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New Windsor, MD 55+ active adult communities & homes for sale - Page 10

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
Amblebrook 80 BONESET DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$412,000

4 beds

|

4 baths

|

2,692 sq ft

80 BONESET DR, GETTYSBURG, PA, 17325
Community: Amblebrook
Country Manor 14 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$209,500

3 beds

|

2 baths

|

1,708 sq ft

14 COLONIAL CT, SHIPPENSBURG, PA, 17257
Community: Country Manor
Four Seasons at Kent Island 266 PEREGRINE DR, CHESTER, MD, 21619, Chester, MD 21619
$728,000

4 beds

|

3 baths

|

2,870 sq ft

266 PEREGRINE DR, CHESTER, MD, 21619
Cameron Grove 13502 VANDIVER CT, UPPER MARLBORO, MD, 2..., Upper Marlboro, MD 20774
$430,000

2 beds

|

2 baths

|

1,658 sq ft

13502 VANDIVER CT, UPPER MARLBORO, MD, 2...
Community: Cameron Grove
Potomac Green 20763 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147
$850,000

3 beds

|

3 baths

|

2,810 sq ft

20763 CRESCENT POINTE PL, ASHBURN, VA, 2...
Community: Potomac Green
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Penn National 6195 MERION DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$599,900

4 beds

|

3 baths

|

2,706 sq ft

6195 MERION DR, FAYETTEVILLE, PA, 17222
Community: Penn National
Amblebrook 321 HIGHLAND WAY 160, GETTYSBURG, PA, 17..., Gettysburg, PA 17325
$449,900

2 beds

|

2 baths

|

1,409 sq ft

321 HIGHLAND WAY 160, GETTYSBURG, PA, 17...
Community: Amblebrook
Regency at Dominion Valley 15110 HEATHER MILL LN 402, HAYMARKET, VA..., Haymarket, VA 20169
$465,000

2 beds

|

2 baths

|

1,551 sq ft

|

Condo

15110 HEATHER MILL LN 402, HAYMARKET, VA...
Leisure World® of Maryland 15011 CANDOVER CT 280-D, SILVER SPRING, ..., Silver Spring, MD 20906
$259,000

2 beds

|

3 baths

|

1,359 sq ft

|

Condo

15011 CANDOVER CT 280-D, SILVER SPRING, ...
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 Island 111 MARSHGRASS WAY 22, CHESTER, MD, 2161..., Chester, MD 21619
$539,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

111 MARSHGRASS WAY 22, CHESTER, MD, 2161...
Element at Mill Creek 78 OLD MILL BOTTOM RD N APT 112, ANNAPOL..., Annapolis, MD 21409
$614,900

2 beds

|

2 baths

|

1,621 sq ft

|

Condo

78 OLD MILL BOTTOM RD N APT 112, ANNAPOL...
Leisure World® of Maryland 3703 LIVERPOOL PL 37-A, SILVER SPRING, M..., Silver Spring, MD 20906
$399,900

2 beds

|

2 baths

|

1,100 sq ft

3703 LIVERPOOL PL 37-A, SILVER SPRING, M...
Arbor Gate 34 SCENIC DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067
$270,000

3 beds

|

2 baths

|

1,834 sq ft

34 SCENIC DR, MYERSTOWN, PA, 17067
Community: Arbor Gate
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Birchwood at Brambleton 23631 HAVELOCK WALK TER 302, ASHBURN, VA..., Ashburn, VA 20148
$449,900

2 beds

|

2 baths

|

1,244 sq ft

|

Condo

23631 HAVELOCK WALK TER 302, ASHBURN, VA...
Rosehill Manor Villas 19604 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$374,900

2 beds

|

2 baths

|

1,767 sq ft

19604 LAVENDER LN, HAGERSTOWN, MD, 21742
Bay Bridge Cove 440 MOORINGS CIR, STEVENSVILLE, MD, 2166..., Stevensville, MD 21666
$675,000

3 beds

|

3 baths

|

2,740 sq ft

|

Condo

440 MOORINGS CIR, STEVENSVILLE, MD, 2166...
Community: Bay Bridge Cove
Winding Creek 528 WINDING CREEK BLVD, ANNVILLE, PA, 17..., Annville, PA 17003
$653,900

3 beds

|

3 baths

|

2,614 sq ft

528 WINDING CREEK BLVD, ANNVILLE, PA, 17...
Community: Winding Creek
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 Flats at Northside 1135 POLARIS RD EDINBURGH 82, POTOMAC, M..., Potomac, MD 20854
$1,349,900

