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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
Want to learn more about 55+ communities in New Windsor? 55places can help!
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
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 403A, LEESBUR..., Leesburg, VA 20176
$484,999

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 403A, LEESBUR...
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 304, LEESBURG..., Leesburg, VA 20176
$499,999

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 304, LEESBURG...
Montebello 21914 HAWKSBILL HIGH CIR UNIT 304, STERL..., Sterling, VA 20164
$599,000

2 beds

|

2 baths

|

1,640 sq ft

|

Condo

21914 HAWKSBILL HIGH CIR UNIT 304, STERL...
Community: Montebello
Birchwood at Brambleton 43044 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148
$1,050,000

4 beds

|

3 baths

|

3,753 sq ft

43044 GREELEY SQ, ASHBURN, VA, 20148
River Ridge 12221 SEAFORD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192
$584,900

3 beds

|

3 baths

|

1,962 sq ft

12221 SEAFORD CT, WOODBRIDGE, VA, 22192
Community: River Ridge
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER UNIT 404, LEESBU..., Leesburg, VA 20176
$340,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19385 CYPRESS RIDGE TER UNIT 404, LEESBU...
The Retreat at Poland Hill 43441 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152
$945,000

4 beds

|

4 baths

|

3,553 sq ft

43441 BETTYS FARM DR, CHANTILLY, VA, 201...
The Crest of Alexandria 7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$900,000

4 beds

|

5 baths

|

3,607 sq ft

7922 ASHLAND DR, ALEXANDRIA, VA, 22315
Regency at Dominion Valley 15428 CHAMPIONSHIP DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$750,000

3 beds

|

3 baths

|

3,309 sq ft

15428 CHAMPIONSHIP DR, HAYMARKET, VA, 20...
Regency at Dominion Valley 5320 TREVINO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169
$875,000

4 beds

|

3 baths

|

3,082 sq ft

5320 TREVINO DR, HAYMARKET, VA, 20169
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.
Regency at Ashburn 44557 GRANITE RUN TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$845,000

3 beds

|

3 baths

|

4,208 sq ft

44557 GRANITE RUN TER, ASHBURN, VA, 2014...
Community: Regency at Ashburn
Regency at Dominion Valley 15100 HEATHER MILL LN APT 407, HAYMARKET..., Haymarket, VA 20169
$450,000

2 beds

|

2 baths

|

1,538 sq ft

|

Condo

15100 HEATHER MILL LN APT 407, HAYMARKET...
River Ridge 12165 EDDYSTONE CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192
$749,900

4 beds

|

4 baths

|

4,695 sq ft

12165 EDDYSTONE CT, WOODBRIDGE, VA, 2219...
Community: River Ridge
Spring Hill 8970 FASCINATION CT APT 315, LORTON, VA,..., Lorton, VA 22079
$525,000

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

8970 FASCINATION CT APT 315, LORTON, VA,...
Community: Spring Hill
Lexington Square 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Lexington 7 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington 7 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Birchwood at Brambleton 23688 BOLTON CRESCENT TER APT 204, ASHBU..., Ashburn, VA 20148
$470,000

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

23688 BOLTON CRESCENT TER APT 204, ASHBU...
Regency at Dominion Valley 15463 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169
$749,000

3 beds

|

3 baths

|

3,814 sq ft

15463 LEGACY WAY, HAYMARKET, VA, 20169
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 Wellington 10273 FOUNTAIN CIR 306, MANASSAS, VA, 20..., Manassas, VA 20110
$390,000

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

10273 FOUNTAIN CIR 306, MANASSAS, VA, 20...
Birchwood at Brambleton 23631 HAVELOCK WALK TER 318, ASHBURN, VA..., Ashburn, VA 20148
$499,900

2 beds

|

2 baths

|

1,967 sq ft

|

Condo

23631 HAVELOCK WALK TER 318, ASHBURN, VA...
Four Seasons at Virginia Crossing 13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE..., Woodbridge, VA 22193
$525,000

2 beds

|

3 baths

|

1,811 sq ft

|

Condo

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE...
Heritage Hunt 17680 GLASS RIDGE PL, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$650,000

3 beds

|

3 baths

|

2,920 sq ft

17680 GLASS RIDGE PL, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Belmont Bay 680 WATERMANS DR APT 505, WOODBRIDGE, VA..., Woodbridge, VA 22191
$432,000

2 beds

|

3 baths

|

1,457 sq ft

|

Condo

680 WATERMANS DR APT 505, WOODBRIDGE, VA...
Community: Belmont Bay
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Lexington 7 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 114, LEESBURG, V..., Leesburg, VA 20176
$350,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19355 CYPRESS RIDGE TER 114, LEESBURG, V...
Heritage Hunt 6066 HALVERTON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155
$610,000

4 beds

|

3 baths

|

2,165 sq ft

6066 HALVERTON PL, GAINESVILLE, VA, 2015...
Community: Heritage Hunt
Regency at Dominion Valley 5124 FALDO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169
$750,000

2 beds

|

3 baths

|

3,249 sq ft

5124 FALDO DR, HAYMARKET, VA, 20169
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 6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$849,900

4 beds

|

4 baths

|

5,410 sq ft

6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Four Seasons at Vint Hill 3607 MAUCHLEY CT, WARRENTON, VA, 20187, Warrenton, VA 20187
$624,950

2 beds

|

2 baths

|

2,156 sq ft

3607 MAUCHLEY CT, WARRENTON, VA, 20187
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER UNIT 1102, LEESB..., Leesburg, VA 20176
$399,000

2 beds

|

2 baths

|

1,105 sq ft

|

Condo

19365 CYPRESS RIDGE TER UNIT 1102, LEESB...
Heritage Hunt 6868 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$675,000

3 beds

|

3 baths

|

2,528 sq ft

6868 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Heritage Hunt 6880 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$749,000

2 beds

|

3 baths

|

3,087 sq ft

6880 SADDLE RUN WAY, 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
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER UNIT 907, LEESBU..., Leesburg, VA 20176
$285,000

1 beds

|

1 baths

|

874 sq ft

|

Condo

19385 CYPRESS RIDGE TER UNIT 907, LEESBU...
Saintsbury Plaza 2905 SAINTSBURY PLZ 315, FAIRFAX, VA, 22..., Fairfax, VA 22031
$419,900

2 beds

|

2 baths

|

1,264 sq ft

|

Condo

2905 SAINTSBURY PLZ 315, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
Heritage Hunt 13753 TUSCARORA CT, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$750,000

3 beds

|

3 baths

|

3,338 sq ft

13753 TUSCARORA CT, GAINESVILLE, VA, 201...
Community: Heritage Hunt
Potomac Green 20763 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147
$865,000

3 beds

|

3 baths

|

2,810 sq ft

20763 CRESCENT POINTE PL, ASHBURN, VA, 2...
Community: Potomac Green
Birchwood at Brambleton 42789 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$895,000

4 beds

|

3 baths

|

3,026 sq ft

42789 MACBETH TER, ASHBURN, VA, 20148

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544 homes near New Windsor
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