not an image

Call us at (443) 647-4690 to learn more about active adult communities in New Windsor

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

655 homes near New Windsor

Sort by:

Relevance

Relevance

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
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 318, SILVER SP..., Silver Spring, MD 20906
$250,000

2 beds

|

2 baths

|

1,085 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 318, SILVER SP...
Legacy at Fallston Commons 331 TUFTON CIR 102, FALLSTON, MD, 21047, Fallston, MD 21047
$519,000

3 beds

|

4 baths

|

3,344 sq ft

|

Condo

331 TUFTON CIR 102, FALLSTON, MD, 21047
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 306, LEESBURG, V..., Leesburg, VA 20176
$365,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

19365 CYPRESS RIDGE TER 306, LEESBURG, V...
Leisure World® of Maryland 15210 ELKRIDGE WAY 91-2E, SILVER SPRING,..., Silver Spring, MD 20906
$275,000

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15210 ELKRIDGE WAY 91-2E, SILVER SPRING,...
Cherry Tree 636 CYPRESS DR 39, HANOVER, PA, 17331, Hanover, PA 17331
$359,900

3 beds

|

2 baths

|

1,568 sq ft

636 CYPRESS DR 39, HANOVER, PA, 17331
Community: Cherry Tree
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 3320 GLENEAGLES DR 68-2A, SILVER SPRING,..., Silver Spring, MD 20906
$125,000

1 beds

|

1 baths

|

990 sq ft

|

Condo

3320 GLENEAGLES DR 68-2A, SILVER SPRING,...
Amblebrook 53 LIVELY STREAM WAY, GETTYSBURG, PA, 17..., Gettysburg, PA 17325
$489,900

2 beds

|

2 baths

|

2,002 sq ft

53 LIVELY STREAM WAY, GETTYSBURG, PA, 17...
Community: Amblebrook
Leisure World® of Maryland 14550 KELMSCOT DR 186-A, SILVER SPRING, ..., Silver Spring, MD 20906
$449,000

3 beds

|

2 baths

|

1,633 sq ft

|

Condo

14550 KELMSCOT DR 186-A, SILVER SPRING, ...
The Flats at Northside 1121 FORTUNE TER 7, POTOMAC, MD, 20854, Potomac, MD 20854
$624,990

1 beds

|

1 baths

|

1,177 sq ft

|

Condo

1121 FORTUNE TER 7, POTOMAC, MD, 20854
The Flats at Northside 1121 FORTUNE TER 6, POTOMAC, MD, 20854, Potomac, MD 20854
$874,990

2 beds

|

2 baths

|

1,566 sq ft

|

Condo

1121 FORTUNE TER 6, POTOMAC, MD, 20854
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.
Regency at Dominion Valley 15471 CHAMPIONSHIP DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$985,000

3 beds

|

3 baths

|

3,160 sq ft

15471 CHAMPIONSHIP DR, HAYMARKET, VA, 20...
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 903, SILVER SP..., Silver Spring, MD 20906
$365,000

2 beds

|

2 baths

|

1,495 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 903, SILVER SP...
The Flats at Northside 1121 FORTUNE TER 5, POTOMAC, MD, 20854, Potomac, MD 20854
$799,990

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

1121 FORTUNE TER 5, POTOMAC, MD, 20854
The Flats at Northside 1121 FORTUNE TER 3, POTOMAC, MD, 20854, Potomac, MD 20854
$749,990

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

1121 FORTUNE TER 3, POTOMAC, MD, 20854
The Flats at Northside 1121 FORTUNE TER 2, POTOMAC, MD, 20854, Potomac, MD 20854
$884,990

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

1121 FORTUNE TER 2, POTOMAC, MD, 20854
Four Seasons at Kent Island 711 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$789,990

4 beds

|

3 baths

|

2,791 sq ft

711 WARBLER WAY, CHESTER, MD, 21619
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
The Flats at Northside 1121 FORTUNE TER 1, POTOMAC, MD, 20854, Potomac, MD 20854
$849,990

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

1121 FORTUNE TER 1, POTOMAC, MD, 20854
The Flats at Northside 1135 POLARIS RD NOTTINGHAM 101, POTOMAC,..., Potomac, MD 20854
$1,749,900

3 beds

|

5 baths

|

3,470 sq ft

1135 POLARIS RD NOTTINGHAM 101, POTOMAC,...
Heritage Harbour 2627 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$477,900

2 beds

|

2 baths

|

1,234 sq ft

2627 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Leisure World® of Maryland 3424 GLENEAGLES DR 77-C, SILVER SPRING, ..., Silver Spring, MD 20906
$225,000

2 beds

|

2 baths

|

1,513 sq ft

|

Condo

3424 GLENEAGLES DR 77-C, 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.
The Crest of Alexandria 6107 FAIRVIEW FARM DR 210, ALEXANDRIA, V..., Alexandria, VA 22315
$232,859

