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 3

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
Emerald Hills 1603 MARTHA CT 101, BEL AIR, MD, 21015, Bel Air, MD 21015
$275,000

3 beds

|

2 baths

|

1,300 sq ft

|

Condo

1603 MARTHA CT 101, BEL AIR, MD, 21015
Community: Emerald Hills
Four Seasons at Ashburn Village 21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2..., Ashburn, VA 20147
$529,900

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

21007 ROCKY KNOLL SQ 205, ASHBURN, VA, 2...
JerMae Estates 4 MAE WAY, THURMONT, MD, 21788, Thurmont, MD 21788
$500,000

3 beds

|

3 baths

|

3,073 sq ft

4 MAE WAY, THURMONT, MD, 21788
Community: JerMae Estates
Gatherings at Lyndwood 7335 BROOKVIEW RD 303, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$445,000

2 beds

|

2 baths

|

1,700 sq ft

|

Condo

7335 BROOKVIEW RD 303, ELKRIDGE, MD, 210...
Heritage Hunt 13293 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$724,989

3 beds

|

3 baths

|

2,520 sq ft

13293 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-109, SILVER ..., Silver Spring, MD 20906
$179,900

2 beds

|

2 baths

|

1,220 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-109, SILVER ...
Amblebrook HOMESITE C216 IRIS LN, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$698,990

2 beds

|

3 baths

|

2,539 sq ft

HOMESITE C216 IRIS LN, GETTYSBURG, PA, 1...
Community: Amblebrook
Rosehill Manor Villas 19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$374,900

3 beds

|

2 baths

|

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742
The Crest of Alexandria 7922 ASHLAND DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$950,000

4 beds

|

5 baths

|

3,602 sq ft

7922 ASHLAND DR, ALEXANDRIA, VA, 22315
Birchwood at Brambleton 23630 HAVELOCK WALK TER 200, ASHBURN, VA..., Ashburn, VA 20148
$529,990

3 beds

|

2 baths

|

1,742 sq ft

|

Condo

23630 HAVELOCK WALK TER 200, ASHBURN, VA...
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.
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 519, LEESBURG, V..., Leesburg, VA 20176
$325,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19385 CYPRESS RIDGE TER 519, LEESBURG, V...
Enclave at Park Forest 6446 PARK FOREST CIR, ELKRIDGE, MD, 2107..., Elkridge, MD 21075
$646,000

3 beds

|

4 baths

|

3,628 sq ft

6446 PARK FOREST CIR, ELKRIDGE, MD, 2107...
Heritage Hunt 6840 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155
$750,000

3 beds

|

3 baths

|

2,626 sq ft

6840 TRED AVON PL, GAINESVILLE, VA, 2015...
Community: Heritage Hunt
Crestwood Village 7006 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703
$295,500

2 beds

|

1 baths

|

924 sq ft

7006 BASSWOOD RD, FREDERICK, MD, 21703
Community: Crestwood Village
Beechfield Manors 4003 SEASIDE ALDER RD 11401 - ROSE, BOWI..., Bowie, MD 20720
$349,990

2 beds

|

2 baths

|

1,294 sq ft

|

Condo

4003 SEASIDE ALDER RD 11401 - ROSE, BOWI...
Community: Beechfield Manors
Leisure World® of Maryland 15100 INTERLACHEN DR 4-520, SILVER SPRIN..., Silver Spring, MD 20906
$189,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

15100 INTERLACHEN DR 4-520, SILVER SPRIN...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Regency at Dominion Valley 5217 ADDLERFIELD WAY, HAYMARKET, VA, 201..., Haymarket, VA 20169
$824,500

3 beds

|

3 baths

|

3,179 sq ft

5217 ADDLERFIELD WAY, HAYMARKET, VA, 201...
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 621, LEESBURG, V..., Leesburg, VA 20176
$449,900

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19375 CYPRESS RIDGE TER 621, LEESBURG, V...
Leisure World® of Maryland 15200 HYDE PARK DR 36-A, SILVER SPRING, ..., Silver Spring, MD 20906
$449,000

3 beds

|

2 baths

|

1,193 sq ft

|

Condo

15200 HYDE PARK DR 36-A, SILVER SPRING, ...
Legacy at Gateway 637 WALLINGFORD RD 401, BEL AIR, MD, 210..., Bel Air, MD 21014
$419,500

