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

544 homes near New Windsor

Sort by:

Relevance

The Reserve at New Windso...

$400Ks - $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 - $1Ms

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 - $500Ks

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

$800Ks - $900Ks

Potomac Green, Ashburn, VA

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

Penn National

$200Ks - $500Ks

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 - $800Ks

Two Rivers, Odenton, MD

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

Cameron Grove

$200Ks - $400Ks

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 - $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 - $300Ks

Crestwood Village, Frederick, MD

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

Traditions of America at ...

$400Ks - $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 - $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 - $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 - $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

New Bent Creek Crossing

22 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050

$324,900

3 beds

3 baths

1,309 sq ft

22 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,...

Community: Bent Creek Crossing

New Timber Villa

91 TIMBER VILLA, ELIZABETHTOWN, PA, 1702..., Elizabethtown, PA 17022

$339,500

3 beds

3 baths

2,342 sq ft

Condo

91 TIMBER VILLA, ELIZABETHTOWN, PA, 1702...

Community: Timber Villa

New Alden Place

1122 ALDEN WAY, LEBANON, PA, 17042, Lebanon, PA 17042

$325,000

2 beds

3 baths

1,807 sq ft

1122 ALDEN WAY, LEBANON, PA, 17042

Community: Alden Place

Village Grande at Millers Run

1832 MERCERS ML, LANCASTER, PA, 17601, Lancaster, PA 17601

$569,000

3 beds

4 baths

4,024 sq ft

1832 MERCERS ML, LANCASTER, PA, 17601

Community: Village Grande at Millers Run

Penn National

6041 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222

$325,000

3 beds

2 baths

1,974 sq ft

6041 GREENBRIAR TER, FAYETTEVILLE, PA, 1...

Community: Penn National

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

Questions? Call us: (443) 647-4690

New Heritage Run

127 SAINT FRANCIS DR, LEBANON, PA, 17042, Lebanon, PA 17042

$317,900

2 beds

2 baths

1,200 sq ft

127 SAINT FRANCIS DR, LEBANON, PA, 17042

Community: Heritage Run

Heritage Run

108 ALLWEIN DR, LEBANON, PA, 17042, Lebanon, PA 17042

$423,900

2 beds

2 baths

1,577 sq ft

108 ALLWEIN DR, LEBANON, PA, 17042

Community: Heritage Run

Spring Valley Estates

11845 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268

$364,900

3 beds

3 baths

1,800 sq ft

11845 MYSTIC ROCK LN S, WAYNESBORO, PA, ...

Community: Spring Valley Estates

Alden Place

1212 MOSAIC DR # 411, LEBANON, PA, 17042, Lebanon, PA 17042

$579,900

3 beds

3 baths

2,038 sq ft

1212 MOSAIC DR # 411, LEBANON, PA, 17042

Community: Alden Place

Spring Valley Estates

11823 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268

$364,900

3 beds

3 baths

1,800 sq ft

11823 MYSTIC ROCK LN S, WAYNESBORO, PA, ...

Community: Spring Valley Estates

Spring Valley Estates

11819 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268

$364,900

3 beds

3 baths

1,800 sq ft

11819 MYSTIC ROCK LN S, WAYNESBORO, PA, ...

Community: Spring Valley Estates

Penn National

5985 GREENBRIAR TER, FAYETTEVILLE, PA, 1..., Fayetteville, PA 17222

$354,900

2 beds

3 baths

1,724 sq ft

5985 GREENBRIAR TER, FAYETTEVILLE, PA, 1...

Community: Penn National

New Brookshire

988 CAMBRIDGE DR, MANHEIM, PA, 17545, Manheim, PA 17545

$399,900

2 beds

2 baths

2,649 sq ft

988 CAMBRIDGE DR, MANHEIM, PA, 17545

Community: Brookshire

Traditions of America at Silver Spring

228 LOYAL DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$539,900

3 beds

3 baths

3,230 sq ft

228 LOYAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

Amblebrook

23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173..., Gettysburg, PA 17325

$462,500

2 beds

2 baths

1,733 sq ft

23 HIGHLAND VIEW LN, GETTYSBURG, PA, 173...

Community: Amblebrook

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

Questions? Call us: (443) 647-4690

The Aspens

597 BLUEBERRY LN, LEBANON, PA, 17046, Lebanon, PA 17046

$224,500

2 beds

2 baths

1,203 sq ft

597 BLUEBERRY LN, LEBANON, PA, 17046

Community: The Aspens

Traditions of America at Silver Spring

265 FOUNDERS WAY, MECHANICSBURG, PA, 170..., Mechanicsburg, PA 17050

$525,000

2 beds

2 baths

2,189 sq ft

Condo

265 FOUNDERS WAY, MECHANICSBURG, PA, 170...

Community: Traditions of America at Silver Spring

Winding Creek

1 PINNACLE RIDGE DR, ANNVILLE, PA, 17003, Annville, PA 17003

$480,000

2 beds

2 baths

1,839 sq ft

1 PINNACLE RIDGE DR, ANNVILLE, PA, 17003

Community: Winding Creek

Amblebrook

318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$475,000

3 beds

2 baths

1,860 sq ft

318 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...

