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

152 communities near New Windsor

Sort by:

Relevance

The Reserve at New Windso...

$400Ks

The Reserve at New Windso..., New Windsor, MD

Resale Only | 55+ age-restricted | Built 2016 - 2021 | 83 homes

5 rating (1 reviews)

Leisure World® of Marylan...

<$100k - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

4.3 rating (11 reviews)

Amblebrook

$300Ks - $600Ks

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$400Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

3.7 rating (3 reviews)

Heritage Harbour

$300Ks - $600Ks

Heritage Harbour, Annapolis, MD

Resale Only | 55+ age-restricted | Built 1979 - 2008 | 1,683 homes

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

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

5 rating (2 reviews)

Potomac Green

$700Ks - $800Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$300Ks - $400Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

Penn National

$200Ks - $600Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

Four Seasons at Kent Isla...

$400Ks - $1Ms

Four Seasons at Kent Isla..., Kent Island, MD

New Construction | 55+ age-restricted | Built 2018 - present | 1,079 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.

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $800Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

5 rating (1 reviews)

Two Rivers

$500Ks - $700Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

Cameron Grove

$200Ks - $500Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $600Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

The Woodlands of Urbana

$600Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

5 rating (1 reviews)

Crestwood Village

$300Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

Traditions of America at ...

$500Ks

Traditions of America at ..., Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 517 homes

Alden Place

$300Ks - $600Ks

Alden Place, Lebanon, PA

New and Resale | 55+ age-restricted | Built 2009 - present | 505 homes

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

3 rating (2 reviews)

Dunbarton

$600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

The Courtyards at Waverly...

$300Ks - $900Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

Cedar Ridge at Piney Orch...

$300Ks - $400Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

Montebello

$600Ks - $1Ms

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

Village Crest

$300Ks - $400Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

Courtyards at Waverly Woo...

$300Ks - $400Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

5 rating (2 reviews)

Arbor Gate

$200Ks - $300Ks

Arbor Gate, Myerstown, PA

Resale Only | 55+ age-restricted | Built 1997 - 2005 | 378 homes

5 rating (1 reviews)

Snowden Overlook

$400Ks - $700Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

4 rating (2 reviews)

Traditions of America at ...

$500Ks - $600Ks

Traditions of America at ..., Lititz, PA

Resale Only | 55+ age-restricted | Built 2013 - 2021 | 329 homes

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

The Villages At Woodholme

$400Ks - $500Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

The Enclave at Ellicott H...

$300Ks - $400Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

Bay Bridge Cove

$600Ks

Bay Bridge Cove, Stevensville, MD

Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

Regency at Ashburn

$800Ks - $900Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

The Crest of Alexandria

$900Ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

Traditions of America at ...

$500Ks - $700Ks

Traditions of America at ..., East Petersburg, PA

New Construction | 55+ age-restricted | Built 2021 - present | 247 homes

5 rating (2 reviews)

Four Seasons at Elm Tree

$200Ks - $400Ks

Four Seasons at Elm Tree, Mount Joy, PA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 245 homes

1 2 3...4

Two Rivers

1219 BEAVER TREE DR, ODENTON, MD, 21113, Odenton, MD 21113

$549,900

2 beds

3 baths

1,410 sq ft

1219 BEAVER TREE DR, ODENTON, MD, 21113

Community: Two Rivers

Bethany Glen

9792 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042

2 beds

2 baths

1,070 sq ft

Condo

3613 TARKINGTON LN # 59-B, SILVER SPRING...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

Leisure World® of Maryland

2904 N LEISURE WORLD BLVD APT 514, SILVE..., Silver Spring, MD 20906

$199,500

1 beds

1 baths

888 sq ft

Condo

2904 N LEISURE WORLD BLVD APT 514, SILVE...

Community: Leisure World® of Maryland

Four Seasons at Kent Island

815 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$668,900

2 beds

2 baths

1,993 sq ft

815 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Crestwood Village

7043 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703

1 baths

635 sq ft

Condo

3630 GLENEAGLES DR 8-1D, SILVER SPRING, ...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

Leisure World® of Maryland

15301 BEAVERBROOK CT 92-2B, SILVER SPRIN..., Silver Spring, MD 20906

$239,900

2 beds

2 baths

1,030 sq ft

Condo

15301 BEAVERBROOK CT 92-2B, SILVER SPRIN...

Community: Leisure World® of Maryland

New Central Parke at Victoria Falls

13401 BELLE CHASSE BLVD 411, LAUREL, MD,..., Laurel, MD 20707

$385,000

2 beds

2 baths

1,673 sq ft

Condo

13401 BELLE CHASSE BLVD 411, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Heritage Harbour

950 BERMUDA LN, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

3 beds

4 baths

2,600 sq ft

9843 WILDERNESS LN, LAUREL, MD, 20723

Community: Walden Woods

Leisure World® of Maryland

15107 INTERLACHEN DR 2-822, SILVER SPRIN..., Silver Spring, MD 20906

$249,999

2 beds

2 baths

1,120 sq ft

Condo

15107 INTERLACHEN DR 2-822, SILVER SPRIN...

Community: Leisure World® of Maryland

Cameron Grove

13216 FOX BOW DR 202, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$325,000

2 beds

2 baths

1,394 sq ft

Condo

13216 FOX BOW DR 202, UPPER MARLBORO, MD...

Community: Cameron Grove

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

New Tanyard Shores

822 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060

$520,000

3 beds

4 baths

2,008 sq ft

822 TEACHER MITCHELL RD, GLEN BURNIE, MD...

Community: Tanyard Shores

Gatherings at Lyndwood

6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$420,000

2 beds

2 baths

1,500 sq ft

Condo

6155 SHADYWOOD RD 204, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

2904 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906

$228,500

2 beds

2 baths

1,041 sq ft

Condo

2904 N LEISURE WORLD BLVD 211, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 417, SILVER SP..., Silver Spring, MD 20906

