New Windsor, MD 55+ active adult communities & homes for sale - Page 5

626 homes near New Windsor

Sort by:

Relevance

5 rating (1 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

Cameron Grove

$200ks - $400ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 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 Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

New Construction | Age-targeted | Built 2025 - present | 143 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

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

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.

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

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

New Construction | 55+ age-restricted | Built 2024 - present

Element at Mill Creek

$400ks - $600ks

Element at Mill Creek, Annapolis, MD

New Construction | 55+ age-restricted | Built 2022 - present | 140 homes

The Village at Cabin Bran...

$500ks

The Village at Cabin Bran..., Clarksburg, MD

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

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

Questions? Call us: (443) 647-4690

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

New Construction | 55+ age-restricted | Built 2026 - present

5 rating (2 reviews)

Arbor Gate

$200ks

Arbor Gate, Myerstown, PA

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

The Atrium at MetroWest

$600ks - $700ks

The Atrium at MetroWest, Fairfax, VA

New Construction | 55+ age-restricted | Built 2018 - present | 206 homes

The Gatherings at Lakevie...

$300ks - $400ks

The Gatherings at Lakevie..., Reisterstown, MD

New Construction | 55+ age-restricted | Built 2025 - present | 122 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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

New Construction | 55+ age-restricted | Built 2021 - present | 185 homes

5 rating (1 reviews)

Gatherings at Wellington

$300ks - $400ks

Gatherings at Wellington, Manassas, VA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes

Bay Bridge Cove

$300ks - $500ks

Bay Bridge Cove, Stevensville, MD

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

Tanyard Shores

$400ks - $500ks

Tanyard Shores, Glen Burnie, MD

New Construction | 55+ age-restricted | Built 2020 - present | 190 homes

Legacy at Fallston Common...

$500ks

Legacy at Fallston Common..., Fallston, MD

Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes

5 rating (1 reviews)

Gatherings at Lyndwood

$300ks - $400ks

Gatherings at Lyndwood, Elkridge, MD

Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes

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

Questions? Call us: (443) 647-4690

Winifred Manor

$200ks

Winifred Manor, Eldersburg, MD

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes

5 rating (1 reviews)

Carroll Vista

$300ks

Carroll Vista, Taneytown, MD

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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

Cedar Ridge at Piney Orch...

$200ks - $300ks

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

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

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 162 homes

Blue Ridge

$300ks - $400ks

Blue Ridge, Harrisburg, PA

New and Resale | Age-targeted | Built 2020 - present | 130 homes

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

New Construction | 55+ age-restricted | Built 2022 - present | 177 homes

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

Questions? Call us: (443) 647-4690

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

1 2 3...4

Signature Club at Greenview

10578 EDWARDIAN LN 133, NEW MARKET, MD, ..., New Market, MD 21774

$630,000

3 beds

4 baths

3,425 sq ft

Condo

10578 EDWARDIAN LN 133, NEW MARKET, MD, ...

Community: Signature Club at Greenview

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-610, SILVER ..., Silver Spring, MD 20906

$165,000

1 beds

2 baths

930 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-610, SILVER ...

Community: Leisure World® of Maryland

Gatherings at Lyndwood

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

$400,000

2 beds

2 baths

1,500 sq ft

Condo

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

Community: Gatherings at Lyndwood

Leisure World® of Maryland

15300 PINE ORCHARD DR 85-2H, SILVER SPRI..., Silver Spring, MD 20906

$250,000

2 beds

2 baths

1,043 sq ft

Condo

15300 PINE ORCHARD DR 85-2H, SILVER SPRI...

Community: Leisure World® of Maryland

Carmella

$549,000

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

Penn National

$399,900

3 beds

2 baths

1,676 sq ft

6342 PENN NATIONAL DR, FAYETTEVILLE, PA,...

Community: Penn National

Traditions of America at Silver Spring

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

$549,900

3 beds

3 baths

3,230 sq ft

Condo

228 LOYAL DR, MECHANICSBURG, PA, 17050

Community: Traditions of America at Silver Spring

Cameron Grove

12916 FOX BOW DR 304, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$322,000

2 beds

2 baths

1,301 sq ft

Condo

12916 FOX BOW DR 304, UPPER MARLBORO, MD...

Community: Cameron Grove

Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-807, SILVER ..., Silver Spring, MD 20906

