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New Windsor, MD 55+ active adult communities & homes for sale - Page 7

461 homes near New Windsor

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The Reserve at New Windso...
$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
Penn National
$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.
Four Seasons at Kent Isla...
$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
Cameron Grove
$200Ks - $500Ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
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Questions? Call us: (443) 647-4690
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
The Woodlands of Urbana
$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
Traditions of America at ...
$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.
Alden Place
$300Ks - $600Ks
Alden Place, Lebanon, PA
New and Resale | 55+ age-restricted | Built 2009 - present | 505 homes
Carter's Mill
$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
The Courtyards at Waverly...
$300Ks - $800Ks
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
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Questions? Call us: (443) 647-4690
5 rating (1 reviews) Carroll Vista
$300Ks - $500Ks
Carroll Vista, Taneytown, MD
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes
Cedar Ridge at Piney Orch...
$300Ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
Montebello
$600Ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
Village Crest
$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.
Courtyards at Waverly Woo...
$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
Creek View
$100Ks - $200Ks
Creek View, Carlisle, PA
New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Longstown Village
$100Ks - $200Ks
Longstown Village, York, PA
Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes
The Villages At Woodholme
$400Ks - $500Ks
The Villages At Woodholme, Baltimore, MD
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes
Spring Hill
$500Ks - $800Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
The Enclave at Ellicott H...
$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.
Bay Bridge Cove
$600Ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Regency at Ashburn
$800Ks - $900Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
The Crest of Alexandria
$900Ks
The Crest of Alexandria, Alexandria, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes
Emerald Pointe
$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? 55places can help!
Questions? Call us: (443) 647-4690
Traditions of America at ...
$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
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 306, SILVER SP..., Silver Spring, MD 20906
$269,900

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 306, SILVER SP...
Bethany Glen 9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042
$749,990

3 beds

|

3 baths

|

2,296 sq ft

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21...
Community: Bethany Glen
Carroll Vista 222 CLUBSIDE DR # 261, TANEYTOWN, MD, 21..., Taneytown, MD 21787
$525,000

3 beds

|

4 baths

|

2,504 sq ft

|

Condo

222 CLUBSIDE DR # 261, TANEYTOWN, MD, 21...
Community: Carroll Vista
Carroll Vista 180 SADDLETOP DR # 368, TANEYTOWN, MD, 2..., Taneytown, MD 21787
$410,000

3 beds

|

3 baths

|

1,697 sq ft

|

Condo

180 SADDLETOP DR # 368, TANEYTOWN, MD, 2...
Community: Carroll Vista
Carroll Vista 405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21..., Taneytown, MD 21787
$369,500

3 beds

|

3 baths

|

1,697 sq ft

|

Condo

405 CLUBSIDE DR # 303, TANEYTOWN, MD, 21...
Community: Carroll Vista
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Carroll Vista 8 HAYRIDE LN # 222, TANEYTOWN, MD, 21787, Taneytown, MD 21787
$479,900

3 beds

|

3 baths

|

2,792 sq ft

|

Condo

8 HAYRIDE LN # 222, TANEYTOWN, MD, 21787
Community: Carroll Vista
Snowden Overlook 8740 ENDLESS OCEAN WAY 26, COLUMBIA, MD,..., Columbia, MD 21045
$729,900

3 beds

|

4 baths

|

3,540 sq ft

|

Condo

8740 ENDLESS OCEAN WAY 26, COLUMBIA, MD,...
Community: Snowden Overlook
Cameron Grove 13216 FOX BOW DR 305, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$326,000

2 beds

|

2 baths

|

1,289 sq ft

|

Condo

13216 FOX BOW DR 305, UPPER MARLBORO, MD...
Community: Cameron Grove
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD APT 610, SILVE..., Silver Spring, MD 20906
$350,000

3 beds

|

2 baths

|

1,550 sq ft

|

Condo

3210 N LEISURE WORLD BLVD APT 610, SILVE...
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.
Two Rivers 3148 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$737,900

3 beds

|

3 baths

|

2,056 sq ft

3148 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
Leisure World® of Maryland 3350 GLENEAGLES DR 70-1D, SILVER SPRING,..., Silver Spring, MD 20906
$160,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

3350 GLENEAGLES DR 70-1D, SILVER SPRING,...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-815, SILVER SPRIN..., Silver Spring, MD 20906
$215,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-815, SILVER SPRIN...
Leisure World® of Maryland 3320 CHISWICK CT 61-1D, SILVER SPRING, M..., Silver Spring, MD 20906
$85,000

1 beds

|

1 baths

|

635 sq ft

|

Condo

3320 CHISWICK CT 61-1D, SILVER SPRING, M...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Harbour 932 RIVERSEDGE CIR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$379,990

