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

544 homes near New Windsor

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The Reserve at New Windso...
$400Ks - $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 - $1Ms
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 - $500Ks
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 - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
5 rating (2 reviews) Potomac Green
$800Ks - $900Ks
Potomac Green, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$200Ks - $500Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes
Penn National
$200Ks - $500Ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
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
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.
5 rating (1 reviews) Regency at Dominion Valle...
$400Ks - $800Ks
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
5 rating (1 reviews) Two Rivers
$500Ks - $800Ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Cameron Grove
$200Ks - $400Ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
5 rating (2 reviews) Central Parke at Victoria...
$300Ks - $600Ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
The Woodlands of Urbana
$600Ks - $600Ks
The Woodlands of Urbana, Urbana, MD
New Construction | 55+ age-restricted | Built 2019 - present | 565 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
5 rating (1 reviews) Crestwood Village
$300Ks - $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
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 - $600Ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 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.
The Courtyards at Waverly...
$300Ks - $900Ks
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
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 - $400Ks
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 - $400Ks
Village Crest, Ellicott City, MD
New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes
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Questions? Call us: (443) 647-4690
Courtyards at Waverly Woo...
$300Ks - $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
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.
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 - $400Ks
The Enclave at Ellicott H..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes
Bay Bridge Cove
$600Ks - $600Ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
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 - $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
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
Winding Creek 508 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003
$515,500

2 beds

|

2 baths

|

1,714 sq ft

508 STONE GATE BLVD, ANNVILLE, PA, 17003
Community: Winding Creek
Winding Creek 516 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003
$505,800

2 beds

|

2 baths

|

1,714 sq ft

516 STONE GATE BLVD, ANNVILLE, PA, 17003
Community: Winding Creek
Winding Creek 520 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003
$545,900

3 beds

|

3 baths

|

2,364 sq ft

520 STONE GATE BLVD, ANNVILLE, PA, 17003
Community: Winding Creek
Winding Creek 475 PINNACLE RIDGE DR, ANNVILLE, PA, 170..., Annville, PA 17003
$599,900

2 beds

|

2 baths

|

2,248 sq ft

475 PINNACLE RIDGE DR, ANNVILLE, PA, 170...
Community: Winding Creek
Winding Creek 504 HAMILTON LN, ANNVILLE, PA, 17003, Annville, PA 17003
$577,300

3 beds

|

2 baths

|

2,071 sq ft

504 HAMILTON LN, ANNVILLE, PA, 17003
Community: Winding Creek
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Alden Place 1134 ALDEN WAY, LEBANON, PA, 17042, Lebanon, PA 17042
$330,000

2 beds

|

2 baths

|

1,368 sq ft

1134 ALDEN WAY, LEBANON, PA, 17042
Community: Alden Place
Penn National 6611 CONGRESSIONAL TER, FAYETTEVILLE, PA..., Fayetteville, PA 17222
$425,000

3 beds

|

3 baths

|

2,564 sq ft

6611 CONGRESSIONAL TER, FAYETTEVILLE, PA...
Community: Penn National
Penn National 6357 9TH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$329,900

3 beds

|

2 baths

|

1,958 sq ft

|

Condo

6357 9TH VW, FAYETTEVILLE, PA, 17222
Community: Penn National
Country Manor 84 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$184,900

2 beds

|

2 baths

|

1,438 sq ft

84 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
Wynfield at Annville 141 BELLFLOWER AVE, ANNVILLE, PA, 17003, Annville, PA 17003
$558,990

3 beds

|

3 baths

|

2,656 sq ft

141 BELLFLOWER AVE, ANNVILLE, PA, 17003
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.
Birchwood at Brambleton 42729 AUTUMN DAY TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$925,000

3 beds

|

3 baths

|

2,802 sq ft

42729 AUTUMN DAY TER, ASHBURN, VA, 20148
Potomac Green 44465 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147
$700,000

3 beds

|

3 baths

|

2,118 sq ft

44465 MALTESE FALCON SQ, ASHBURN, VA, 20...
Community: Potomac Green
Regency at Dominion Valley 5411 TREVINO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169
$725,000

3 beds

|

3 baths

|

2,672 sq ft

5411 TREVINO DR, HAYMARKET, VA, 20169
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER UNIT 503, LEESBU..., Leesburg, VA 20176
$399,900

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19355 CYPRESS RIDGE TER UNIT 503, LEESBU...
Heritage Hunt 6524 BOX ELDER LOOP, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$610,000

3 beds

|

3 baths

|

2,153 sq ft

6524 BOX ELDER LOOP, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Regency at Dominion Valley 15201 ROYAL CREST DR APT 407, HAYMARKET,..., Haymarket, VA 20169
$440,000

2 beds

|

2 baths

|

1,538 sq ft

|

Condo

15201 ROYAL CREST DR APT 407, HAYMARKET,...
Central Parke at Lowes Island 20898 PRINCE LOWES TER, STERLING, VA, 20..., Sterling, VA 20165
$750,000

