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New Windsor, MD 55+ active adult communities & homes for sale - Page 4
152 communities near New Windsor
544 homes near New Windsor
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$400Ks
- $500Ks
The Enclave at Ellicott S..., Ellicott City, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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69 homes
$400Ks
- $500Ks
CobbleStone Estates, Hagerstown, MD
New and Resale
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55+ age-restricted
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Built 2015 - present
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66 homes
$300Ks
- $300Ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale
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55+ age-restricted
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Built 2007 - present
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66 homes
$400Ks
- $500Ks
Greenvale Mews, Westminster, MD
Resale Only
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55+ age-restricted
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Built 2013 - 2016
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65 homes
The Enclave at Hines Farm, Laurel, MD
Resale Only
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55+ age-restricted
|
Built 2025 - present
|
63 homes
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$300Ks
- $300Ks
Liberty Grove, Manassas, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2005
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61 homes
$200Ks
- $200Ks
The Aspens, Lebanon, PA
Resale Only
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55+ age-restricted
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Built 1995 - 2007
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58 homes
$400Ks
- $400Ks
Gatherings at Potomac Sta..., Leesburg, VA
New Construction
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55+ age-restricted
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Built 2023 - 2024
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55 homes
$300Ks
- $300Ks
Liberty Place, Sykesville, MD
Resale Only
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55+ age-restricted
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Built 2023 - present
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54 homes
$400Ks
- $500Ks
Castlefield, Manchester, MD
Resale Only
|
55+ age-restricted
|
Built 2008 - 2022
|
53 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.
$200Ks
- $400Ks
Clearview Gardens North, Ephrata, PA
Resale Only
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55+ age-restricted
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Built 2005 - 2013
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52 homes
$600Ks
- $700Ks
Robinson Manor, Gainesville, VA
New Construction
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55+ age-restricted
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Built 2023 - present
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50 homes
$300Ks
- $400Ks
Villas at Cattail, Hanover, PA
Resale Only
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55+ age-restricted
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Built 2007 - 2013
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48 homes
$300Ks
- $400Ks
The Signature at Broadlan..., Ashburn, VA
Resale Only
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55+ age-restricted
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Built 2018 - 2020
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45 homes
$400Ks
- $500Ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
45 homes
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$500Ks
- $600Ks
Enclave at Park Forest, Elkridge, MD
Resale Only
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55+ age-restricted
|
Built 2016 - 2018
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45 homes
$400Ks
- $400Ks
The Villas of Rock Oak, Odenton, MD
Resale Only
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55+ age-restricted
|
Built 2004 - 2006
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38 homes
$500Ks
- $500Ks
Ballenger Run, Frederick, MD
Resale Only
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55+ age-restricted
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Built 2019 - 2020
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36 homes
$900Ks
- $800Ks
Maple Highlands, Fulton, MD
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
34 homes
$600Ks
- $700Ks
Walhaven at Kingstowne, Franconia, VA
Resale Only
|
55+ age-restricted
|
Built 2018 - 2019
|
32 homes
Download the Ultimate 55+ Homebuying Guide
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$400Ks
- $400Ks
Wynfield at Millersville, Millersville, PA
New Construction
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55+ age-restricted
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Built 2023 - present
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31 homes
$400Ks
- $500Ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction
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55+ age-restricted
|
Built 2024 - present
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29 homes
$500Ks
- $600Ks
Crawfords Ridge, Odenton, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2006
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27 homes
$300Ks
- $400Ks
Guilford Mews, Jessup, MD
New and Resale
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55+ age-restricted
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Built 2010 - present
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26 homes
$900Ks
- $1Ms
Trotter's Retreat, Clarksville, MD
New Construction
|
55+ age-restricted
|
Built 2025 - present
|
25 homes
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$400Ks
- $500Ks
Fairway Overlook, Elkridge, MD
Resale Only
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55+ age-restricted
|
Built 2005 - 2006
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25 homes
$600Ks
- $800Ks
Eden Brook by Miller &..., Columbia, MD
Resale Only
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55+ age-restricted
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Built 2020 - 2021
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24 homes
$300Ks
- $400Ks
Moore's Mill Crossing, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2006
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24 homes
$800Ks
- $800Ks
Lexington Square, Ashburn, VA
New Construction
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55+ age-restricted
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Built 2024 - present
|
23 homes
$700Ks
- $900Ks
Railroad Cottages, Falls Church, VA
Resale Only
|
55+ age-restricted
|
Built 2019 - 2021
|
10 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
- $600Ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction
|
55+ age-restricted
|
Built 2021 - present
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...
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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
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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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(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...
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(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
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near New Windsor
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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: Nov 17, 2025.
This application does not include information on all of the properties available for sale at this time.