$410,000

3 beds

2 baths

1,540 sq ft

Condo

3200 N LEISURE WORLD BLVD 417, SILVER SP...

Community: Leisure World® of Maryland

Castlefield

2841 CHAUNCEY HILL DR # 28, MANCHESTER, ..., Manchester, MD 21102

$539,900

3 beds

3 baths

3,188 sq ft

Condo

2841 CHAUNCEY HILL DR # 28, MANCHESTER, ...

Community: Castlefield

Castlefield

2748 VISTAS DR # 11, MANCHESTER, MD, 211..., Manchester, MD 21102

$495,000

3 beds

3 baths

2,750 sq ft

Condo

2748 VISTAS DR # 11, MANCHESTER, MD, 211...

Community: Castlefield

New Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 306, SILVER SP..., Silver Spring, MD 20906

$269,900

2 beds

2 baths

1,035 sq ft

3005 S LEISURE WORLD BLVD 306, SILVER SP...

Community: Leisure World® of Maryland

Heritage Harbour

940 ASTERN WAY 309, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$389,900

2 beds

2 baths

1,272 sq ft

Condo

940 ASTERN WAY 309, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

Signature Club at Greenview

5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774

$925,000

5 beds

4 baths

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Leisure World® of Maryland

15561 PRINCE FREDERICK WAY # 114-A, SILV..., Silver Spring, MD 20906

$580,000

3 beds

2 baths

1,320 sq ft

15561 PRINCE FREDERICK WAY # 114-A, SILV...

Community: Leisure World® of Maryland

Want to learn more about 55+ communities in New Windsor? 55places can help!

Questions? Call us: (443) 647-4690

New Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906

$339,900

2 beds

2 baths

1,335 sq ft

Condo

3210 N LEISURE WORLD BLVD 308, SILVER SP...

Community: Leisure World® of Maryland

Heritage Harbour

2900 SHIPMASTER WAY APT 216, ANNAPOLIS, ..., Annapolis, MD 21401

$347,000

2 beds

2 baths

1,048 sq ft

Condo

2900 SHIPMASTER WAY APT 216, ANNAPOLIS, ...

Community: Heritage Harbour

Leisure World® of Maryland

3314 CHISWICK CT 62-1G, SILVER SPRING, M..., Silver Spring, MD 20906

$92,000

1 beds

1 baths

635 sq ft

Condo

3314 CHISWICK CT 62-1G, SILVER SPRING, M...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3525 TARKINGTON LN # 63-B, SILVER SPRING..., Silver Spring, MD 20906

$415,000

2 beds

2 baths

1,070 sq ft

Condo

3525 TARKINGTON LN # 63-B, SILVER SPRING...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15101 INTERLACHEN DR 1-102, SILVER SPRIN..., Silver Spring, MD 20906

$180,000

1 beds

1 baths

860 sq ft

Condo

15101 INTERLACHEN DR 1-102, SILVER SPRIN...

Community: Leisure World® of Maryland

1 2 3 4 5 6 7 8 9 10 11 12…13

Frequently Asked Questions

What size 55+ communities are there in New Windsor?

In New Windsor, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in New Windsor?

The smallest 55+ community in New Windsor has 83 homes, the largest has 83 homes, and the average community consists of 83 homes.

Are there gated 55+ communities in New Windsor?

No, there are no gated 55+ communities in New Windsor.

How long do listings in 55+ communities in New Windsor typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in New Windsor stay on the market for around 791 days. The average price of homes for sale in this community is approximately $429,495, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Reserve at New Windsor average around $429,495.

Want more information about active adult communities around New Windsor?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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

152 communities near New Windsor

Remove Boundaries ×

Map Satellite

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.
© 2025 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: Dec 01, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

152 communities near New Windsor

513 homes near New Windsor

2 beds

3 baths

1,410 sq ft

3 beds

3 baths

2,296 sq ft

2 beds

2 baths

1,410 sq ft

Condo

2 beds

2 baths

990 sq ft

Condo

2 beds

2 baths

1,070 sq ft

Condo

1 beds

1 baths

888 sq ft

Condo

2 beds

2 baths

1,993 sq ft

2 beds

2 baths

1,225 sq ft

2 beds

2 baths

1,195 sq ft

Condo

2 beds

2 baths

1,093 sq ft

Condo

2 beds

2 baths

1,610 sq ft

Condo

2 beds

2 baths

998 sq ft

2 beds

2 baths

1,700 sq ft

Condo

2 beds

2 baths

1,116 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

2 beds

2 baths

1,030 sq ft

Condo

2 beds

2 baths

1,673 sq ft

Condo

4 beds

3 baths

1,812 sq ft

3 beds

2 baths

1,906 sq ft

Condo

2 beds

2 baths

1,190 sq ft

Condo

2 beds

2 baths

1,325 sq ft