2 beds

|

2 baths

|

1,187 sq ft

|

Condo

6107 FAIRVIEW FARM DR 210, ALEXANDRIA, V...
Gatherings at Potomac Station 700 MOUNT AIRY TER 301, LEESBURG, VA, 20..., Leesburg, VA 20176
$609,000

2 beds

|

2 baths

|

1,809 sq ft

|

Condo

700 MOUNT AIRY TER 301, LEESBURG, VA, 20...
Overlook at MacPhail Woods 900 MACPHAIL WOODS XING 3A, BEL AIR, MD,..., Bel Air, MD 21015
$345,000

2 beds

|

2 baths

|

1,236 sq ft

|

Condo

900 MACPHAIL WOODS XING 3A, BEL AIR, MD,...
Cortland Park 800 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055
$464,900

2 beds

|

3 baths

|

2,087 sq ft

|

Condo

800 AURORA DR, MECHANICSBURG, PA, 17055
Community: Cortland Park
The Woodlands of Urbana 2913 HERB GARDEN DR, FREDERICK, MD, 2170..., Frederick, MD 21704
$870,000

3 beds

|

3 baths

|

2,712 sq ft

2913 HERB GARDEN DR, FREDERICK, MD, 2170...
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 907, LEESBURG, V..., Leesburg, VA 20176
$585,000

3 beds

|

3 baths

|

1,720 sq ft

|

Condo

19365 CYPRESS RIDGE TER 907, LEESBURG, V...
Penn National 6338 PENN NATIONAL DR, FAYETTEVILLE, PA,..., Fayetteville, PA 17222
$379,900

3 beds

|

2 baths

|

1,676 sq ft

6338 PENN NATIONAL DR, FAYETTEVILLE, PA,...
Community: Penn National
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 88-2H, SILVER SPRIN..., Silver Spring, MD 20906
$223,950

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15300 BEAVERBROOK CT 88-2H, SILVER SPRIN...
Amblebrook 93 ELDERBERRY WAY ELDERBERRY WAY 93, GET..., Gettysburg, PA 17325
$349,990

3 beds

|

2 baths

|

1,402 sq ft

93 ELDERBERRY WAY ELDERBERRY WAY 93, GET...
Community: Amblebrook
Leisure World® of Maryland 15320 PINE ORCHARD DR 83-2J, SILVER SPRI..., Silver Spring, MD 20906
$199,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15320 PINE ORCHARD DR 83-2J, SILVER SPRI...
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 6188 GREENBRIAR LN, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$394,900

4 beds

|

3 baths

|

2,292 sq ft

6188 GREENBRIAR LN, FAYETTEVILLE, PA, 17...
Community: Penn National
Patapsco Overlook 17 CLAY LDG 404, CATONSVILLE, MD, 21228, Catonsville, MD 21228
$450,000

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

17 CLAY LDG 404, CATONSVILLE, MD, 21228
Community: Patapsco Overlook
Central Parke at Victoria Falls 13501 BELLE CHASSE BLVD 215, LAUREL, MD,..., Laurel, MD 20707
$375,000

2 beds

|

2 baths

|

1,919 sq ft

|

Condo

13501 BELLE CHASSE BLVD 215, LAUREL, MD,...
Penn National 6740 ST ANNES DR, FAYETTEVILLE, PA, 1722..., Fayetteville, PA 17222
$749,000

4 beds

|

4 baths

|

4,840 sq ft

6740 ST ANNES DR, FAYETTEVILLE, PA, 1722...
Community: Penn National
Rosehill Manor Villas 19704 OLEANDER CT, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$459,990

3 beds

|

3 baths

|

1,895 sq ft

19704 OLEANDER CT, HAGERSTOWN, MD, 21742
Two Rivers 1524 SPIKERUSH DR, ODENTON, MD, 21113, Odenton, MD 21113
$824,900

4 beds

|

4 baths

|

4,040 sq ft

1524 SPIKERUSH DR, ODENTON, MD, 21113
Community: Two Rivers
Heritage Harbour 940 ASTERN WAY 304, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$454,900

2 beds

|

2 baths

|

1,272 sq ft

|

Condo

940 ASTERN WAY 304, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Two Rivers 1536 CATBRIAR WAY, ODENTON, MD, 21113, Odenton, MD 21113
$825,000

3 beds

|

3 baths

|

3,392 sq ft

1536 CATBRIAR 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
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 103, LEESBURG, V..., Leesburg, VA 20176
$374,999

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19355 CYPRESS RIDGE TER 103, LEESBURG, V...
Heritage Harbour 907 BEACON WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$465,000

2 beds

|

2 baths

|

1,234 sq ft

907 BEACON WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
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.

Frequently Asked Questions


Want more information about active adult communities around New Windsor?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in New Windsor?

Call us: (443) 647-4690
655 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 28, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top