3 beds

|

4 baths

|

3,239 sq ft

20898 PRINCE LOWES TER, STERLING, VA, 20...
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 815, LEESBURG, V..., Leesburg, VA 20176
$498,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19385 CYPRESS RIDGE TER 815, LEESBURG, V...
Four Seasons at Virginia Crossing 14035 MADRONA LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193
$669,900

3 beds

|

3 baths

|

2,192 sq ft

14035 MADRONA LN, WOODBRIDGE, VA, 22193
New Heritage Hunt 6013 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$750,000

3 beds

|

3 baths

|

2,608 sq ft

6013 PINEY GROVE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
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.
New Regency at Ashburn 20862 SABER JET PL, ASHBURN, VA, 20147, Ashburn, VA 20147
$915,000

3 beds

|

4 baths

|

4,150 sq ft

20862 SABER JET PL, ASHBURN, VA, 20147
Community: Regency at Ashburn
New Regency at Dominion Valley 15251 ROYAL CREST DR APT 103, HAYMARKET,..., Haymarket, VA 20169
$470,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

15251 ROYAL CREST DR APT 103, HAYMARKET,...
New Potomac Green 44420 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147
$749,000

3 beds

|

3 baths

|

2,447 sq ft

44420 SUNSET MAPLE DR, ASHBURN, VA, 2014...
Community: Potomac Green
New Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 601, LEESBURG, V..., Leesburg, VA 20176
$529,900

3 beds

|

2 baths

|

1,534 sq ft

|

Condo

19375 CYPRESS RIDGE TER 601, LEESBURG, V...
Four Seasons at Ashburn Village 44465 CHAMBERLAIN TER UNIT 103, ASHBURN,..., Ashburn, VA 20147
$429,900

2 beds

|

2 baths

|

1,612 sq ft

|

Condo

44465 CHAMBERLAIN TER UNIT 103, ASHBURN,...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Potomac Green 44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,..., Ashburn, VA 20147
$913,000

4 beds

|

4 baths

|

2,709 sq ft

44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,...
Community: Potomac Green
New Potomac Green 20432 ISLAND WEST SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$739,999

3 beds

|

3 baths

|

2,253 sq ft

20432 ISLAND WEST SQ, ASHBURN, VA, 20147
Community: Potomac Green
Four Seasons at Ashburn Village 44485 CHAMBERLAIN TER UNIT 200, ASHBURN,..., Ashburn, VA 20147
$450,000

2 beds

|

2 baths

|

1,763 sq ft

|

Condo

44485 CHAMBERLAIN TER UNIT 200, ASHBURN,...
Heritage Hunt 13612 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$864,997

4 beds

|

3 baths

|

4,486 sq ft

13612 RYTON RIDGE LN, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Heritage Hunt 13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$630,000

3 beds

|

3 baths

|

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
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.
Heritage Hunt 6900 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155
$745,000

3 beds

|

4 baths

|

3,676 sq ft

6900 TRED AVON PL, GAINESVILLE, VA, 2015...
Community: Heritage Hunt
Potomac Green 20742 ADAMS MILL PL, ASHBURN, VA, 20147, Ashburn, VA 20147
$800,000

3 beds

|

2 baths

|

1,670 sq ft

20742 ADAMS MILL PL, ASHBURN, VA, 20147
Community: Potomac Green
New Regency at Dominion Valley 5484 RODRIQUEZ LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$745,000

3 beds

|

3 baths

|

2,598 sq ft

5484 RODRIQUEZ LN, HAYMARKET, VA, 20169
New Spring Hill 8912 YELLOW DAISY PL, LORTON, VA, 22079, Lorton, VA 22079
$879,900

3 beds

|

3 baths

|

2,342 sq ft

8912 YELLOW DAISY PL, LORTON, VA, 22079
Community: Spring Hill
Birchwood at Brambleton 23630 HAVELOCK WALK TER UNIT 405, ASHBUR..., Ashburn, VA 20148
$445,000

2 beds

|

2 baths

|

1,059 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 405, ASHBUR...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Gatherings at Wellington 10273 FOUNTAIN CIR 202, MANASSAS, VA, 20..., Manassas, VA 20110
$415,000

3 beds

|

2 baths

|

2,006 sq ft

|

Condo

10273 FOUNTAIN CIR 202, MANASSAS, VA, 20...
Birchwood at Brambleton 42788 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$799,000

3 beds

|

3 baths

|

2,669 sq ft

42788 MACBETH TER, ASHBURN, VA, 20148
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER UNIT 920, LEESBU..., Leesburg, VA 20176
$450,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19385 CYPRESS RIDGE TER UNIT 920, LEESBU...
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 206A, LEESBUR..., Leesburg, VA 20176
$449,999

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 206A, LEESBUR...
Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 403A, LEESBUR..., Leesburg, VA 20176
$474,999

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 403A, LEESBUR...

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544 homes near New Windsor
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