons at Kent Isla..., Kent Island, MD
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
1,079 homes
5 rating (1 reviews)
![Regency at Dominion Valle...]()
$400Ks
- $500Ks
Regency at Dominion Valle..., Haymarket, VA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2017
|
855 homes
5 rating (1 reviews)
![Two Rivers]()
$500Ks
- $700Ks
Two Rivers, Odenton, MD
New and Resale
|
55+ age-restricted
|
Built 2015 - present
|
800 homes
$200Ks
- $500Ks
Cameron Grove, Upper Marlboro, MD
Resale Only
|
55+ age-restricted
|
Built 1999 - 2013
|
740 homes
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5 rating (2 reviews)
![Central Parke at Victoria...]()
$400Ks
Central Parke at Victoria..., Laurel, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2011
|
609 homes
$400Ks
- $600Ks
The Woodlands of Urbana, Urbana, MD
Resale Only
|
55+ age-restricted
|
Built 2019 - 2025
|
565 homes
5 rating (1 reviews)
![Crestwood Village]()
$300Ks
Crestwood Village, Frederick, MD
Resale Only
|
55+ age-restricted
|
Built 1979 - 1999
|
550 homes
$400Ks
- $500Ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
517 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
- $600Ks
Alden Place, Lebanon, PA
New and Resale
|
55+ age-restricted
|
Built 2009 - present
|
505 homes
$400Ks
- $700Ks
Carter's Mill, Haymarket, VA
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
480 homes
3 rating (2 reviews)
![Dunbarton]()
$600Ks
Dunbarton, Bristow, VA
Resale Only
|
55+ age-restricted
|
Built 2000 - 2009
|
479 homes
$300Ks
- $800Ks
The Courtyards at Waverly..., Marriottsville, MD
Resale Only
|
55+ age-restricted
|
Built 2012 - 2018
|
462 homes
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5 rating (1 reviews)
![Carroll Vista]()
$300Ks
- $500Ks
Carroll Vista, Taneytown, MD
Resale Only
|
55+ age-restricted
|
Built 2004 - 2017
|
453 homes
$300Ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
450 homes
$600Ks
- $1Ms
Montebello, Sterling, VA
New and Resale
|
55+ age-restricted
|
Built 2022 - present
|
450 homes
$300Ks
Village Crest, Ellicott City, MD
New and Resale
|
55+ age-restricted
|
Built 2005 - 2010
|
406 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
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2010
|
383 homes
5 rating (2 reviews)
![Arbor Gate]()
$200Ks
- $300Ks
Arbor Gate, Myerstown, PA
Resale Only
|
55+ age-restricted
|
Built 1997 - 2005
|
378 homes
5 rating (1 reviews)
![Snowden Overlook]()
$400Ks
- $700Ks
Snowden Overlook, Columbia, MD
Resale Only
|
55+ age-restricted
|
Built 2005 - 2010
|
350 homes
4 rating (2 reviews)
![Traditions of America at ...]()
$500Ks
- $600Ks
Traditions of America at ..., Lititz, PA
Resale Only
|
55+ age-restricted
|
Built 2013 - 2021
|
329 homes
$100Ks
- $200Ks
Creek View, Carlisle, PA
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
305 homes
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$100Ks
- $200Ks
Longstown Village, York, PA
Resale Only
|
Age-targeted
|
Built 1997 - 2000
|
304 homes
$400Ks
- $500Ks
The Villages At Woodholme, Baltimore, MD
Resale Only
|
55+ age-restricted
|
Built 2002 - 2007
|
286 homes
$500Ks
- $800Ks
Spring Hill, Lorton, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
282 homes
$300Ks
- $600Ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only
|
55+ age-restricted
|
Built 2003 - 2013
|
280 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.
$600Ks
Bay Bridge Cove, Stevensville, MD
Resale Only
|
55+ age-restricted
|
Built 2016 - 2022
|
273 homes
$800Ks
- $900Ks
Regency at Ashburn, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2013 - 2020
|
268 homes
$900Ks
The Crest of Alexandria, Alexandria, VA
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
250 homes
$300Ks
- $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
250 homes
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
(443) 647-4690
$500Ks
- $700Ks
Traditions of America at ..., East Petersburg, PA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
247 homes
5 rating (2 reviews)
![Four Seasons at Elm Tree]()
$200Ks
- $400Ks
Four Seasons at Elm Tree, Mount Joy, PA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
245 homes
New
Winifred Manor
![2003 RUDY SERRA DR 2C, ELDERSBURG, MD, 2..., Eldersburg, MD 21784]()
MLS MDCR2031968 • Berkshire Hathaway HomeServices...
