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

608 homes near New Windsor

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2.3 rating (3 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
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
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 Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
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
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
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Traditions of America at ...
$400ks - $600ks
Traditions of America at ..., Mechanicsburg, PA
Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes
5 rating (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 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
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
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
5 rating (1 reviews) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 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.
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
5 rating (1 reviews) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
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
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Gerst Farm
$500ks - $700ks
Gerst Farm, Perry Hall, MD
New Construction | 55+ age-restricted | Built 2026 - present | 202 homes
5 rating (1 reviews) Alden Place
$300ks - $600ks
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.
Montebello
$500ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
3 rating (2 reviews) Dunbarton
$300ks - $500ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Cromwell 55+
$300ks - $900ks
Cromwell 55+, Ijamsville, MD
New Construction | 55+ age-restricted | Built 2024 - present | 488 homes
Four Seasons at Virginia ...
$400ks - $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
Briar Lake
$300ks - $400ks
Briar Lake, Lebanon, PA
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 113 homes
Carroll's Creek
$300ks
Carroll's Creek, Gambrills, MD
Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes
Cadence at Lansdowne
$600ks
Cadence at Lansdowne, Lansdowne, VA
Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes
Sagebrook
$300ks - $400ks
Sagebrook, Dover, PA
New and Resale | 55+ age-restricted | Built 2020 - present | 194 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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Regency at Dominion Valley 5245 ARMOUR CT, HAYMARKET, VA, 20169, Haymarket, VA 20169
$735,000

2 beds

|

3 baths

|

2,782 sq ft

5245 ARMOUR CT, HAYMARKET, VA, 20169
Gatherings at Cabin Branch 13439 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871
$740,000

4 beds

|

4 baths

|

4,162 sq ft

13439 PETREL ST, CLARKSBURG, MD, 20871
The Village at Cabin Branch 13439 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871
$740,000

4 beds

|

4 baths

|

4,162 sq ft

13439 PETREL ST, CLARKSBURG, MD, 20871
Regency at Ashburn 20851 SABER JET PL, ASHBURN, VA, 20147, Ashburn, VA 20147
$1,015,000

3 beds

|

3 baths

|

2,493 sq ft

20851 SABER JET PL, ASHBURN, VA, 20147
Community: Regency at Ashburn
Two Rivers 3108 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113
$550,000

2 beds

|

2 baths

|

1,614 sq ft

3108 WOODCHUCK WAY, ODENTON, MD, 21113
Community: Two Rivers
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Tanyard Shores 828 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$499,000

3 beds

|

3 baths

|

2,008 sq ft

828 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Signature Club at Greenview 10562 EDWARDIAN LN 125, NEW MARKET, MD, ..., New Market, MD 21774
$630,000

4 beds

|

4 baths

|

3,549 sq ft

|

Condo

10562 EDWARDIAN LN 125, NEW MARKET, MD, ...
Briar Lake 858 WATER EDGE CT, LEBANON, PA, 17046, Lebanon, PA 17046
$400,000

3 beds

|

2 baths

|

1,700 sq ft

858 WATER EDGE CT, LEBANON, PA, 17046
Community: Briar Lake
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176
$439,900

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19385 CYPRESS RIDGE TER 903, LEESBURG, V...
Belmont Bay 641 BOWFIN DR, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191
$850,000

3 beds

|

4 baths

|

2,841 sq ft

641 BOWFIN DR, WOODBRIDGE, VA, 22191
Community: Belmont Bay
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 3310 N LEISURE WORLD BLVD 1011-6, SILVER..., Silver Spring, MD 20906
$250,000

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 1011-6, SILVER...
Heritage Harbour 708 SYDNEY TER, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$738,000

3 beds

|

3 baths

|

2,836 sq ft

708 SYDNEY TER, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Traditions of America at Silver Spring 221 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050
$584,900

3 beds

|

2 baths

|

2,369 sq ft

|

Condo

221 LOYAL DR, MECHANICSBURG, PA, 17050
The Villages At Woodholme 4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD..., Pikesville, MD 21208
$525,000

3 beds

|

4 baths

|

3,594 sq ft

|

Condo

4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD...
Bethany Glen 9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042
$829,940

4 beds

|

5 baths

|

3,775 sq ft

9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21...
Community: Bethany Glen
Central Parke at Victoria Falls 7409 NEAR THICKET WAY, LAUREL, MD, 20707, Laurel, MD 20707
$650,000

4 beds

|

3 baths

|

2,163 sq ft

7409 NEAR THICKET WAY, LAUREL, MD, 20707
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Regency at Ashburn 44589 YORK CREST TER 405, ASHBURN, VA, 2..., Ashburn, VA 20147
$500,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

44589 YORK CREST TER 405, ASHBURN, VA, 2...
Community: Regency at Ashburn
The Village at Cabin Branch 22325 CABIN BRANCH AVE, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$709,000

3 beds

|

4 baths

|

2,538 sq ft

22325 CABIN BRANCH AVE, CLARKSBURG, MD, ...
Winding Creek 532 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003
$504,500

