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New Windsor, MD 55+ active adult communities & homes for sale - Page 3
152 communities near New Windsor
544 homes near New Windsor
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$200Ks
- $200Ks
North Pointe Condominiums, Hanover, PA
Resale Only
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55+ age-restricted
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Built 2001 - 2004
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120 homes
$500Ks
- $800Ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only
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55+ age-restricted
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Built 2015 - 2020
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120 homes
$700Ks
- $800Ks
Bethany Glen, Ellicott City, MD
New Construction
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55+ age-restricted
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Built 2024 - present
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116 homes
$300Ks
- $400Ks
Overlook at MacPhail Wood..., Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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114 homes
$800Ks
- $800Ks
Lexington 7, Ashburn, VA
Resale Only
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55+ age-restricted
|
Built 2017 - 2020
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113 homes
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$300Ks
- $400Ks
Briar Lake, Lebanon, PA
Resale Only
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55+ age-restricted
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Built 2004 - 2013
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113 homes
$300Ks
- $400Ks
Suffield Meadows, Warrenton, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2011
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112 homes
$300Ks
- $400Ks
Saintsbury Plaza, Fairfax, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2006
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111 homes
3.5 rating (4 reviews)
![Bent Creek Crossing]()
$200Ks
- $300Ks
Bent Creek Crossing, Mechanicsburg, PA
Resale Only
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55+ age-restricted
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Built 1998 - 2004
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110 homes
$200Ks
- $200Ks
Meadowview Village, Harrisburg, PA
Resale Only
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55+ age-restricted
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Built 2002 - 2016
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108 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
JerMae Estates, Thurmont, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2008
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108 homes
$200Ks
- $300Ks
Amesbury, Harrisburg, PA
Resale Only
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55+ age-restricted
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Built 2010 - 2021
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106 homes
$400Ks
- $500Ks
Cortland Park, Mechanicsburg, PA
New and Resale
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55+ age-restricted
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Built 2020 - present
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104 homes
$200Ks
- $300Ks
Nells Acres, Sykesville, MD
New and Resale
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55+ age-restricted
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Built 2000 - present
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103 homes
$200Ks
- $200Ks
Timber Villa, Elizabethtown, PA
Resale Only
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55+ age-restricted
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Built 1971 - 1999
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102 homes
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$300Ks
- $300Ks
Cherry Tree, Hanover, PA
New Construction
|
55+ age-restricted
|
Built 2018 - present
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100 homes
5 rating (1 reviews)
![Four Seasons at Vint Hill]()
$600Ks
- $600Ks
Four Seasons at Vint Hill, Warrenton, VA
Resale Only
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55+ age-restricted
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Built 2004 - 2006
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100 homes
$100Ks
- $200Ks
Albert Courts, Thurmont, MD
Resale Only
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55+ age-restricted
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Built 1991 - 2001
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100 homes
$600Ks
- $700Ks
Walden Woods, Laurel, MD
Resale Only
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55+ age-restricted
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Built 2015 - 2020
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97 homes
$200Ks
- $200Ks
Tiree Land Condominiums, Abingdon, MD
Resale Only
|
55+ age-restricted
|
Built 2006 - 2007
|
96 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
- $500Ks
Wynfield at Annville, Annville, PA
New Construction
|
55+ age-restricted
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Built 2022 - present
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95 homes
5 rating (1 reviews)
![Villas at Cattail Creek]()
$600Ks
- $600Ks
Villas at Cattail Creek, Glenwood, MD
Resale Only
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55+ age-restricted
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Built 2004 - 2006
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93 homes
$300Ks
- $500Ks
The Preserves at Cumberla..., Gettysburg, PA
Resale Only
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55+ age-restricted
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Built 2010 - present
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93 homes
$500Ks
- $600Ks
Boxwood Villas, Urbana, MD
Resale Only
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55+ age-restricted
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Built 2019 - 2021
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92 homes
$500Ks
- $500Ks
HiddenBrooke, West Springfield, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2005
|
91 homes
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$300Ks
- $400Ks
McKinsey Park, Severna Park, MD
Resale Only
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55+ age-restricted
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Built 1993 - 2002
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89 homes
$400Ks
- $500Ks
Hickory Crest, Columbia, MD
Resale Only
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55+ age-restricted
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Built 2000 - 2002
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88 homes
$200Ks
- $400Ks
Heritage Run, Lebanon, PA
New and Resale
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55+ age-restricted
|
Built 2006 - present
|
88 homes
$400Ks
- $500Ks
Winding Creek, Palmyra, PA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
82 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
- $500Ks
The Village at Foxfield, Middletown, MD
Resale Only
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55+ age-restricted
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Built 2003 - 2012
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81 homes
$400Ks
- $400Ks
Patapsco Overlook, Catonsville, MD
Resale Only
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55+ age-restricted
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Built 2010 - 2017
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80 homes
3.7 rating (3 reviews)
![Four Seasons at Ashburn V...]()
$400Ks
- $400Ks
Four Seasons at Ashburn V..., Ashburn, VA
Resale Only
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55+ age-restricted
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Built 2005 - 2005
|
80 homes
$300Ks
- $400Ks
Heritage Highlands, Lovettsville, VA
Resale Only
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55+ age-restricted
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Built 2017 - 2020
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80 homes
$400Ks
- $400Ks
The Villages at Broadland..., Ashburn, VA
New and Resale
|
55+ age-restricted
|
Built 2013 - present
|
78 homes
Want to learn more about 55+ communities in New Windsor?
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Questions? Call us:
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$700Ks
- $700Ks
Cadence at Lansdowne, Lansdowne, VA
Resale Only
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55+ age-restricted
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Built 2020 - 2024
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74 homes
$400Ks
- $400Ks
Gatherings at Jefferson P..., Ellicott City, MD
Resale Only
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55+ age-restricted
|
Built 2009 - 2012
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74 homes
$700Ks
- $800Ks
Scot's Glen, Columbia, MD
Resale Only
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55+ age-restricted
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Built 2006 - 2012
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73 homes
$300Ks
- $400Ks
Legacy at Gateway, Bel Air, MD
Resale Only
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55+ age-restricted
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Built 2009 - 2012
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70 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...
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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...
Want to learn more about 55+ communities in New Windsor?
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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
communities
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.