Signature Club at Greenview
![5948 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774]()
3 beds
|3 baths
|3,123 sq ft
|Condo
5948 JACOBEAN PL, NEW MARKET, MD, 21774
Community: Signature Club at Greenview
MLS MDFR2070368 • Long & Foster Real Estate, Inc....
Leisure World® of Maryland
![15210 ELKRIDGE WAY 91-3K, SILVER SPRING,..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,340 sq ft
|Condo
15210 ELKRIDGE WAY 91-3K, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2208290 • EXP Realty, LLC, Kathleen M Wor...
Leisure World® of Maryland
![3215 S LEISURE WORLD BLVD # 101-1, SILVE..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,200 sq ft
|Condo
3215 S LEISURE WORLD BLVD # 101-1, SILVE...
Community: Leisure World® of Maryland
MLS MDMC2209340 • Long & Foster Real Estate, Inc....
New
Leisure World® of Maryland
![3330 N LEISURE WORLD BLVD 5-721, SILVER ..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,195 sq ft
|Condo
3330 N LEISURE WORLD BLVD 5-721, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2213040 • RE/MAX Realty Services, Andrew ...
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New
Leisure World® of Maryland
![15561 PRINCE FREDERICK WAY # 114-A, SILV..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,320 sq ft
15561 PRINCE FREDERICK WAY # 114-A, SILV...
Community: Leisure World® of Maryland
MLS MDMC2213014 • Coldwell Banker Realty, ASHLEY ...
New
Leisure World® of Maryland
![15001 EARDLEY CT # 283-D, SILVER SPRING,..., Silver Spring, MD 20906]()
2 beds
|3 baths
|1,359 sq ft
|Condo
15001 EARDLEY CT # 283-D, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2213078 • RE/MAX Realty Centre, Inc., Ada...
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 MDMC2210848 • RE/MAX Realty Centre, Inc., Tra...
Leisure World® of Maryland
![15101 INTERLACHEN DR 1-123, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,225 sq ft
|Condo
15101 INTERLACHEN DR 1-123, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2204830 • 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.
Gatherings at Lyndwood
![7325 BROOKVIEW RD 403, ELKRIDGE, MD, 210..., Elkridge, MD 21075]()
2 beds
|2 baths
|1,700 sq ft
|Condo
7325 BROOKVIEW RD 403, ELKRIDGE, MD, 210...
Community: Gatherings at Lyndwood
MLS MDHW2062784 • RE/MAX Advantage Realty, Greg M...
Snowden Overlook
![8820 SHINING OCEANS WAY 410, COLUMBIA, M..., Columbia, MD 21045]()
2 beds
|2 baths
|1,787 sq ft
|Condo
8820 SHINING OCEANS WAY 410, COLUMBIA, M...
Community: Snowden Overlook
MLS MDHW2060638 • RE/MAX Advantage Realty, Timoth...
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-904, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,480 sq ft
|Condo
15115 INTERLACHEN DR 3-904, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2207298 • Weichert, REALTORS, Roberta F C...
Tanyard Shores
![7217 SPROUSE CT, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060]()
MLS MDAA2133934 • Keller Williams Flagship, Brand...
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Snowden Overlook
![8656 VAST ROSE DR 23, COLUMBIA, MD, 2104..., Columbia, MD 21045]()
4 beds
|5 baths
|3,719 sq ft
|Condo
8656 VAST ROSE DR 23, COLUMBIA, MD, 2104...
Community: Snowden Overlook
MLS MDHW2060718 • RE/MAX Advantage Realty, Timoth...
