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

544 homes near New Windsor

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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

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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

2 CAMERON GROVE BLVD 109, UPPER MARLBORO...

Community: Cameron Grove

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Questions? Call us: (443) 647-4690

Cameron Grove

13216 FOX BOW DR 305, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774

$326,000

2 beds

2 baths

1,289 sq ft

Condo

13216 FOX BOW DR 305, UPPER MARLBORO, MD...

Community: Cameron Grove

New Leisure World® of Maryland

15101 INTERLACHEN DR 1-326, SILVER SPRIN..., Silver Spring, MD 20906

$235,000

2 beds

2 baths

1,210 sq ft

Condo

15101 INTERLACHEN DR 1-326, SILVER SPRIN...

Community: Leisure World® of Maryland

Heritage Harbour

772 BALLAST WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$630,000

3 beds

3 baths

2,704 sq ft

772 BALLAST WAY, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

Central Parke at Victoria Falls

7321 BIRDCHERRY LN, LAUREL, MD, 20707, Laurel, MD 20707

$515,000

3 beds

3 baths

1,864 sq ft

7321 BIRDCHERRY LN, LAUREL, MD, 20707

Community: Central Parke at Victoria Falls

Leisure World® of Maryland

15121 GLADE DR 13-2F, SILVER SPRING, MD,..., Silver Spring, MD 20906

$179,900

1 beds

2 baths

946 sq ft

Condo

15121 GLADE DR 13-2F, SILVER SPRING, MD,...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3301 S LEISURE WORLD BLVD 99-1H, SILVER ..., Silver Spring, MD 20906

