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New Windsor, MD 55+ active adult communities & homes for sale - Page 7

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
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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
Two Rivers 2857 DRAGON FLY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$850,000

4 beds

|

4 baths

|

4,300 sq ft

2857 DRAGON FLY WAY, ODENTON, MD, 21113
Community: Two Rivers
Tanyard Shores 809 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$579,000

3 beds

|

5 baths

|

2,772 sq ft

809 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Legacy at Cherry Tree 8380 ICE CRYSTAL DR N, LAUREL, MD, 20723, Laurel, MD 20723
$375,000

2 beds

|

2 baths

|

1,351 sq ft

|

Condo

8380 ICE CRYSTAL DR N, LAUREL, MD, 20723
Gatherings at Lyndwood 7305 BROOKVIEW RD 308, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$394,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

7305 BROOKVIEW RD 308, ELKRIDGE, MD, 210...
Leisure World® of Maryland 3620 TARKINGTON LN 55-A, SILVER SPRING, ..., Silver Spring, MD 20906
$468,500

3 beds

|

2 baths

|

1,266 sq ft

|

Condo

3620 TARKINGTON LN 55-A, SILVER SPRING, ...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 15101 INTERLACHEN DR 1-416, SILVER SPRIN..., Silver Spring, MD 20906
$175,000

1 beds

|

1 baths

|

860 sq ft

|

Condo

15101 INTERLACHEN DR 1-416, SILVER SPRIN...
Snowden Overlook 8736 ENDLESS OCEAN WAY 24, COLUMBIA, MD,..., Columbia, MD 21045
$675,000

3 beds

|

4 baths

|

3,480 sq ft

|

Condo

8736 ENDLESS OCEAN WAY 24, COLUMBIA, MD,...
Community: Snowden Overlook
The Woodlands of Urbana 2821 CAMOMILE DR, FREDERICK, MD, 21704, Frederick, MD 21704
$925,000

3 beds

|

3 baths

|

2,762 sq ft

2821 CAMOMILE DR, FREDERICK, MD, 21704
Heritage Run 1001 ALLWEIN DR, LEBANON, PA, 17042, Lebanon, PA 17042
$344,900

2 beds

|

2 baths

|

1,300 sq ft

1001 ALLWEIN DR, LEBANON, PA, 17042
Community: Heritage Run
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.
Heritage Run 1000 ALLWEIN DR, LEBANON, PA, 17042, Lebanon, PA 17042
$289,900

2 beds

|

2 baths

|

1,035 sq ft

1000 ALLWEIN DR, LEBANON, PA, 17042
Community: Heritage Run
The Retreat at Poland Hill 25635 NOT FORGOTTEN TER, CHANTILLY, VA, ..., Chantilly, VA 20152
$775,000

3 beds

|

3 baths

|

2,442 sq ft

25635 NOT FORGOTTEN TER, CHANTILLY, VA, ...
Birchwood at Brambleton 42881 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148
$589,000

3 beds

|

3 baths

|

2,580 sq ft

|

Condo

42881 LITTLEHALES TER, ASHBURN, VA, 2014...
Cedar Ridge at Piney Orchard 8615 WANDERING FOX TRL 105, ODENTON, MD,..., Odenton, MD 21113
$385,000

2 beds

|

2 baths

|

1,500 sq ft

8615 WANDERING FOX TRL 105, ODENTON, MD,...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 15300 BEAVERBROOK CT 88-2K, SILVER SPRIN..., Silver Spring, MD 20906
$269,000

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15300 BEAVERBROOK CT 88-2K, SILVER SPRIN...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3044, CHESTER, MD, 216..., Chester, MD 21619
$989,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

110 BOATSWAIN WAY 3044, CHESTER, MD, 216...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3041, CHESTER, MD, 216..., Chester, MD 21619
$949,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

110 BOATSWAIN WAY 3041, CHESTER, MD, 216...
Four Seasons at Kent Island 110 BOATSWAIN WAY 3042, CHESTER, MD, 216..., Chester, MD 21619
$799,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

110 BOATSWAIN WAY 3042, CHESTER, MD, 216...
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.
Traditions of America at Lititz 1032 PRESIDENTS DR, LITITZ, PA, 17543, Lititz, PA 17543
$539,900

2 beds

|

3 baths

|

1,919 sq ft

|

Condo

1032 PRESIDENTS DR, LITITZ, PA, 17543
Village Grande at Millers Run 1805 CONEWAGO LN, LANCASTER, PA, 17601, Lancaster, PA 17601
$550,000

3 beds

|

4 baths

|

4,018 sq ft

1805 CONEWAGO LN, LANCASTER, PA, 17601
Bethany Glen 9977 BAKER LN, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042
$759,990