4 beds

|

3 baths

|

2,840 sq ft

1135 POLARIS RD EDINBURGH 82, POTOMAC, M...
The Flats at Northside 1135 POLARIS RD CAMBRIDGE 78, POTOMAC, M..., Potomac, MD 20854
$999,900

4 beds

|

3 baths

|

2,350 sq ft

1135 POLARIS RD CAMBRIDGE 78, POTOMAC, M...
Carroll Vista 413 CLUBSIDE DR 299, TANEYTOWN, MD, 2178..., Taneytown, MD 21787
$365,000

2 beds

|

2 baths

|

1,697 sq ft

|

Condo

413 CLUBSIDE DR 299, TANEYTOWN, MD, 2178...
Community: Carroll Vista
Cadence at Lansdowne 18989 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176
$739,800

3 beds

|

3 baths

|

2,649 sq ft

18989 CORAL REEF SQ, LEESBURG, VA, 20176
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Amblebrook 395 QUIET CREEK DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$798,900

2 beds

|

3 baths

|

2,809 sq ft

395 QUIET CREEK DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
Cameron Grove 14040 NEW ACADIA LN 406, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$324,500

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

14040 NEW ACADIA LN 406, UPPER MARLBORO,...
Community: Cameron Grove
The Atrium at MetroWest 2960 VADEN DR 2N-602, FAIRFAX, VA, 22031, Fairfax, VA 22031
$824,500

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

2960 VADEN DR 2N-602, FAIRFAX, VA, 22031
Gatherings at Cabin Branch 13516 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871
$545,000

3 beds

|

3 baths

|

1,590 sq ft

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208...
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 13516 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871
$545,000

3 beds

|

3 baths

|

1,590 sq ft

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-812, SILVER SPRIN..., Silver Spring, MD 20906
$249,900

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15115 INTERLACHEN DR 3-812, SILVER SPRIN...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3032, CHESTER, MD, 216..., Chester, MD 21619
$699,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

110 BOATSWAIN WAY 3032, CHESTER, MD, 216...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3031, CHESTER, MD, 216..., Chester, MD 21619
$849,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

110 BOATSWAIN WAY 3031, CHESTER, MD, 216...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3021, CHESTER, MD, 216..., Chester, MD 21619
$749,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

110 BOATSWAIN WAY 3021, CHESTER, MD, 216...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Cameron Grove 14000 NEW ACADIA LN 106, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$255,000

1 beds

|

1 baths

|

1,020 sq ft

|

Condo

14000 NEW ACADIA LN 106, UPPER MARLBORO,...
Community: Cameron Grove
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 203, SILVER SP..., Silver Spring, MD 20906
$325,000

2 beds

|

2 baths

|

1,495 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 203, SILVER SP...
Leisure World® of Maryland 3506 FISKE TER 153-A, SILVER SPRING, MD,..., Silver Spring, MD 20906
$325,000

2 beds

|

1 baths

|

960 sq ft

|

Condo

3506 FISKE TER 153-A, SILVER SPRING, MD,...
Country Manor 95 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$209,900

2 beds

|

2 baths

|

1,544 sq ft

95 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
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 Reserve at New Windsor 2845 UNION SQUARE RD 66, NEW WINDSOR, MD..., New Windsor, MD 21776
$450,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

2845 UNION SQUARE RD 66, NEW WINDSOR, MD...
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 1007, SILVER S..., Silver Spring, MD 20906
$299,900

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 1007, SILVER S...
Heritage Harbour 2568 GLEN CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$499,000

3 beds

|

3 baths

|

1,512 sq ft

|

Condo

2568 GLEN CV, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Amblebrook 63 RUSTIC WOOD DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$384,900

2 beds

|

2 baths

|

1,514 sq ft

63 RUSTIC WOOD DR, GETTYSBURG, PA, 17325
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Snowden Overlook 8781 ENDLESS OCEAN WAY 58, COLUMBIA, MD,..., Columbia, MD 21045
$699,000

3 beds

|

5 baths

|

4,565 sq ft

|

Condo

8781 ENDLESS OCEAN WAY 58, COLUMBIA, MD,...
Community: Snowden Overlook
Leisure World® of Maryland 3661 S LEISURE WORLD BLVD 15-K, SILVER S..., Silver Spring, MD 20906
$235,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3661 S LEISURE WORLD BLVD 15-K, SILVER S...

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