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New Windsor, MD 55+ active adult communities & homes for sale - Page 6

626 homes near New Windsor

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5 rating (1 reviews) Leisure World® of Marylan...
<$100k - $800ks
Leisure World® of Marylan..., Silver Spring, MD
Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes
Four Seasons at Kent Isla...
$400ks - $700ks
Four Seasons at Kent Isla..., Kent Island, MD
New Construction | 55+ age-restricted | Built 2018 - present | 1,079 homes
4.3 rating (11 reviews) Amblebrook
$300ks - $700ks
Amblebrook, Gettysburg, PA
New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes
The Flats at Heathcote Vi...
$300ks - $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction | 55+ age-restricted | Built 2026 - present | 500 homes
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Winding Creek
$300ks - $700ks
Winding Creek, Palmyra, PA
New Construction | 55+ age-restricted | Built 2021 - present | 82 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
3.7 rating (3 reviews) Heritage Harbour
$300ks - $800ks
Heritage Harbour, Annapolis, MD
Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 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
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.
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
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
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Questions? Call us: (443) 647-4690
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
5 rating (1 reviews) Alden Place
$300ks - $500ks
Alden Place, Lebanon, PA
New and Resale | 55+ age-restricted | Built 2009 - present | 505 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.
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
5 rating (2 reviews) Arbor Gate
$200ks
Arbor Gate, Myerstown, PA
Resale Only | 55+ age-restricted | Built 1997 - 2005 | 378 homes
The Atrium at MetroWest
$600ks - $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Penn National
$100ks - $600ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Four Seasons at Virginia ...
$400ks - $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
5 rating (1 reviews) Gatherings at Wellington
$300ks - $400ks
Gatherings at Wellington, Manassas, VA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 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
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
5 rating (2 reviews) Central Parke at Victoria...
$300ks - $500ks
Central Parke at Victoria..., Laurel, MD
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes
5 rating (1 reviews) Gatherings at Lyndwood
$300ks - $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Winifred Manor
$200ks
Winifred Manor, Eldersburg, MD
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes
5 rating (1 reviews) Carroll Vista
$300ks
Carroll Vista, Taneytown, MD
Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes
The Village at Freedom Hi...
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes
Traditions of America at ...
$400ks - $600ks
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.
Cedar Ridge at Piney Orch...
$200ks - $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Blue Ridge
$300ks - $400ks
Blue Ridge, Harrisburg, PA
New and Resale | Age-targeted | Built 2020 - present | 130 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Signature Club at Greenvi...
$400ks - $500ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
123...4
Montebello 46337 REDDISH KNOB DR, STERLING, VA, 201..., Sterling, VA 20164
$935,000

2 beds

|

2 baths

|

2,212 sq ft

46337 REDDISH KNOB DR, STERLING, VA, 201...
Community: Montebello
Cameron Grove 13008 MEARS CT, UPPER MARLBORO, MD, 2077..., Upper Marlboro, MD 20774
$489,500

3 beds

|

3 baths

|

2,100 sq ft

13008 MEARS CT, UPPER MARLBORO, MD, 2077...
Community: Cameron Grove
Legacy at Fallston Commons 309 LENNOX DR, FALLSTON, MD, 21047, Fallston, MD 21047
$550,000

3 beds

|

4 baths

|

3,540 sq ft

|

Condo

309 LENNOX DR, FALLSTON, MD, 21047
Four Seasons at Kent Island 2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619
$750,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...
The Flats at Northside 1249 NORTHSIDE PARK BLVD, POTOMAC, MD, 2..., Potomac, MD 20854
$1,495,000

4 beds

|

5 baths

|

2,448 sq ft

1249 NORTHSIDE PARK BLVD, POTOMAC, MD, 2...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Four Seasons at Kent Island 132 KESTREL LN, CHESTER, MD, 21619, Chester, MD 21619
$995,000

4 beds

|

4 baths

|

3,634 sq ft

132 KESTREL LN, CHESTER, MD, 21619
Leisure World® of Maryland 3738 GLEN EAGLES DR, SILVER SPRING, MD, ..., Silver Spring, MD 20906
$995,000

4 beds

|

3 baths

|

3,322 sq ft

3738 GLEN EAGLES DR, SILVER SPRING, MD, ...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-806, SILVER SPRIN..., Silver Spring, MD 20906
$201,000

2 beds

|

2 baths

|

990 sq ft

|

Condo

15101 INTERLACHEN DR 1-806, SILVER SPRIN...
The Woodlands of Urbana 3520 STARLIGHT ST 302, FREDERICK, MD, 21..., Frederick, MD 21704
$428,900

2 beds

|

2 baths

|

1,489 sq ft

|

Condo

3520 STARLIGHT ST 302, FREDERICK, MD, 21...
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.
Cameron Grove 14040 NEW ACADIA LN 105, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$287,000

1 beds

|

1 baths

|

1,013 sq ft

|

Condo

14040 NEW ACADIA LN 105, UPPER MARLBORO,...
Community: Cameron Grove
Suffield Meadows 6696 CLUB HOUSE LN 104, WARRENTON, VA, 2..., Warrenton, VA 20187
$440,000

3 beds

|

2 baths

|

1,994 sq ft

|

Condo

6696 CLUB HOUSE LN 104, WARRENTON, VA, 2...
Community: Suffield Meadows
Leisure World® of Maryland 2900 N LEISURE WORLD BLVD 2-410, SILVER ..., Silver Spring, MD 20906
$365,000

3 beds

|

2 baths

|

1,512 sq ft

|

Condo

2900 N LEISURE WORLD BLVD 2-410, SILVER ...
The Gatherings at Lakeview Community 578 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$399,990