2 beds

|

1 baths

|

912 sq ft

932 RIVERSEDGE CIR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Four Seasons at Kent Island 176 FLAGSTAFF WAY 2412, CHESTER, MD, 216..., Chester, MD 21619
$699,990

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

176 FLAGSTAFF WAY 2412, CHESTER, MD, 216...
The Villages At Woodholme 8325 MEADOWSWEET RD # 8325, BALTIMORE, M..., Baltimore, MD 21208
$500,000

3 beds

|

3 baths

|

3,144 sq ft

|

Condo

8325 MEADOWSWEET RD # 8325, BALTIMORE, M...
Leisure World® of Maryland 15015 HASLEMERE CT, SILVER SPRING, MD, 2..., Silver Spring, MD 20906
$380,000

3 beds

|

2 baths

|

1,194 sq ft

|

Condo

15015 HASLEMERE CT, SILVER SPRING, MD, 2...
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.
Cedar Ridge at Piney Orchard 8600 ROAMING RIDGE WAY UNIT 106, ODENTON..., Odenton, MD 21113
$410,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8600 ROAMING RIDGE WAY UNIT 106, ODENTON...
Leisure World® of Maryland 15300 BEAVERBROOK CT 88-2B, SILVER SPRIN..., Silver Spring, MD 20906
$269,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15300 BEAVERBROOK CT 88-2B, SILVER SPRIN...
Leisure World® of Maryland 2 FINSBURY PARK CT # 47-A, SILVER SPRING..., Silver Spring, MD 20906
$445,000

3 beds

|

2 baths

|

1,193 sq ft

|

Condo

2 FINSBURY PARK CT # 47-A, SILVER SPRING...
Rosehill Manor Villas 19710 OLEANDER CT, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$399,990

2 beds

|

2 baths

|

1,811 sq ft

19710 OLEANDER CT, HAGERSTOWN, MD, 21742
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Emerald Pointe 13412 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$424,900

2 beds

|

2 baths

|

1,952 sq ft

13412 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Cedar Ridge at Piney Orchard 8610 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113
$374,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8610 FLUTTERING LEAF TRL 208, ODENTON, M...
Leisure World® of Maryland 3311 S LEISURE WORLD BLVD 99-3D, SILVER ..., Silver Spring, MD 20906
$100,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

3311 S LEISURE WORLD BLVD 99-3D, SILVER ...
Four Seasons at Kent Island 3000 HERONS NEST WAY UNIT 11, CHESTER, M..., Chester, MD 21619
$555,900

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

3000 HERONS NEST WAY UNIT 11, CHESTER, M...
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.
Tanyard Shores 7412 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$530,990

3 beds

|

4 baths

|

2,042 sq ft

7412 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Emerald Pointe 19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$349,900

2 beds

|

2 baths

|

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
The Village at Cabin Branch 13240 PETREL ST # 5203, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$612,990

3 beds

|

2 baths

|

1,887 sq ft

|

Condo

13240 PETREL ST # 5203, CLARKSBURG, MD, ...
Gatherings at Cabin Branch 13240 PETREL ST # 5203, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$612,990

3 beds

|

2 baths

|

1,887 sq ft

|

Condo

13240 PETREL ST # 5203, CLARKSBURG, MD, ...
Gatherings at Cabin Branch 13240 PETREL ST # 5207, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$618,990

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Village at Cabin Branch 13240 PETREL ST # 5207, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$618,990

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...
The Village at Cabin Branch 13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...
Gatherings at Cabin Branch 13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...
Gatherings at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
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.
The Village at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD APT 201, SILVE..., Silver Spring, MD 20906
$250,000

2 beds

|

2 baths

|

1,359 sq ft

|

Condo

3005 S LEISURE WORLD BLVD APT 201, SILVE...
Carroll's Creek 1412 WIGEON WAY UNIT 101, GAMBRILLS, MD,..., Gambrills, MD 21054
$460,000

3 beds

|

2 baths

|

1,777 sq ft

|

Condo

1412 WIGEON WAY UNIT 101, GAMBRILLS, MD,...
Community: Carroll's Creek
Heritage Harbour 916 SEXTANT WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$559,995

3 beds

|

4 baths

|

2,640 sq ft

916 SEXTANT WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Gatherings at Lyndwood 7315 BROOKVIEW RD 302, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$465,000

2 beds

|

2 baths

|

1,900 sq ft

|

Condo

7315 BROOKVIEW RD 302, ELKRIDGE, MD, 210...
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906
$339,900

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 308, SILVER SP...

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