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New Windsor, MD 55+ active adult communities & homes for sale - Page 12

655 homes near New Windsor

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3 rating (2 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
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
The Flats at Heathcote Vi...
$300ks - $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction | 55+ age-restricted | Built 2026 - present | 500 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Winding Creek
$300ks - $700ks
Winding Creek, Palmyra, PA
New Construction | 55+ age-restricted | Built 2021 - present | 82 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 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
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
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
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
Traditions of America at ...
$400ks - $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 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
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
Four Seasons at Virginia ...
$400ks - $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 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
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
The Crest of Alexandria
$400ks - $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes
Cortland Park
$300ks - $600ks
Cortland Park, Mechanicsburg, PA
New and Resale | 55+ age-restricted | Built 2020 - present | 104 homes
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
5 rating (1 reviews) Crestwood Village
$200ks - $500ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 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.
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 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
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
Sagebrook
$300ks - $400ks
Sagebrook, Dover, PA
New and Resale | 55+ age-restricted | Built 2020 - present | 194 homes
The Atrium at MetroWest
$600ks - $700ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
Tiree Land Condominiums
$200ks - $300ks
Tiree Land Condominiums, Abingdon, MD
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 96 homes
Walden Woods
$500ks - $600ks
Walden Woods, Laurel, MD
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Villages At Woodholme
$400ks - $500ks
The Villages At Woodholme, Baltimore, MD
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes
Liberty Grove
$200ks - $300ks
Liberty Grove, Manassas, VA
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 61 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.
123...4
Gatherings at Lyndwood 6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$400,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210...
Leisure World® of Maryland 15300 PINE ORCHARD DR 85-2H, SILVER SPRI..., Silver Spring, MD 20906
$245,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15300 PINE ORCHARD DR 85-2H, SILVER SPRI...
Carmella 427 CARMELLA DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050
$549,000

3 beds

|

4 baths

|

3,848 sq ft

|

Condo

427 CARMELLA DR, MECHANICSBURG, PA, 1705...
Community: Carmella
Penn National 6342 PENN NATIONAL DR, FAYETTEVILLE, PA,..., Fayetteville, PA 17222
$379,900

3 beds

|

2 baths

|

1,676 sq ft

6342 PENN NATIONAL DR, FAYETTEVILLE, PA,...
Community: Penn National
Traditions of America at Silver Spring 228 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050
$549,900

3 beds

|

3 baths

|

3,230 sq ft

|

Condo

228 LOYAL DR, MECHANICSBURG, PA, 17050
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Village at Freedom Hills 13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$485,000

4 beds

|

2 baths

|

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740
The Woodlands of Urbana 3422 ANGELICA WAY 103, FREDERICK, MD, 21..., Frederick, MD 21704
$430,000

2 beds

|

2 baths

|

1,489 sq ft

|

Condo

3422 ANGELICA WAY 103, FREDERICK, MD, 21...
Amblebrook 85 QUIET CREEK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$500,000

2 beds

|

2 baths

|

2,220 sq ft

85 QUIET CREEK DR, GETTYSBURG, PA, 17325
Community: Amblebrook
Alden Place 1011 PERCY LN, LEBANON, PA, 17042, Lebanon, PA 17042
$330,000

3 beds

|

2 baths

|

1,840 sq ft

1011 PERCY LN, LEBANON, PA, 17042
Community: Alden Place
Arbor Gate 4 ROSEMONT DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067
$244,900

3 beds

|

2 baths

|

1,577 sq ft

4 ROSEMONT DR, MYERSTOWN, PA, 17067
Community: Arbor Gate
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.
Penn National 6357 NINTH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$299,000

3 beds

|

2 baths

|

1,958 sq ft

|

Condo

6357 NINTH VW, FAYETTEVILLE, PA, 17222
Community: Penn National
Four Seasons at Kent Island 719 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$829,990

4 beds

|

3 baths

|

2,791 sq ft

719 WARBLER WAY, CHESTER, MD, 21619
Central Parke at Victoria Falls 13401 BELLE CHASSE BLVD 312, LAUREL, MD,..., Laurel, MD 20707
$399,000

2 beds

|

2 baths

|

1,673 sq ft

|

Condo

13401 BELLE CHASSE BLVD 312, LAUREL, MD,...
Crawfords Ridge 614 CRAWFORDS RIDGE RD, ODENTON, MD, 211..., Odenton, MD 21113
$849,900