2 beds

|

2 baths

|

1,750 sq ft

|

Condo

637 WALLINGFORD RD 401, BEL AIR, MD, 210...
Community: Legacy at Gateway
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 63 NEW VISTA WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$729,500

4 beds

|

4 baths

|

2,696 sq ft

63 NEW VISTA WAY, GETTYSBURG, PA, 17325
Community: Amblebrook
Dunbarton 9716 SEAFIELD PL, BRISTOW, VA, 20136, Bristow, VA 20136
$675,000

3 beds

|

3 baths

|

2,760 sq ft

9716 SEAFIELD PL, BRISTOW, VA, 20136
Community: Dunbarton
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 1019, SILVER S..., Silver Spring, MD 20906
$399,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 1019, SILVER S...
JerMae Estates 5 GEOLEY CT, THURMONT, MD, 21788, Thurmont, MD 21788
$519,999

4 beds

|

3 baths

|

2,038 sq ft

5 GEOLEY CT, THURMONT, MD, 21788
Community: JerMae Estates
Regency at Dominion Valley 15100 HEATHER MILL LN 301, HAYMARKET, VA..., Haymarket, VA 20169
$499,000

3 beds

|

2 baths

|

1,833 sq ft

|

Condo

15100 HEATHER MILL LN 301, HAYMARKET, VA...
Regency at Dominion Valley 5416 ZOYSIA CT, HAYMARKET, VA, 20169, Haymarket, VA 20169
$915,000

4 beds

|

4 baths

|

3,962 sq ft

5416 ZOYSIA CT, HAYMARKET, VA, 20169
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 6-924, SILVER ..., Silver Spring, MD 20906
$264,900

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 6-924, SILVER ...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Maple Highlands 12218 NICOLAR DR, FULTON, MD, 20759, Fulton, MD 20759
$949,990

2 beds

|

3 baths

|

2,670 sq ft

|

Condo

12218 NICOLAR DR, FULTON, MD, 20759
Community: Maple Highlands
Potomac Green 44367 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147
$685,000

2 beds

|

3 baths

|

2,060 sq ft

44367 OAKMONT MANOR SQ, ASHBURN, VA, 201...
Community: Potomac Green
Brookshire 931 CAMBRIDGE DR, MANHEIM, PA, 17545, Manheim, PA 17545
$350,000

3 beds

|

2 baths

|

1,488 sq ft

931 CAMBRIDGE DR, MANHEIM, PA, 17545
Community: Brookshire
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 3210 N LEISURE WORLD BLVD 311, SILVER SP..., Silver Spring, MD 20906
$239,900

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 311, SILVER SP...
Heritage Harbour 930 ASTERN WAY 510, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$299,900

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 510, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Villas at Cattail 24 ST MICHAELS WAY, HANOVER, PA, 17331, Hanover, PA 17331
$375,000

3 beds

|

2 baths

|

1,822 sq ft

24 ST MICHAELS WAY, HANOVER, PA, 17331
Community: Villas at Cattail
Heritage Hunt 6877 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$660,000

3 beds

|

2 baths

|

1,809 sq ft

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Watershed 1238 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$589,990

3 beds

|

4 baths

|

2,660 sq ft

1238 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 1021, LEESBURG, ..., Leesburg, VA 20176
$480,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19355 CYPRESS RIDGE TER 1021, LEESBURG, ...
Arbor Gate 27 ROSEMONT DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067
$279,000

3 beds

|

2 baths

|

1,793 sq ft

27 ROSEMONT DR, MYERSTOWN, PA, 17067
Community: Arbor Gate
Traditions of America at Silver Spring 107 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050
$629,900

3 beds

|

3 baths

|

2,978 sq ft

|

Condo

107 LOYAL DR, MECHANICSBURG, PA, 17050
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Gatherings at Forest Glen 8616 WINTERGREEN CT 304, ODENTON, MD, 21..., Odenton, MD 21113
$399,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8616 WINTERGREEN CT 304, ODENTON, MD, 21...
The Flats at Northside 1121 FORTUNE TER 9, POTOMAC, MD, 20854, Potomac, MD 20854
$1,249,990

3 beds

|

2 baths

|

1,978 sq ft

|

Condo

1121 FORTUNE TER 9, 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.

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