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

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
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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
Walden Woods 9739 KNOWLEDGE DR, LAUREL, MD, 20723, Laurel, MD 20723
$665,000

3 beds

|

4 baths

|

2,932 sq ft

9739 KNOWLEDGE DR, LAUREL, MD, 20723
Community: Walden Woods
Leisure World® of Maryland 3160 ADDERLEY CT 242-A, SILVER SPRING, M..., Silver Spring, MD 20906
$139,900

1 beds

|

1 baths

|

666 sq ft

|

Condo

3160 ADDERLEY CT 242-A, SILVER SPRING, M...
Leisure World® of Maryland 2901 S LEISURE WORLD BLVD 226, SILVER SP..., Silver Spring, MD 20906
$535,000

3 beds

|

3 baths

|

1,989 sq ft

|

Condo

2901 S LEISURE WORLD BLVD 226, SILVER SP...
Bay Bridge Cove 352 TOPSIDE DR 229, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$694,500

3 beds

|

3 baths

|

2,591 sq ft

|

Condo

352 TOPSIDE DR 229, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Amblebrook 89 ELDERBERRY WAY ELDERBERRY WAY, GETTYS..., Gettysburg, PA 17325
$399,990

3 beds

|

2 baths

|

1,736 sq ft

89 ELDERBERRY WAY ELDERBERRY WAY, GETTYS...
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 3254 GLENEAGLES DR 104-D, SILVER SPRING,..., Silver Spring, MD 20906
$220,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

3254 GLENEAGLES DR 104-D, SILVER SPRING,...
Cortland Park 736 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055
$449,850

2 beds

|

2 baths

|

1,705 sq ft

736 AURORA DR, MECHANICSBURG, PA, 17055
Community: Cortland Park
Heritage Harbour 847 MISSION VALLEY LN, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$600,000

2 beds

|

2 baths

|

1,672 sq ft

847 MISSION VALLEY LN, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Gatherings at Lyndwood 6155 SHADYWOOD RD 401, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$378,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

6155 SHADYWOOD RD 401, ELKRIDGE, MD, 210...
Blue Ridge 4003 ALLYSON RD, HARRISBURG, PA, 17110, Harrisburg, PA 17110
$539,000

4 beds

|

3 baths

|

2,460 sq ft

4003 ALLYSON RD, HARRISBURG, PA, 17110
Community: Blue Ridge
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.
Amblebrook 374 LIVELY STREAM WAY, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$759,900

2 beds

|

3 baths

|

3,024 sq ft

374 LIVELY STREAM WAY, GETTYSBURG, PA, 1...
Community: Amblebrook
Colonial Charles 3158 HEARTLEAF LN, WALDORF, MD, 20603, Waldorf, MD 20603
$499,990

3 beds

|

3 baths

|

3,237 sq ft

3158 HEARTLEAF LN, WALDORF, MD, 20603
Community: Colonial Charles
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 314, LEESBURG, V..., Leesburg, VA 20176
$334,990

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19355 CYPRESS RIDGE TER 314, LEESBURG, V...
Briar Lake 852 WALNUT CREST DR, LEBANON, PA, 17046, Lebanon, PA 17046
$369,900

4 beds

|

2 baths

|

1,712 sq ft

852 WALNUT CREST DR, LEBANON, PA, 17046
Community: Briar Lake
The Woodlands of Urbana 3411 ANGELICA WAY 401, FREDERICK, MD, 21..., Frederick, MD 21704
$525,000

2 beds

|

2 baths

|

1,785 sq ft

|

Condo

3411 ANGELICA WAY 401, FREDERICK, MD, 21...
Tanyard Shores 7410 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$518,390

3 beds

|

4 baths

|

2,160 sq ft

7410 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Spring Valley Estates 11755 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268
$334,900

2 beds

|

2 baths

|

1,571 sq ft

11755 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Leisure World® of Maryland 3261 S LEISURE WORLD BLVD 108-F, SILVER ..., Silver Spring, MD 20906
$220,000

2 beds

|

3 baths

|

1,445 sq ft

|

Condo

3261 S LEISURE WORLD BLVD 108-F, SILVER ...
Leisure World® of Maryland 3526 FISKE TER 115-B, SILVER SPRING, MD,..., Silver Spring, MD 20906
$324,900

