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New Windsor, MD 55+ active adult communities & homes for sale - Page 14

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.
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The Village at Cabin Branch 13210 PETREL ST 3105, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$529,900

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST 3105, CLARKSBURG, MD, 20...
Gatherings at Cabin Branch 13210 PETREL ST 3105, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$529,900

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST 3105, CLARKSBURG, MD, 20...
Heritage Hunt 14025 BREEDERS CUP DR, GAINESVILLE, VA, ..., Gainesville, VA 20155
$699,000

3 beds

|

3 baths

|

2,714 sq ft

14025 BREEDERS CUP DR, GAINESVILLE, VA, ...
Community: Heritage Hunt
Birchwood at Brambleton 23631 HAVELOCK WALK TER 421, ASHBURN, VA..., Ashburn, VA 20148
$540,000

3 beds

|

2 baths

|

1,906 sq ft

|

Condo

23631 HAVELOCK WALK TER 421, ASHBURN, VA...
Four Seasons at Kent Island 266 PEREGRINE DR, CHESTER, MD, 21619, Chester, MD 21619
$707,000

4 beds

|

3 baths

|

2,870 sq ft

266 PEREGRINE DR, CHESTER, MD, 21619
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
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
Leisure World® of Maryland 15011 CANDOVER CT 280-D, SILVER SPRING, ..., Silver Spring, MD 20906
$249,900

2 beds

|

3 baths

|

1,359 sq ft

|

Condo

15011 CANDOVER CT 280-D, SILVER SPRING, ...
Four Seasons at Kent Island 111 MARSHGRASS WAY 22, CHESTER, MD, 2161..., Chester, MD 21619
$529,900

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 112, ANNAPOLIS, MD..., Annapolis, MD 21409
$602,602

2 beds

|

2 baths

|

1,621 sq ft

|

Condo

78 OLD MILL BOTTOM RD 112, ANNAPOLIS, MD...
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
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.
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
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
$735,500

3 beds

|

3 baths

|

2,649 sq ft

18989 CORAL REEF SQ, LEESBURG, VA, 20176
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
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Cameron Grove 14040 NEW ACADIA LN 406, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$319,000

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
$780,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

2960 VADEN DR 2N-602, FAIRFAX, VA, 22031
The Village at Cabin Branch 13516 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871
$535,000

3 beds

|

3 baths

|

1,590 sq ft

13516 GOLDENEYE CIR, CLARKSBURG, MD, 208...
Gatherings at Cabin Branch 13516 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871
$535,000

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.
Four Seasons at Kent Island 110 BOATSWAIN WAY 3032, CHESTER, MD, 216..., Chester, MD 21619
$689,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

110 BOATSWAIN WAY 3032, CHESTER, MD, 216...
Country Manor 95 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$208,900

2 beds

|

2 baths

|

1,544 sq ft

95 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
Heritage Harbour 2568 GLEN CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$485,000

3 beds

|

3 baths

|

1,512 sq ft

|

Condo

2568 GLEN CV, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
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
Eden Brook 2602 CLARION CT 404, ODENTON, MD, 21113, Odenton, MD 21113
$369,900

2 beds

|

2 baths

|

1,603 sq ft

|

Condo

2602 CLARION CT 404, ODENTON, MD, 21113
Community: Eden Brook
Heritage Harbour 940 ASTERN WAY 102A, ANNAPOLIS, MD, 2140..., Annapolis, MD 21401
$318,000

1 beds

|

1 baths

|

1,073 sq ft

|

Condo

940 ASTERN WAY 102A, ANNAPOLIS, MD, 2140...
Community: Heritage Harbour
Birchwood at Brambleton 23630 HAVELOCK WALK TER 305, ASHBURN, VA..., Ashburn, VA 20148
$429,000

2 beds

|

2 baths

|

1,060 sq ft

|

Condo

23630 HAVELOCK WALK TER 305, ASHBURN, VA...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Run 108 ALLWEIN DR, LEBANON, PA, 17042, Lebanon, PA 17042
$423,900

2 beds

|

2 baths

|

1,577 sq ft

108 ALLWEIN DR, LEBANON, PA, 17042
Community: Heritage Run
Rosehill Manor Villas 13354 SNAPDRAGON WAY, HAGERSTOWN, MD, 21..., Hagerstown, MD 21742
$369,990

3 beds

|

2 baths

|

1,466 sq ft

13354 SNAPDRAGON WAY, HAGERSTOWN, MD, 21...
Rosehill Manor Villas 13352 SNAPDRAGON WAY, HAGERSTOWN, MD, 21..., Hagerstown, MD 21742
$387,646

3 beds

|

2 baths

|

1,687 sq ft

13352 SNAPDRAGON WAY, HAGERSTOWN, 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.
Crawfords Ridge 620 CRAWFORDS RIDGE RD, ODENTON, MD, 211..., Odenton, MD 21113
$749,900

4 beds

|

4 baths

|

2,808 sq ft

620 CRAWFORDS RIDGE RD, ODENTON, MD, 211...
Community: Crawfords Ridge
Heritage Hunt 6029 CALUMET CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$700,000

2 beds

|

4 baths

|

3,198 sq ft

6029 CALUMET CT, GAINESVILLE, VA, 20155
Community: Heritage Hunt
Gatherings at Cabin Branch 13230 PETREL ST 2301, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$623,990

2 beds

|

2 baths

|

1,702 sq ft

|

Condo

13230 PETREL ST 2301, CLARKSBURG, MD, 20...
The Village at Cabin Branch 13230 PETREL ST 2301, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$623,990

2 beds

|

2 baths

|

1,702 sq ft

|

Condo

13230 PETREL ST 2301, CLARKSBURG, MD, 20...
The Courtyards at Waverly Woods 2121 JOHN STUART RD E, MARRIOTTSVILLE, M..., Marriottsville, MD 21104
$400,000

2 beds

|

2 baths

|

1,436 sq ft

|

Condo

2121 JOHN STUART RD E, MARRIOTTSVILLE, M...
Element at Mill Creek 76 OLD MILL BOTTOM RD 408, ANNAPOLIS, MD..., Annapolis, MD 21409
$514,160

1 beds

|

2 baths

|

1,076 sq ft

|

Condo

76 OLD MILL BOTTOM RD 408, ANNAPOLIS, MD...
Leisure World® of Maryland 15320 PINE ORCHARD DR 83-C1, SILVER SPRI..., Silver Spring, MD 20906
$215,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15320 PINE ORCHARD DR 83-C1, SILVER SPRI...
Legacy at Fallston Commons 305 TUFTON CIR, FALLSTON, MD, 21047, Fallston, MD 21047
$550,000

3 beds

|

4 baths

|

3,856 sq ft

|

Condo

305 TUFTON CIR, FALLSTON, MD, 21047
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 114, LEESBURG, V..., Leesburg, VA 20176
$385,000

2 beds

|

2 baths

|

1,446 sq ft

|

Condo

19375 CYPRESS RIDGE TER 114, LEESBURG, V...
Tanyard Shores 900 SANKOFA RD, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$569,900

4 beds

|

4 baths

|

3,556 sq ft

900 SANKOFA RD, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
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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This application does not include information on all of the properties available for sale at this time.

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