Community: Amblebrook

Village Grande at Millers Run

1928 POOL FRG, LANCASTER, PA, 17601, Lancaster, PA 17601

$575,000

3 beds

3 baths

3,438 sq ft

1928 POOL FRG, LANCASTER, PA, 17601

Community: Village Grande at Millers Run

Winding Creek

109 PINNACLE RIDGE DR, ANNVILLE, PA, 170..., Annville, PA 17003

$500,000

3 beds

2 baths

1,939 sq ft

109 PINNACLE RIDGE DR, ANNVILLE, PA, 170...

Community: Winding Creek

Traditions of America at Silver Spring

153 JAMES MADISON DR, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050

$480,000

3 beds

3 baths

2,293 sq ft

Condo

153 JAMES MADISON DR, MECHANICSBURG, PA,...

Community: Traditions of America at Silver Spring

Country Manor

21 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$190,000

2 beds

2 baths

1,322 sq ft

21 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Bent Creek Crossing

27 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,..., Mechanicsburg, PA 17050

$355,000

3 beds

2 baths

1,926 sq ft

27 BLUE MOUNTAIN VIS, MECHANICSBURG, PA,...

Community: Bent Creek Crossing

Carmella

$599,000

3 beds

4 baths

3,848 sq ft

Condo

427 CARMELLA DR, MECHANICSBURG, PA, 1705...

Community: Carmella

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

Questions? Call us: (443) 647-4690

Country Manor

33 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$218,000

3 beds

2 baths

1,604 sq ft

33 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Arbor Gate

15 LAKEVIEW DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067

$275,000

3 beds

2 baths

1,652 sq ft

15 LAKEVIEW DR, MYERSTOWN, PA, 17067

Community: Arbor Gate

Penn National

3891 ALFALFA LN, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$289,900

2 beds

2 baths

1,576 sq ft

3891 ALFALFA LN, FAYETTEVILLE, PA, 17222

Community: Penn National

Country Manor

22 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257

$175,000

2 beds

2 baths

1,421 sq ft

22 LANTERN LN, SHIPPENSBURG, PA, 17257

Community: Country Manor

Cortland Park

2069 SPRING WOOD LN, MECHANICSBURG, PA, ..., Mechanicsburg, PA 17055

$510,000

2 beds

2 baths

1,714 sq ft

2069 SPRING WOOD LN, MECHANICSBURG, PA, ...

Community: Cortland Park

Blue Ridge

3052 LORELAI DR, HARRISBURG, PA, 17110, Harrisburg, PA 17110

$415,000

4 beds

4 baths

3,155 sq ft

3052 LORELAI DR, HARRISBURG, PA, 17110

Community: Blue Ridge

Alden Place

1204 MOSAIC DR # 409, LEBANON, PA, 17042, Lebanon, PA 17042

$589,900

3 beds

2 baths

2,150 sq ft

1204 MOSAIC DR # 409, LEBANON, PA, 17042

Community: Alden Place

Penn National

6416 BURNING TREE TER, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$299,900

4 beds

2 baths

6416 BURNING TREE TER, FAYETTEVILLE, PA,...

Community: Penn National

Penn National

6945 AUGUSTA NATIONAL, FAYETTEVILLE, PA,..., Fayetteville, PA 17222

$414,750

3 beds

4 baths

2,505 sq ft

6945 AUGUSTA NATIONAL, FAYETTEVILLE, PA,...

Community: Penn National

Penn National

6881 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$569,000

3 beds

3 baths

3,089 sq ft

6881 OLD COURSE RD, FAYETTEVILLE, PA, 17...

1,736 sq ft

114 ELDERBERRY WAY, GETTYSBURG, PA, 1732...

Community: Amblebrook

1 2 3 4 5 6 7 8 9 10 11 12 13…14

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

544 homes 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: Nov 17, 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

544 homes near New Windsor

3 beds

3 baths

1,309 sq ft

3 beds

3 baths

2,342 sq ft

Condo

2 beds

3 baths

1,807 sq ft

3 beds

4 baths

4,024 sq ft

3 beds

2 baths

1,974 sq ft

2 beds

2 baths

1,200 sq ft

2 beds

2 baths

1,577 sq ft

3 beds

3 baths

1,800 sq ft

3 beds

3 baths

2,038 sq ft

3 beds

3 baths

1,800 sq ft

3 beds

3 baths

1,800 sq ft

2 beds

3 baths

1,724 sq ft

2 beds

2 baths

2,649 sq ft

3 beds

3 baths

3,230 sq ft

2 beds

2 baths

1,733 sq ft

2 beds

2 baths

1,203 sq ft

2 beds

2 baths

2,189 sq ft

Condo

2 beds

2 baths

1,839 sq ft

3 beds

2 baths

1,860 sq ft

3 beds

3 baths

3,438 sq ft

3 beds

2 baths

1,939 sq ft

3 beds

3 baths

2,293 sq ft

Condo

2 beds

2 baths

1,322 sq ft

3 beds

2 baths

1,926 sq ft

3 beds

4 baths