2 beds

|

1 baths

|

850 sq ft

|

Condo

3526 FISKE TER 115-B, SILVER SPRING, MD,...
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 1001, SILVER S..., Silver Spring, MD 20906
$413,900

3 beds

|

2 baths

|

1,544 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 1001, SILVER S...
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.
Wynfield at Annville 109 BELLFLOWER AVE, ANNVILLE, PA, 17003, Annville, PA 17003
$540,000

2 beds

|

2 baths

|

1,872 sq ft

109 BELLFLOWER AVE, ANNVILLE, PA, 17003
Heritage Harbour 2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$570,000

2 beds

|

2 baths

|

1,661 sq ft

2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Heritage Hunt 13001 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155
$850,000

4 beds

|

3 baths

|

4,074 sq ft

13001 TRIPLE CROWN LOOP, GAINESVILLE, VA...
Community: Heritage Hunt
Birchwood at Brambleton 42729 AUTUMN DAY TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$1,025,000

3 beds

|

3 baths

|

2,802 sq ft

42729 AUTUMN DAY TER, ASHBURN, VA, 20148
Element at Mill Creek 78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD..., Annapolis, MD 21409
$699,999

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD...
Rosehill Manor Villas 19642 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$399,900

3 beds

|

2 baths

|

1,712 sq ft

19642 LAVENDER LN, HAGERSTOWN, MD, 21742
Suffield Meadows 6704 HOLLY FARM LN 112, WARRENTON, VA, 2..., Warrenton, VA 20187
$430,000

2 beds

|

2 baths

|

1,754 sq ft

|

Condo

6704 HOLLY FARM LN 112, WARRENTON, VA, 2...
Community: Suffield Meadows
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Central Parke at Victoria Falls 13401 BELLE CHASSE BLVD 112, LAUREL, MD,..., Laurel, MD 20707
$394,900

2 beds

|

2 baths

|

1,553 sq ft

|

Condo

13401 BELLE CHASSE BLVD 112, LAUREL, MD,...
River Ridge 1842 FAVERSHAM WAY, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192
$679,000

3 beds

|

3 baths

|

2,932 sq ft

1842 FAVERSHAM WAY, WOODBRIDGE, VA, 2219...
Community: River Ridge
Village Crest 8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043
$715,000

4 beds

|

4 baths

|

4,072 sq ft

|

Condo

8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21...
Community: Village Crest
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.
Spring Hill 8873 WHITE ORCHID PL, LORTON, VA, 22079, Lorton, VA 22079
$875,000

3 beds

|

3 baths

|

2,342 sq ft

8873 WHITE ORCHID PL, LORTON, VA, 22079
Community: Spring Hill
Heritage Harbour 2900 SHIPMASTER WAY 120, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$345,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

2900 SHIPMASTER WAY 120, ANNAPOLIS, MD, ...
Community: Heritage Harbour
The Village at Cabin Branch 13240 PETREL ST 5106, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...
Gatherings at Cabin Branch 13240 PETREL ST 5106, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-303, SILVER SPRIN..., Silver Spring, MD 20906
$167,500

1 beds

|

1 baths

|

862 sq ft

|

Condo

15107 INTERLACHEN DR 2-303, SILVER SPRIN...
Heritage Harbour 2607 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$550,000

2 beds

|

3 baths

|

1,906 sq ft

2607 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
The Gatherings at Lakeview Community 588 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$499,990

3 beds

|

3 baths

|

2,475 sq ft

|

Condo

588 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
Patapsco Overlook 11 CLAY LODGE LN 403, CATONSVILLE, MD, 2..., Catonsville, MD 21228
$435,000

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

11 CLAY LODGE LN 403, CATONSVILLE, MD, 2...
Community: Patapsco Overlook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Regency at Ashburn 44605 YORK CREST TER 300, ASHBURN, VA, 2..., Ashburn, VA 20147
$615,000

3 beds

|

2 baths

|

1,825 sq ft

|

Condo

44605 YORK CREST TER 300, ASHBURN, VA, 2...
Community: Regency at Ashburn
Village Crest 4116 LOTUS CIR 8, ELLICOTT CITY, MD, 210..., Ellicott City, MD 21043
$649,900

3 beds

|

4 baths

|

3,710 sq ft

|

Condo

4116 LOTUS CIR 8, ELLICOTT CITY, MD, 210...
Community: Village Crest
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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