3 beds

|

3 baths

|

2,296 sq ft

9977 BAKER LN, ELLICOTT CITY, MD, 21042
Community: Bethany Glen
Gatherings at Forest Glen 8609 WINTERGREEN CT 208, ODENTON, MD, 21..., Odenton, MD 21113
$374,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8609 WINTERGREEN CT 208, ODENTON, MD, 21...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 3520 FISKE TER 151-B, SILVER SPRING, MD,..., Silver Spring, MD 20906
$459,000

3 beds

|

2 baths

|

1,193 sq ft

|

Condo

3520 FISKE TER 151-B, SILVER SPRING, MD,...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 519, SILVER SP..., Silver Spring, MD 20906
$265,000

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 519, SILVER SP...
HiddenBrooke 7871 ROLLING WOODS CT 1104, SPRINGFIELD,..., Springfield, VA 22152
$585,000

2 beds

|

2 baths

|

1,676 sq ft

|

Condo

7871 ROLLING WOODS CT 1104, SPRINGFIELD,...
Community: HiddenBrooke
Cedar Ridge at Piney Orchard 8621 FLUTTERING LEAF TRL 305, ODENTON, M..., Odenton, MD 21113
$350,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8621 FLUTTERING LEAF TRL 305, ODENTON, M...
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.
Heritage Hunt 6116 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$764,000

4 beds

|

3 baths

|

2,806 sq ft

6116 PINEY GROVE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Cameron Grove 308 DUNNVILLE PL, UPPER MARLBORO, MD, 20..., Upper Marlboro, MD 20774
$449,900

2 beds

|

2 baths

|

1,849 sq ft

308 DUNNVILLE PL, UPPER MARLBORO, MD, 20...
Community: Cameron Grove
Leisure World® of Maryland 15032 WESTHOLM CT 268-D, SILVER SPRING, ..., Silver Spring, MD 20906
$335,000

3 beds

|

2 baths

|

1,194 sq ft

|

Condo

15032 WESTHOLM CT 268-D, SILVER SPRING, ...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 1122, LEESBURG, ..., Leesburg, VA 20176
$375,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19355 CYPRESS RIDGE TER 1122, LEESBURG, ...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-801, SILVER SPRIN..., Silver Spring, MD 20906
$349,900

3 beds

|

3 baths

|

1,593 sq ft

|

Condo

15107 INTERLACHEN DR 2-801, SILVER SPRIN...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Albert Courts 5 SPANGLER CT, THURMONT, MD, 21788, Thurmont, MD 21788
$329,900

3 beds

|

3 baths

|

1,720 sq ft

5 SPANGLER CT, THURMONT, MD, 21788
Community: Albert Courts
Penn National 7107 FAIRWAY DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$488,750

4 beds

|

4 baths

|

3,043 sq ft

7107 FAIRWAY DR, FAYETTEVILLE, PA, 17222
Community: Penn National
The Woodlands of Urbana 3264 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704
$567,000

3 beds

|

3 baths

|

1,817 sq ft

3264 STARLIGHT ST, FREDERICK, MD, 21704
Leisure World® of Maryland 15107 INTERLACHEN DR 2-716, SILVER SPRIN..., Silver Spring, MD 20906
$169,900

1 beds

|

1 baths

|

860 sq ft

|

Condo

15107 INTERLACHEN DR 2-716, SILVER SPRIN...
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 15115 INTERLACHEN DR 3-621, SILVER SPRIN..., Silver Spring, MD 20906
$386,000

3 beds

|

3 baths

|

1,530 sq ft

|

Condo

15115 INTERLACHEN DR 3-621, SILVER SPRIN...
Cameron Grove 13310 NEW ACADIA LN 206, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$285,000

2 beds

|

2 baths

|

1,287 sq ft

|

Condo

13310 NEW ACADIA LN 206, UPPER MARLBORO,...
Community: Cameron Grove
Legacy at Gateway 259 BECKENHAM CIR 404, BEL AIR, MD, 2101..., Bel Air, MD 21014
$399,000

2 beds

|

2 baths

|

1,750 sq ft

|

Condo

259 BECKENHAM CIR 404, BEL AIR, MD, 2101...
Community: Legacy at Gateway
Gatherings at Wellington 9204 CHARLESTON DR 206, MANASSAS, VA, 20..., Manassas, VA 20110
$399,900

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

9204 CHARLESTON DR 206, MANASSAS, VA, 20...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Harbour 926 PERRY LANDING CT, ANNAPOLIS, MD, 214..., Annapolis, MD 21401
$445,000

2 beds

|

3 baths

|

2,106 sq ft

926 PERRY LANDING CT, ANNAPOLIS, MD, 214...
Community: Heritage Harbour
The Flats at Northside 1121 FORTUNE TER 310, POTOMAC, MD, 20854, Potomac, MD 20854
$918,209

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

1121 FORTUNE TER 310, POTOMAC, MD, 20854

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