5 beds

|

5 baths

|

4,162 sq ft

614 CRAWFORDS RIDGE RD, ODENTON, MD, 211...
Community: Crawfords Ridge
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176
$435,000

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19365 CYPRESS RIDGE TER 510, LEESBURG, V...
Amblebrook 192 HIGHLAND WAY 32, GETTYSBURG, PA, 173..., Gettysburg, PA 17325
$539,990

2 beds

|

3 baths

|

2,036 sq ft

192 HIGHLAND WAY 32, GETTYSBURG, PA, 173...
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Cedar Ridge at Piney Orchard 8604 WANDERING FOX TRL 301, ODENTON, MD,..., Odenton, MD 21113
$364,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8604 WANDERING FOX TRL 301, ODENTON, MD,...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-1020, SILVER SPRI..., Silver Spring, MD 20906
$220,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

15115 INTERLACHEN DR 3-1020, SILVER SPRI...
Traditions of America at Silver Spring 126 CONGRESS DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050
$414,900

2 beds

|

2 baths

|

1,894 sq ft

|

Condo

126 CONGRESS DR, MECHANICSBURG, PA, 1705...
Leisure World® of Maryland 3400 GLENEAGLES DR 73-3H, SILVER SPRING,..., Silver Spring, MD 20906
$95,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

3400 GLENEAGLES DR 73-3H, 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.
Leisure World® of Maryland 3387 S LEISURE WORLD BLVD 91-G, SILVER S..., Silver Spring, MD 20906
$190,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3387 S LEISURE WORLD BLVD 91-G, SILVER S...
Bay Bridge Cove 784 MOORINGS CIR 24, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$659,900

2 beds

|

3 baths

|

2,074 sq ft

784 MOORINGS CIR 24, STEVENSVILLE, MD, 2...
Community: Bay Bridge Cove
Traditions of America at Silver Spring 406 GENERAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050
$434,900

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

406 GENERAL DR, MECHANICSBURG, PA, 17050
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...
Four Seasons at Kent Island 132 KESTREL LN, CHESTER, MD, 21619, Chester, MD 21619
$945,000

4 beds

|

4 baths

|

3,634 sq ft

132 KESTREL LN, CHESTER, MD, 21619
Leisure World® of Maryland 15101 INTERLACHEN DR 1-806, SILVER SPRIN..., Silver Spring, MD 20906
$180,900

2 beds

|

2 baths

|

990 sq ft

|

Condo

15101 INTERLACHEN DR 1-806, SILVER SPRIN...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Woodlands of Urbana 3520 STARLIGHT ST 302, FREDERICK, MD, 21..., Frederick, MD 21704
$419,900

2 beds

|

2 baths

|

1,489 sq ft

|

Condo

3520 STARLIGHT ST 302, FREDERICK, MD, 21...
Cameron Grove 14040 NEW ACADIA LN 105, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$275,000

1 beds

|

1 baths

|

1,013 sq ft

|

Condo

14040 NEW ACADIA LN 105, UPPER MARLBORO,...
Community: Cameron Grove
The Gatherings at Lakeview Community 578 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$374,990

3 beds

|

3 baths

|

1,569 sq ft

|

Condo

578 QUARRY PLACE CT, REISTERSTOWN, 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.
Blue Ridge 2229 CAROLINE LN, HARRISBURG, PA, 17110, Harrisburg, PA 17110
$389,000

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
$382,000

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
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 1115, LEESBURG, ..., Leesburg, VA 20176
$515,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19365 CYPRESS RIDGE TER 1115, LEESBURG, ...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-112, SILVER SPRIN..., Silver Spring, MD 20906
$209,900

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
$799,990

3 beds

|

4 baths

|

3,462 sq ft

2605 BROADLEAF DR, FREDERICK, MD, 21702
Community: Bloomfields 55+
Leisure World® of Maryland 15107 INTERLACHEN DR 2-1022, SILVER SPRI..., Silver Spring, MD 20906
$170,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-1022, SILVER SPRI...
Four Seasons at Kent Island 307 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$899,990

3 beds

|

3 baths

|

2,789 sq ft

307 KINGFISHER LN, CHESTER, MD, 21619
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Four Seasons at Kent Island 121 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$969,990

5 beds

|

5 baths

|

3,225 sq ft

121 KINGLET CT, CHESTER, MD, 21619
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 802, LEESBURG, V..., Leesburg, VA 20176
$490,000

3 beds

|

2 baths

|

1,560 sq ft

|

Condo

19355 CYPRESS RIDGE TER 802, LEESBURG, V...
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.

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