$96,500

1 beds

1 baths

635 sq ft

Condo

3301 S LEISURE WORLD BLVD 99-1H, SILVER ...

Community: Leisure World® of Maryland

The Enclave at Ellicott Hills

2550 KENSINGTON GDNS 107, ELLICOTT CITY,..., Ellicott City, MD 21043

$449,900

3 beds

2 baths

2,559 sq ft

Condo

2550 KENSINGTON GDNS 107, ELLICOTT CITY,...

Community: The Enclave at Ellicott Hills

Cedar Ridge at Piney Orchard

8621 FLUTTERING LEAF TRL 305, ODENTON, M..., Odenton, MD 21113

$377,000

2 beds

2 baths

1,500 sq ft

Condo

8621 FLUTTERING LEAF TRL 305, ODENTON, M...

Community: Cedar Ridge at Piney Orchard

Cameron Grove

$324,900

2 beds

2 baths

1,364 sq ft

Condo

1 CAMERON GROVE BLVD 301, UPPER MARLBORO...

Community: Cameron Grove

Leisure World® of Maryland

3630 GLENEAGLES DR 8-2B, SILVER SPRING, ..., Silver Spring, MD 20906

$122,000

1 beds

1 baths

800 sq ft

Condo

3630 GLENEAGLES DR 8-2B, 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

15107 INTERLACHEN DR 2-815, SILVER SPRIN..., Silver Spring, MD 20906

$220,000

2 beds

2 baths

1,120 sq ft

Condo

15107 INTERLACHEN DR 2-815, SILVER SPRIN...

Community: Leisure World® of Maryland

Leisure World® of Maryland

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

$590,000

3 beds

2 baths

1,320 sq ft

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

Community: Leisure World® of Maryland

Leisure World® of Maryland

3618 GLENEAGLES DR 7-2E, SILVER SPRING, ..., Silver Spring, MD 20906

$95,000

1 beds

1 baths

800 sq ft

Condo

3618 GLENEAGLES DR 7-2E, SILVER SPRING, ...

Community: Leisure World® of Maryland

Courtyards at Waverly Woods East

11120 CHAMBERS CT Q, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$465,000

2 beds

2 baths

1,614 sq ft

Condo

11120 CHAMBERS CT Q, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

Cameron Grove

1 ROSEBUD CT, UPPER MARLBORO, MD, 20774, Upper Marlboro, MD 20774

$400,000

2 beds

2 baths

1,298 sq ft

1 ROSEBUD CT, UPPER MARLBORO, MD, 20774

Community: Cameron Grove

Eden Brook

1014 SAMANTHA LN APT 102, ODENTON, MD, 2..., Odenton, MD 21113

$349,900

2 beds

2 baths

1,609 sq ft

Condo

1014 SAMANTHA LN APT 102, ODENTON, MD, 2...

Community: Eden Brook

Leisure World® of Maryland

15107 INTERLACHEN DR 2-321, SILVER SPRIN..., Silver Spring, MD 20906

$216,900

2 beds

2 baths

990 sq ft

15107 INTERLACHEN DR 2-321, SILVER SPRIN...

Community: Leisure World® of Maryland

Carroll Vista

172 SADDLETOP DR # 364, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$329,900

1 beds

2 baths

1,419 sq ft

Condo

172 SADDLETOP DR # 364, TANEYTOWN, MD, 2...

Community: Carroll Vista

Tanyard Shores

7728 PESTLE LN, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060

$599,999

4 beds

4 baths

3,922 sq ft

7728 PESTLE LN, GLEN BURNIE, MD, 21060

Community: Tanyard Shores

Colonial Charles

10588 SHOOTING STAR LN, WALDORF, MD, 206..., Waldorf, MD 20603

$410,000

2 beds

2 baths

2,220 sq ft

10588 SHOOTING STAR LN, WALDORF, MD, 206...

Community: Colonial Charles

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

Questions? Call us: (443) 647-4690

Four Seasons at Kent Island

200 HARRIER WAY 21, CHESTER, MD, 21619, Chester, MD 21619

$679,900

3 beds

3 baths

2,600 sq ft

Condo

200 HARRIER WAY 21, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

The Village at Freedom Hills

13946 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$399,900

2 beds

2 baths

1,484 sq ft

13946 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

Ellicott Meadows

11940 HAMPSTEAD GRN 73, ELLICOTT CITY, M..., Ellicott City, MD 21042

$849,000

4 beds

4 baths

4,171 sq ft

Condo

11940 HAMPSTEAD GRN 73, ELLICOTT CITY, M...

Community: Ellicott Meadows

Element at Mill Creek

78 OLD MILL BOTTOM RD N APT 107, ANNAPOL..., Annapolis, MD 21409

$489,900

2 beds

2 baths

1,318 sq ft

Condo

78 OLD MILL BOTTOM RD N APT 107, ANNAPOL...

Community: Element at Mill Creek

Carroll Vista

840 HORSESHOE LN # 171, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$369,900

3 beds

3 baths

1,707 sq ft

Condo

840 HORSESHOE LN # 171, TANEYTOWN, MD, 2...

Community: Carroll Vista

Heritage Harbour

2612 QUIET WATER CV # 24, ANNAPOLIS, MD,..., Annapolis, MD 21401

$499,999

2 beds

2 baths

1,410 sq ft

Condo

2612 QUIET WATER CV # 24, ANNAPOLIS, MD,...

Community: Heritage Harbour

Leisure World® of Maryland

3200 N LEISURE WORLD BLVD 407, SILVER SP..., Silver Spring, MD 20906

$340,000

2 beds

2 baths

1,315 sq ft

Condo

3200 N LEISURE WORLD BLVD 407, SILVER SP...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15111 GLADE DR 12-3D, SILVER SPRING, MD,..., Silver Spring, MD 20906

$225,000

2 beds

2 baths

1,273 sq ft

Condo

15111 GLADE DR 12-3D, SILVER SPRING, MD,...

Community: Leisure World® of Maryland

Carroll's Creek

1405 WIGEON WAY UNIT 206, GAMBRILLS, MD,..., Gambrills, MD 21054

$389,900

2 beds

2 baths

1,498 sq ft

Condo

1405 WIGEON WAY UNIT 206, GAMBRILLS, MD,...

Community: Carroll's Creek

Eden Brook

2605 CLARION CT APT 303, ODENTON, MD, 21..., Odenton, MD 21113

$370,000

2 beds

2 baths

1,611 sq ft

Condo

2605 CLARION CT APT 303, ODENTON, MD, 21...

Condo

2231 JOHN GRAVEL RD L, MARRIOTTSVILLE, M...

Community: The Courtyards at Waverly Woods

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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?

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Want to learn more about 55+ communities in New Windsor?

Call us: (443) 647-4690

544 homes near New Windsor

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REIN updates its listings on a daily basis. Data last updated: Nov 17, 2025.
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New Windsor, MD 55+ active adult communities & homes for sale

152 communities near New Windsor

544 homes near New Windsor

3 beds

3 baths

1,530 sq ft

Condo

2 beds

2 baths

1,422 sq ft

Condo

2 beds

2 baths

1,218 sq ft

Condo

2 beds

2 baths

1,087 sq ft

Condo

2 beds

2 baths

1,227 sq ft

Condo

2 beds

2 baths

1,289 sq ft

Condo

2 beds

2 baths

1,210 sq ft

Condo

3 beds

3 baths

2,704 sq ft

3 beds

3 baths

1,864 sq ft

1 beds

2 baths

946 sq ft

Condo

1 beds

1 baths

635 sq ft

Condo

3 beds

2 baths

2,559 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,364 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,120 sq ft

Condo

3 beds

2 baths

1,320 sq ft

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,614 sq ft

Condo

2 beds

2 baths

1,298 sq ft

2 beds