The Courtyards at Waverly Woods
![2594 SOPHIA CHASE DR, MARRIOTTSVILLE, MD..., Marriottsville, MD 21104]()
3 beds
|2 baths
|5,549 sq ft
2594 SOPHIA CHASE DR, MARRIOTTSVILLE, MD...
Community: The Courtyards at Waverly Woods
MLS MDHW2060710 • Northrop Realty, Sandra P Jaso
Leisure World® of Maryland
![15201 ELKRIDGE WAY 93-2J, SILVER SPRING,..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,030 sq ft
|Condo
15201 ELKRIDGE WAY 93-2J, SILVER SPRING,...
Community: Leisure World® of Maryland
MLS MDMC2206458 • RLAH @properties, Clare Tock
Leisure World® of Maryland
![3563 S LEISURE WORLD BLVD 23-1A, SILVER ..., Silver Spring, MD 20906]()
1 beds
|1 baths
|1,014 sq ft
|Condo
3563 S LEISURE WORLD BLVD 23-1A, SILVER ...
Community: Leisure World® of Maryland
MLS MDMC2211378 • Weichert, REALTORS, Betty M Dar...
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
![3525 TARKINGTON LN # 63-B, SILVER SPRING..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,070 sq ft
|Condo
3525 TARKINGTON LN # 63-B, SILVER SPRING...
Community: Leisure World® of Maryland
MLS MDMC2199036 • Samson Properties, Wayne A Mann
Leisure World® of Maryland
![15100 INTERLACHEN DR 4-201, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,115 sq ft
15100 INTERLACHEN DR 4-201, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2209996 • Keller Williams Capital Propert...
Village Crest
![8280 STONE CROP DR M, ELLICOTT CITY, MD,..., Ellicott City, MD 21043]()
2 beds
|2 baths
|1,330 sq ft
|Condo
8280 STONE CROP DR M, ELLICOTT CITY, MD,...
Community: Village Crest
MLS MDHW2062594 • Keller Williams Lucido Agency, ...
Leisure World® of Maryland
![9 FITZHUGH CT 71-B, SILVER SPRING, MD, 2..., Silver Spring, MD 20906]()
3 beds
|2 baths
|1,266 sq ft
|Condo
9 FITZHUGH CT 71-B, SILVER SPRING, MD, 2...
Community: Leisure World® of Maryland
MLS MDMC2203132 • LPT Realty, LLC, Rosie Tomlinso...
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Two Rivers
![1530 YELLOW SAND LN, ODENTON, MD, 21113, Odenton, MD 21113]()
MLS MDAA2128244 • RE/MAX Advantage Realty, Steven...
Signature Club at Greenview
![5810 WHITEROSE WAY, NEW MARKET, MD, 2177..., New Market, MD 21774]()
3 beds
|4 baths
|2,410 sq ft
5810 WHITEROSE WAY, NEW MARKET, MD, 2177...
Community: Signature Club at Greenview
MLS MDFR2075284 • Century 21 Redwood Realty, Mich...
Heritage Harbour
![992 RIVERSEDGE CIR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401]()
MLS MDAA2134066 • EXP Realty, LLC, Jennifer Schau...
Gatherings at Lyndwood
![7315 MAPLECREST RD 404, ELKRIDGE, MD, 21..., Elkridge, MD 21075]()
2 beds
|2 baths
|1,500 sq ft
|Condo
7315 MAPLECREST RD 404, ELKRIDGE, MD, 21...
Community: Gatherings at Lyndwood
MLS MDHW2062478 • Keller Williams Realty Centre, ...
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
![3240 GLENEAGLES DR # 102-1, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,082 sq ft
|Condo
3240 GLENEAGLES DR # 102-1, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2212776 • Long & Foster Real Estate, Inc....
Snowden Overlook
![8707 SAGE BRUSH WAY # 54, COLUMBIA, MD, ..., Columbia, MD 21045]()
3 beds
|3 baths
|2,134 sq ft
|Condo
8707 SAGE BRUSH WAY # 54, COLUMBIA, MD, ...
Community: Snowden Overlook
MLS MDHW2062770 • RE/MAX Advantage Realty, Greg M...