$260,000

2 beds

2 baths

1,115 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-807, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3136 ADDERLEY CT 243-G, SILVER SPRING, M..., Silver Spring, MD 20906

$215,000

2 beds

3 baths

1,359 sq ft

Condo

3136 ADDERLEY CT 243-G, SILVER SPRING, M...

Community: Leisure World® of Maryland

The Flats at Northside

1141 FORTUNE TER 104, POTOMAC, MD, 20854, Potomac, MD 20854

$1,011,829

2 beds

2 baths

1,496 sq ft

Condo

1141 FORTUNE TER 104, POTOMAC, MD, 20854

Community: The Flats at Northside

Heritage Harbour

905 SCUPPER CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$1,100,000

6 beds

5 baths

6,238 sq ft

905 SCUPPER CT, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

The Village at Freedom Hills

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$499,900

4 beds

2 baths

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

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

Questions? Call us: (443) 647-4690

The Woodlands of Urbana

3422 ANGELICA WAY 103, FREDERICK, MD, 21..., Frederick, MD 21704

$430,000

2 beds

2 baths

Condo

3422 ANGELICA WAY 103, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

Amblebrook

85 QUIET CREEK DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$550,000

2 beds

2,220 sq ft

85 QUIET CREEK DR, GETTYSBURG, PA, 17325

Community: Amblebrook

Alden Place

1011 PERCY LN, LEBANON, PA, 17042, Lebanon, PA 17042

$340,000

3 beds

2 baths

1,840 sq ft

1011 PERCY LN, LEBANON, PA, 17042

Community: Alden Place

Arbor Gate

4 ROSEMONT DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067

$259,000

3 beds

2 baths

1,577 sq ft

4 ROSEMONT DR, MYERSTOWN, PA, 17067

Community: Arbor Gate

Rosehill Manor Villas

19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$384,900

2 beds

2 baths

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Penn National

6357 NINTH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$319,000

3 beds

2 baths

1,958 sq ft

Condo

6357 NINTH VW, FAYETTEVILLE, PA, 17222

Community: Penn National

Belmont Bay

620 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$839,950

3 beds

4 baths

3,240 sq ft

620 ANGELFISH WAY, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Four Seasons at Kent Island

719 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619

$889,990

4 beds

3 baths

2,791 sq ft

719 WARBLER WAY, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

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

Questions? Call us: (443) 647-4690

Central Parke at Victoria Falls

13401 BELLE CHASSE BLVD 312, LAUREL, MD,..., Laurel, MD 20707

$399,000

2 beds

2 baths

1,673 sq ft

Condo

13401 BELLE CHASSE BLVD 312, LAUREL, MD,...

Community: Central Parke at Victoria Falls

Crawfords Ridge

$849,900

5 beds

5 baths

4,162 sq ft

614 CRAWFORDS RIDGE RD, ODENTON, MD, 211...

Community: Crawfords Ridge

Birchwood at Brambleton

43059 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,050,000

3 beds

3 baths

2,570 sq ft

43059 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176

$435,000

2 beds

2 baths

1,251 sq ft

Condo

19365 CYPRESS RIDGE TER 510, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Amblebrook

192 HIGHLAND WAY 32, GETTYSBURG, PA, 173..., Gettysburg, PA 17325

$539,990

2 beds

3 baths

2,036 sq ft

192 HIGHLAND WAY 32, GETTYSBURG, PA, 173...

Community: Amblebrook

Saintsbury Plaza

2905 SAINTSBURY PLZ 213, FAIRFAX, VA, 22..., Fairfax, VA 22031

$479,900

2 beds

2 baths

1,264 sq ft

Condo

2905 SAINTSBURY PLZ 213, FAIRFAX, VA, 22...

Community: Saintsbury Plaza

Leisure World® of Maryland

15115 INTERLACHEN DR 3-1020, SILVER SPRI..., Silver Spring, MD 20906

$225,000

2 beds

2 baths

980 sq ft

Condo

15115 INTERLACHEN DR 3-1020, SILVER SPRI...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 906, SILVER SP..., Silver Spring, MD 20906

