New Windsor, MD 55+ active adult communities & homes for sale - Page 8

655 homes near New Windsor

Sort by:

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

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

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

1 2 3...4

Regency at Dominion Valley

15231 ROYAL CREST DR 204, HAYMARKET, VA,..., Haymarket, VA 20169

$450,000

2 beds

2 baths

1,499 sq ft

Condo

15231 ROYAL CREST DR 204, HAYMARKET, VA,...

Community: Regency at Dominion Valley

Amblebrook

116 BIRDSEYE LN, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$572,664

2 beds

3 baths

2,057 sq ft

116 BIRDSEYE LN, GETTYSBURG, PA, 17325

Community: Amblebrook

Leisure World® of Maryland

14805 PENNFIELD CIR 205, SILVER SPRING, ..., Silver Spring, MD 20906

$250,000

2 beds

2 baths

1,073 sq ft

Condo

14805 PENNFIELD CIR 205, SILVER SPRING, ...

Community: Leisure World® of Maryland

Arbor Gate

34 SCENIC DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067

$267,000

3 beds

2 baths

1,834 sq ft

34 SCENIC DR, MYERSTOWN, PA, 17067

Community: Arbor Gate

Four Seasons at Virginia Crossing

13950 ENGLEFIELD DR 202, WOODBRIDGE, VA,..., Woodbridge, VA 22193

$475,000

2 beds

3 baths

1,811 sq ft

Condo

13950 ENGLEFIELD DR 202, WOODBRIDGE, VA,...

Community: Four Seasons at Virginia Crossing

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

Questions? Call us: (443) 647-4690

Signature Club at Greenview

10604 VICTORIAN AVE 63, NEW MARKET, MD, ..., New Market, MD 21774

$624,900

4 beds

4 baths

3,783 sq ft

Condo

10604 VICTORIAN AVE 63, NEW MARKET, MD, ...

Community: Signature Club at Greenview

Alden Place

1029 ALDEN WAY, LEBANON, PA, 17042, Lebanon, PA 17042

$340,000

3 beds

2 baths

1,840 sq ft

1029 ALDEN WAY, LEBANON, PA, 17042

Community: Alden Place

Suffield Meadows

6715 HOLLY FARM LN, WARRENTON, VA, 20187, Warrenton, VA 20187

$585,000

3 beds

4 baths

3,350 sq ft

Condo

6715 HOLLY FARM LN, WARRENTON, VA, 20187

Community: Suffield Meadows

Nells Acres

6518 RIDENOUR WAY 1D, SYKESVILLE, MD, 21..., Sykesville, MD 21784

$249,900

2 beds

2 baths

Condo

6518 RIDENOUR WAY 1D, SYKESVILLE, MD, 21...

Community: Nells Acres

The Villages At Woodholme

4502 COFFEE TREE CT 4502, PIKESVILLE, MD..., Pikesville, MD 21208

$475,000

3 beds

4 baths

3,811 sq ft

Condo

4502 COFFEE TREE CT 4502, PIKESVILLE, MD...

Community: The Villages At Woodholme

Four Seasons at Kent Island

233 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$1,045,000

5 beds

5 baths

3,225 sq ft

233 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

The Village at Foxfield

7 DERR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$650,000

3 beds

3 baths

2,208 sq ft

7 DERR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

Leisure World® of Maryland

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ..., Silver Spring, MD 20906

$139,000

1 beds

1 baths

990 sq ft

Condo

3622 GLENEAGLES DR 9-2C, SILVER SPRING, ...

Community: Leisure World® of Maryland

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 202, HAYMARKET, VA, 2..., Haymarket, VA 20169

$617,140

3 beds

2 baths

1,850 sq ft

Condo

5800 MOONSTONE WAY 202, HAYMARKET, VA, 2...

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 203, HAYMARKET, VA, 2..., Haymarket, VA 20169

$515,005

2 beds

2 baths

1,445 sq ft

Condo

5800 MOONSTONE WAY 203, HAYMARKET, VA, 2...

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5800 MOONSTONE WAY 104, HAYMARKET, VA, 2..., Haymarket, VA 20169

$456,065

2 beds

2 baths

1,345 sq ft

Condo

5800 MOONSTONE WAY 104, HAYMARKET, VA, 2...

Community: The Flats at Heathcote Village by Del Webb

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

Questions? Call us: (443) 647-4690

Bethany Glen

9983 BAKER LN, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042

$799,990

4 beds

4 baths

3,711 sq ft

9983 BAKER LN, ELLICOTT CITY, MD, 21042

Community: Bethany Glen

Four Seasons at Virginia Crossing

3700 HAVERTILL LN 201, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193

$470,000

2 beds

2 baths

1,415 sq ft

Condo

3700 HAVERTILL LN 201, WOODBRIDGE, VA, 2...

Community: Four Seasons at Virginia Crossing

Heritage Hunt

17657 GLASS RIDGE PL, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$585,000

4 beds

3 baths

2,156 sq ft

17657 GLASS RIDGE PL, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Watershed

2106 FOXGLOVE LN, LAUREL, MD, 20724, Laurel, MD 20724

$689,990

3 beds

2 baths

31,980 sq ft

2106 FOXGLOVE LN, LAUREL, MD, 20724

Community: Watershed

Robinson Manor

14714 GRAND CRU LOOP, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$750,000

4 beds

4 baths

2,651 sq ft

14714 GRAND CRU LOOP, GAINESVILLE, VA, 2...

Community: Robinson Manor

Bay Bridge Cove

932 MOORINGS CIR 4, STEVENSVILLE, MD, 21..., Stevensville, MD 21666

$568,000

2 beds

2 baths

2,088 sq ft

Condo

932 MOORINGS CIR 4, STEVENSVILLE, MD, 21...

Community: Bay Bridge Cove

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906

$357,900

2 beds

2 baths

1,335 sq ft

Condo

3200 N LEISURE WORLD BLVD 308, SILVER SP...

Community: Leisure World® of Maryland

Watershed

1358 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724

$599,990

4 beds

3 baths

3,040 sq ft

1358 CRESTED WOOD DR, LAUREL, MD, 20724

Community: Watershed

Carroll Vista

518 CLUBSIDE DR 240, TANEYTOWN, MD, 2178..., Taneytown, MD 21787

$379,900

2 beds

2 baths

1,404 sq ft

Condo

518 CLUBSIDE DR 240, TANEYTOWN, MD, 2178...

Community: Carroll Vista

Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 619, SILVER SP..., Silver Spring, MD 20906