3 beds

|

3 baths

|

1,569 sq ft

|

Condo

578 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Blue Ridge 2229 CAROLINE LN, HARRISBURG, PA, 17110, Harrisburg, PA 17110
$399,000

3 beds

|

3 baths

|

2,038 sq ft

2229 CAROLINE LN, HARRISBURG, PA, 17110
Community: Blue Ridge
The Village at Freedom Hills 13880 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$390,000

2 beds

|

2 baths

|

1,543 sq ft

13880 PATRIOT WAY, HAGERSTOWN, MD, 21740
Carroll's Creek 1406 WIGEON WAY 303, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$375,000

2 beds

|

2 baths

|

1,334 sq ft

|

Condo

1406 WIGEON WAY 303, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
The Crest of Alexandria 6145 OLIVET DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$997,000

4 beds

|

5 baths

|

3,700 sq ft

6145 OLIVET DR, ALEXANDRIA, VA, 22315
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.
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 1115, LEESBURG, ..., Leesburg, VA 20176
$539,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19365 CYPRESS RIDGE TER 1115, LEESBURG, ...
Potomac Green 44438 CRUDEN BAY DR, ASHBURN, VA, 20147, Ashburn, VA 20147
$739,900

3 beds

|

3 baths

|

2,255 sq ft

44438 CRUDEN BAY DR, ASHBURN, VA, 20147
Community: Potomac Green
Leisure World® of Maryland 15101 INTERLACHEN DR 1-112, SILVER SPRIN..., Silver Spring, MD 20906
$219,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-112, SILVER SPRIN...
Bloomfields 55+ 2605 BROADLEAF DR, FREDERICK, MD, 21702, Frederick, MD 21702
$849,900

3 beds

|

4 baths

|

3,462 sq ft

2605 BROADLEAF DR, FREDERICK, MD, 21702
Community: Bloomfields 55+
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 15107 INTERLACHEN DR 2-1022, SILVER SPRI..., Silver Spring, MD 20906
$185,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-1022, SILVER SPRI...
Regency at Dominion Valley 15517 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169
$840,000

3 beds

|

3 baths

|

3,056 sq ft

15517 LEGACY WAY, HAYMARKET, VA, 20169
Gatherings at Wellington 9202 CHARLESTON DR 405, MANASSAS, VA, 20..., Manassas, VA 20110
$355,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

9202 CHARLESTON DR 405, MANASSAS, VA, 20...
Crestwood Village 5798 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703
$499,950

2 beds

|

2 baths

|

2,044 sq ft

5798 BOX ELDER CT, FREDERICK, MD, 21703
Community: Crestwood Village
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 23716 SEPTEMBER SUN SQ, ASHBURN, VA, 201..., Ashburn, VA 20148
$719,900

3 beds

|

3 baths

|

2,258 sq ft

23716 SEPTEMBER SUN SQ, ASHBURN, VA, 201...
Four Seasons at Kent Island 307 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$979,990

3 beds

|

3 baths

|

2,789 sq ft

307 KINGFISHER LN, CHESTER, MD, 21619
Four Seasons at Kent Island 121 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$1,099,990

5 beds

|

5 baths

|

3,225 sq ft

121 KINGLET CT, CHESTER, MD, 21619
Courtyards at Waverly Woods East 11160 CHAMBERS CT D, WOODSTOCK, MD, 2116..., Woodstock, MD 21163
$395,000

2 beds

|

2 baths

|

1,595 sq ft

|

Condo

11160 CHAMBERS CT D, WOODSTOCK, MD, 2116...
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176
$490,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19385 CYPRESS RIDGE TER 510, LEESBURG, V...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Village Grande at Millers Run 1808 KURTZ ML ML, LANCASTER, PA, 17601, Lancaster, PA 17601
$499,850

2 beds

|

3 baths

|

2,468 sq ft

1808 KURTZ ML ML, LANCASTER, PA, 17601
Gatherings at Forest Glen 8609 WINTERGREEN CT 403, ODENTON, MD, 21..., Odenton, MD 21113
$420,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

8609 WINTERGREEN CT 403, ODENTON, MD, 21...
Birchwood at Brambleton 23669 GOLDEN EMBERS SQ 204, ASHBURN, VA,..., Ashburn, VA 20148
$485,000

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

23669 GOLDEN EMBERS SQ 204, ASHBURN, VA,...
The Village at Freedom Hills 13918 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$355,000

2 beds

|

2 baths

|

1,430 sq ft

13918 PATRIOT WAY, HAGERSTOWN, MD, 21740
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.
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 802, LEESBURG, V..., Leesburg, VA 20176
$495,000

3 beds

|

2 baths

|

1,560 sq ft

|

Condo

19355 CYPRESS RIDGE TER 802, LEESBURG, V...
Birchwood at Brambleton 23695 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$994,990

2 beds

|

3 baths

|

2,742 sq ft

23695 HARDESTY TER, ASHBURN, VA, 20148
Leisure World® of Maryland 2901 S LEISURE WORLD BLVD 225, SILVER SP..., Silver Spring, MD 20906
$305,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

2901 S LEISURE WORLD BLVD 225, SILVER SP...
Element at Mill Creek 78 OLD MILL BOTTOM RD 211, ANNAPOLIS, MD..., Annapolis, MD 21409
$705,000

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 211, ANNAPOLIS, MD...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Winifred Manor 2001 RUDY SERRA DR 3C, ELDERSBURG, MD, 2..., Eldersburg, MD 21784
$239,900

2 beds

|

2 baths

|

Condo

2001 RUDY SERRA DR 3C, ELDERSBURG, MD, 2...
Community: Winifred Manor
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-415, SILVER ..., Silver Spring, MD 20906
$171,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-415, SILVER ...

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