$489,000

2 beds

2 baths

1,720 sq ft

Condo

3200 N LEISURE WORLD BLVD 906, SILVER SP...

Community: Leisure World® of Maryland

The Villages At Woodholme

5 CORNISH HEATH CT 5, BALTIMORE, MD, 212..., Baltimore, MD 21208

$539,000

3 beds

4 baths

3,800 sq ft

Condo

5 CORNISH HEATH CT 5, BALTIMORE, MD, 212...

Community: The Villages At Woodholme

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

Questions? Call us: (443) 647-4690

Cadence at Lansdowne

43887 SIREN SONG TER, LEESBURG, VA, 2017..., Leesburg, VA 20176

$739,900

4 beds

4 baths

2,642 sq ft

43887 SIREN SONG TER, LEESBURG, VA, 2017...

Community: Cadence at Lansdowne

Traditions of America at Silver Spring

126 CONGRESS DR, MECHANICSBURG, PA, 1705..., Mechanicsburg, PA 17050

$424,900

2 beds

2 baths

1,894 sq ft

Condo

126 CONGRESS DR, MECHANICSBURG, PA, 1705...

Community: Traditions of America at Silver Spring

Leisure World® of Maryland

15316 PINE ORCHARD DR 82-2H, SILVER SPRI..., Silver Spring, MD 20906

$199,990

2 beds

2 baths

1,043 sq ft

Condo

15316 PINE ORCHARD DR 82-2H, SILVER SPRI...

Community: Leisure World® of Maryland

Carroll Vista

108 BUTTERFLY DR 58, TANEYTOWN, MD, 2178..., Taneytown, MD 21787

$480,000

2 beds

3 baths

2,504 sq ft

Condo

108 BUTTERFLY DR 58, TANEYTOWN, MD, 2178...

Community: Carroll Vista

Leisure World® of Maryland

3400 GLENEAGLES DR 73-3H, SILVER SPRING,..., Silver Spring, MD 20906

$95,000

1 beds

1 baths

800 sq ft

Condo

3400 GLENEAGLES DR 73-3H, SILVER SPRING,...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3387 S LEISURE WORLD BLVD 91-G, SILVER S..., Silver Spring, MD 20906

$200,000

2 beds

3 baths

1,600 sq ft

Condo

3387 S LEISURE WORLD BLVD 91-G, SILVER S...

Community: Leisure World® of Maryland

Bay Bridge Cove

784 MOORINGS CIR 24, STEVENSVILLE, MD, 2..., Stevensville, MD 21666

$659,900

2 beds

3 baths

2,074 sq ft

784 MOORINGS CIR 24, STEVENSVILLE, MD, 2...

Community: Bay Bridge Cove

Amblebrook

47 BAYBERRY LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$640,000

2 beds

2 baths

2,135 sq ft

47 BAYBERRY LN, GETTYSBURG, PA, 17325

Community: Amblebrook

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

Questions? Call us: (443) 647-4690

Cadence at Lansdowne

19006 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176

$959,900

3 beds

5 baths

3,679 sq ft

19006 CORAL REEF SQ, LEESBURG, VA, 20176

Community: Cadence at Lansdowne

Gatherings at Wellington

9200 CHARLESTON DR 404, MANASSAS, VA, 20..., Manassas, VA 20110

$398,000

2 beds

2 baths

1,504 sq ft

Condo

9200 CHARLESTON DR 404, MANASSAS, VA, 20...

Community: Gatherings at Wellington

1 2 3 4 5 6 7 8 9 10 11 12 13 14…16

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

626 homes

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.
© 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: Apr 06, 2026.
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 - Page 5

160 communities near New Windsor

626 homes near New Windsor

3 beds

4 baths

3,425 sq ft

Condo

1 beds

2 baths

930 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,043 sq ft

Condo

3 beds

4 baths

3,848 sq ft

Condo

3 beds

2 baths

1,676 sq ft

3 beds

3 baths

3,230 sq ft

Condo

2 beds

2 baths

1,301 sq ft

Condo

2 beds

2 baths

1,115 sq ft

Condo

2 beds

3 baths

1,359 sq ft

Condo

2 beds

2 baths

1,496 sq ft

Condo

6 beds

5 baths

6,238 sq ft

4 beds

2 baths

3,107 sq ft

2 beds

2 baths

Condo

2 beds

2,220 sq ft

3 beds

2 baths

1,840 sq ft

3 beds

2 baths

1,577 sq ft

2 beds

2 baths

1,735 sq ft

3 beds

2 baths

1,958 sq ft

Condo

3 beds

4 baths

3,240 sq ft

4 beds

3 baths

2,791 sq ft

2 beds

2 baths

1,673 sq ft

Condo