2 beds

|

2 baths

|

1,714 sq ft

532 STONE GATE BLVD, ANNVILLE, PA, 17003
Community: Winding Creek
Winding Creek 536 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003
$549,900

3 beds

|

3 baths

|

2,364 sq ft

536 STONE GATE BLVD, ANNVILLE, PA, 17003
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.
Eden Brook 1011 SAMANTHA LN 302, ODENTON, MD, 21113, Odenton, MD 21113
$335,000

2 beds

|

2 baths

|

1,609 sq ft

|

Condo

1011 SAMANTHA LN 302, ODENTON, MD, 21113
Community: Eden Brook
The Crest of Alexandria 6101 FAIRVIEW FARM DR 309, ALEXANDRIA, V..., Alexandria, VA 22315
$675,000

2 beds

|

2 baths

|

1,658 sq ft

|

Condo

6101 FAIRVIEW FARM DR 309, ALEXANDRIA, V...
Traditions of America at Silver Spring 312 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050
$608,700

3 beds

|

3 baths

|

2,658 sq ft

|

Condo

312 FOUNDERS WAY, MECHANICSBURG, PA, 170...
Village Crest 8245 STONE CROP DR B, ELLICOTT CITY, MD,..., Ellicott City, MD 21043
$379,900

2 beds

|

2 baths

|

1,574 sq ft

|

Condo

8245 STONE CROP DR B, ELLICOTT CITY, MD,...
Community: Village Crest
Leisure World® of Maryland 14805 PENNFIELD CIR 304, SILVER SPRING, ..., Silver Spring, MD 20906
$347,000

2 beds

|

2 baths

|

1,518 sq ft

|

Condo

14805 PENNFIELD CIR 304, SILVER SPRING, ...
Regency at Dominion Valley 5217 ADDLERFIELD WAY, HAYMARKET, VA, 201..., Haymarket, VA 20169
$775,000

3 beds

|

3 baths

|

3,315 sq ft

5217 ADDLERFIELD WAY, HAYMARKET, VA, 201...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-924, SILVER SPRIN..., Silver Spring, MD 20906
$240,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-924, SILVER SPRIN...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Penn National 6099 HOT SPRINGS CT, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222
$440,000

3 beds

|

3 baths

|

2,213 sq ft

6099 HOT SPRINGS CT, FAYETTEVILLE, PA, 1...
Community: Penn National
Penn National 7688 THRUSH LN, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$399,900

2 beds

|

2 baths

|

1,408 sq ft

7688 THRUSH LN, FAYETTEVILLE, PA, 17222
Community: Penn National
The Paddock at Equine Meadows 145 PALOMINO WAY 221, RED LION, PA, 1735..., Red Lion, PA 17356
$379,000

3 beds

|

3 baths

|

2,530 sq ft

|

Condo

145 PALOMINO WAY 221, RED LION, PA, 1735...
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 3100 N LEISURE WORLD BLVD 320, SILVER SP..., Silver Spring, MD 20906
$374,900

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 320, SILVER SP...
Amblebrook 6 GRAND OVERLOOK DR, GETTYSBURG, PA, 173..., Gettysburg, PA 17325
$394,900

3 beds

|

2 baths

|

1,736 sq ft

6 GRAND OVERLOOK DR, GETTYSBURG, PA, 173...
Community: Amblebrook
Traditions of America at Lititz 1063 PRESIDENTS DR, LITITZ, PA, 17543, Lititz, PA 17543
$625,000

3 beds

|

3 baths

|

2,776 sq ft

1063 PRESIDENTS DR, LITITZ, PA, 17543
Cameron Grove 14040 NEW ACADIA LN 406, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$319,900

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

14040 NEW ACADIA LN 406, UPPER MARLBORO,...
Community: Cameron Grove
Snowden Overlook 8820 SHINING OCEANS WAY 105, COLUMBIA, M..., Columbia, MD 21045
$459,900

3 beds

|

2 baths

|

1,787 sq ft

|

Condo

8820 SHINING OCEANS WAY 105, COLUMBIA, M...
Community: Snowden Overlook
Traditions of America at Silver Spring 145 JAMES MADISON DR 237, MECHANICSBURG,..., Mechanicsburg, PA 17050
$500,000

3 beds

|

3 baths

|

2,564 sq ft

|

Condo

145 JAMES MADISON DR 237, MECHANICSBURG,...
Fairway Overlook 5936 DEBORAH JEAN DR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075
$919,990

4 beds

|

3 baths

5936 DEBORAH JEAN DR, ELKRIDGE, MD, 2107...
Community: Fairway Overlook
Amblebrook 105 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$403,990

3 beds

|

2 baths

|

1,813 sq ft

105 ELDERBERRY WAY, GETTYSBURG, PA, 1732...
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Amblebrook 97 ELDERBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$396,990

3 beds

|

2 baths

|

1,736 sq ft

97 ELDERBERRY WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Potomac Green 44397 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147
$685,000

3 beds

|

3 baths

|

2,118 sq ft

44397 OAKMONT MANOR SQ, ASHBURN, VA, 201...
Community: Potomac Green
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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