New
Four Seasons at Kent Island
![176 FLAGSTAFF WAY 2443, CHESTER, MD, 216..., Chester, MD 21619]()
2 beds
|3 baths
|1,900 sq ft
|Condo
176 FLAGSTAFF WAY 2443, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2015876 • KOVO Realty, Mary Anne Kowalews...
Legacy at Gateway
![633 WALLINGFORD RD 302, BEL AIR, MD, 210..., Bel Air, MD 21014]()
2 beds
|2 baths
|1,430 sq ft
|Condo
633 WALLINGFORD RD 302, BEL AIR, MD, 210...
Community: Legacy at Gateway
MLS MDHR2050470 • Berkshire Hathaway HomeServices...
Leisure World® of Maryland
![15115 INTERLACHEN DR 3-603, SILVER SPRIN..., Silver Spring, MD 20906]()
2 beds
|2 baths
|1,317 sq ft
|Condo
15115 INTERLACHEN DR 3-603, SILVER SPRIN...
Community: Leisure World® of Maryland
MLS MDMC2205134 • Weichert, REALTORS, Debra S Eig
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Four Seasons at Kent Island
![311 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619]()
5 beds
|5 baths
|3,225 sq ft
311 KINGFISHER LN, CHESTER, MD, 21619
Community: Four Seasons at Kent Island
MLS MDQA2015840 • KOVO Realty, Mary Anne Kowalews...
Legacy at Fallston Commons
![313 LENNOX DR, FALLSTON, MD, 21047, Fallston, MD 21047]()
4 beds
|4 baths
|4,220 sq ft
|Condo
313 LENNOX DR, FALLSTON, MD, 21047
Community: Legacy at Fallston Commons
MLS MDHR2047802 • Samson Properties, Susan Myszko...
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....
Leisure World® of Maryland
![3202 LUDHAM DR # 195-B, SILVER SPRING, M..., Silver Spring, MD 20906]()
2 beds
|1 baths
|850 sq ft
|Condo
3202 LUDHAM DR # 195-B, SILVER SPRING, M...
Community: Leisure World® of Maryland
MLS MDMC2211200 • Urban Brokers, LLC, Joyce P Mey...
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
![3630 GLENEAGLES DR 8-1D, SILVER SPRING, ..., Silver Spring, MD 20906]()
1 beds
|1 baths
|635 sq ft
|Condo
3630 GLENEAGLES DR 8-1D, SILVER SPRING, ...
Community: Leisure World® of Maryland
MLS MDMC2209342 • LPT Realty, LLC, James E Brown
Overlook at MacPhail Woods
![901 MACPHAIL WOODS XING APT 2J, BEL AIR,..., Bel Air, MD 21015]()
2 beds
|2 baths
|1,428 sq ft
|Condo
901 MACPHAIL WOODS XING APT 2J, BEL AIR,...
Community: Overlook at MacPhail Woods
MLS MDHR2050652 • Cummings & Co Realtors, Luke C ...
Heritage Harbour
![2572 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21..., Annapolis, MD 21401]()
3 beds
|2 baths
|1,994 sq ft
2572 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
MLS MDAA2134084 • Douglas Realty LLC, Jeannette L...
New
Four Seasons at Kent Island
![176 FLAGSTAFF WAY 2433, CHESTER, MD, 216..., Chester, MD 21619]()
2 beds
|3 baths
|1,900 sq ft
|Condo
176 FLAGSTAFF WAY 2433, CHESTER, MD, 216...
Community: Four Seasons at Kent Island
MLS MDQA2015874 • KOVO Realty, Mary Anne Kowalews...
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Four Seasons at Kent Island
![1000 HERONS NEST WAY UNIT 32, CHESTER, M..., Chester, MD 21619]()
2 beds
|2 baths
|Condo
1000 HERONS NEST WAY UNIT 32, CHESTER, M...
Community: Four Seasons at Kent Island
MLS MDQA2013002 • RE/MAX Executive, Jennifer Anne...
Bay Bridge Cove
![312 TOPSIDE DR 223, STEVENSVILLE, MD, 21..., Stevensville, MD 21666]()
3 beds
|3 baths
|2,844 sq ft
|Condo
312 TOPSIDE DR 223, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
MLS MDQA2013738 • Compass, Melissa Blohm
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?
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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: Jan 15, 2026.
This application does not include information on all of the properties available for sale at this time.