$320,000

2 beds

2 baths

1,035 sq ft

Condo

3100 N LEISURE WORLD BLVD 619, SILVER SP...

Community: Leisure World® of Maryland

The Villages At Woodholme

8522 MOUNTAINHOLLY DR, PIKESVILLE, MD, 2..., Pikesville, MD 21208

$450,000

3 beds

4 baths

3,811 sq ft

8522 MOUNTAINHOLLY DR, PIKESVILLE, MD, 2...

Community: The Villages At Woodholme

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

Questions? Call us: (443) 647-4690

Gatherings at Cabin Branch

13220 PETREL ST 4205, CLARKSBURG, MD, 20..., Clarksburg, MD 20871

$499,990

2 beds

2 baths

1,529 sq ft

Condo

13220 PETREL ST 4205, CLARKSBURG, MD, 20...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$499,990

2 beds

2 baths

1,529 sq ft

Condo

13220 PETREL ST 4205, CLARKSBURG, MD, 20...

Community: The Village at Cabin Branch

Leisure World® of Maryland

3310 N LEISURE WORLD BLVD 6-611, SILVER ..., Silver Spring, MD 20906

$230,000

2 beds

2 baths

1,195 sq ft

Condo

3310 N LEISURE WORLD BLVD 6-611, SILVER ...

Community: Leisure World® of Maryland

Winifred Manor

2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$230,000

2 beds

2 baths

1,000 sq ft

Condo

2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2...

Community: Winifred Manor

Carroll's Creek

1409 WIGEON WAY 104, GAMBRILLS, MD, 2105..., Gambrills, MD 21054

$440,000

3 beds

2 baths

1,777 sq ft

Condo

1409 WIGEON WAY 104, GAMBRILLS, MD, 2105...

Community: Carroll's Creek

Birchwood at Brambleton

42734 CUMULUS TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$895,000

4 beds

4 baths

3,026 sq ft

42734 CUMULUS TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Regency at Dominion Valley

15296 WESTHAM CT, HAYMARKET, VA, 20169, Haymarket, VA 20169

$570,000

3 beds

4 baths

2,133 sq ft

Condo

15296 WESTHAM CT, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Leisure World® of Maryland

14802 LINDSEY LN 225-B, SILVER SPRING, M..., Silver Spring, MD 20906

$289,900

2 beds

1 baths

850 sq ft

Condo

14802 LINDSEY LN 225-B, SILVER SPRING, M...

Community: Leisure World® of Maryland

Four Seasons at Kent Island

111 MARSHGRASS WAY 21, CHESTER, MD, 2161..., Chester, MD 21619

$680,000

3 beds

3 baths

2,602 sq ft

Condo

111 MARSHGRASS WAY 21, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Winding Creek

109 PINNACLE RDG, ANNVILLE, PA, 17003, Annville, PA 17003

$475,000

3 beds

2 baths

1,939 sq ft

109 PINNACLE RDG, ANNVILLE, PA, 17003

Community: Winding Creek

Sagebrook

862 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315

$389,990

2 beds

2 baths

862 SHADOWBROOKE DR, DOVER, PA, 17315

Community: Sagebrook

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

Questions? Call us: (443) 647-4690

Heritage Hunt

6921 NETHERSTONE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$719,999

3 beds

3 baths

2,520 sq ft

6921 NETHERSTONE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Cameron Grove

13109 FOX BOW DR, UPPER MARLBORO, MD, 20..., Upper Marlboro, MD 20774

$450,000

3 beds

2 baths

2,199 sq ft

13109 FOX BOW DR, UPPER MARLBORO, MD, 20...

Community: Cameron Grove

1 2 3 4 5 6 7 8 9 10 11 12 13 14…17

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 1058 days. The average price of homes for sale in this community is approximately $434,597, 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 $434,597.

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

655 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: May 28, 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 8

160 communities near New Windsor

655 homes near New Windsor

2 beds

2 baths

1,499 sq ft

Condo

2 beds

3 baths

2,057 sq ft

2 beds

2 baths

1,073 sq ft

Condo

3 beds

2 baths

1,834 sq ft

2 beds

3 baths

1,811 sq ft

Condo

4 beds

4 baths

3,783 sq ft

Condo

3 beds

2 baths

1,840 sq ft

3 beds

4 baths

3,350 sq ft

Condo

2 beds

2 baths

Condo

3 beds

4 baths

3,811 sq ft

Condo

5 beds

5 baths

3,225 sq ft

3 beds

3 baths

2,208 sq ft

1 beds

1 baths

990 sq ft

Condo

3 beds

2 baths

1,850 sq ft

Condo

2 beds

2 baths

1,445 sq ft

Condo

2 beds

2 baths

1,345 sq ft

Condo

4 beds

4 baths

3,711 sq ft

2 beds

2 baths

1,415 sq ft

Condo

4 beds

3 baths

2,156 sq ft

3 beds

2 baths

31,980 sq ft

4 beds

4 baths

2,651 sq ft

2 beds

2 baths

2,088 sq ft