New Windsor, MD 55+ active adult communities & homes for sale - Page 7

608 homes near New Windsor

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2.3 rating (3 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

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

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Winding Creek

$300ks - $700ks

Winding Creek, Palmyra, PA

New Construction | 55+ age-restricted | Built 2021 - present | 82 homes

The Village at Cabin Bran...

$500ks

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

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

Element at Mill Creek

$400ks - $600ks

Element at Mill Creek, Annapolis, MD

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

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

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

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

The Flats at Northside

$600ks - $1Ms

The Flats at Northside, Potomac, MD

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

Traditions of America at ...

$400ks - $600ks

Traditions of America at ..., Mechanicsburg, PA

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

5 rating (1 reviews)

Two Rivers

$500ks - $700ks

Two Rivers, Odenton, MD

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

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

Bay Bridge Cove

$300ks - $500ks

Bay Bridge Cove, Stevensville, MD

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

5 rating (1 reviews)

Snowden Overlook

$300ks - $600ks

Snowden Overlook, Columbia, MD

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

5 rating (1 reviews)

Regency at Dominion Valle...

$300ks - $1Ms

Regency at Dominion Valle..., Haymarket, VA

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

Beechfield Manors

$200ks - $400ks

Beechfield Manors, Bowie, MD

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

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

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

Questions? Call us: (443) 647-4690

Tanyard Shores

$400ks - $500ks

Tanyard Shores, Glen Burnie, MD

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

Gerst Farm

$500ks - $700ks

Gerst Farm, Perry Hall, MD

New Construction | 55+ age-restricted | Built 2026 - present | 202 homes

5 rating (1 reviews)

Alden Place

$300ks - $600ks

Alden Place, Lebanon, PA

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

Montebello

$500ks - $1Ms

Montebello, Sterling, VA

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

3 rating (2 reviews)

Dunbarton

$300ks - $500ks

Dunbarton, Bristow, VA

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

Legacy at Gateway

$300ks

Legacy at Gateway, Bel Air, MD

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes

Cromwell 55+

$300ks - $900ks

Cromwell 55+, Ijamsville, MD

New Construction | 55+ age-restricted | Built 2024 - present | 488 homes

Four Seasons at Virginia ...

$400ks - $500ks

Four Seasons at Virginia ..., Woodbridge, VA

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

Briar Lake

$300ks - $400ks

Briar Lake, Lebanon, PA

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 113 homes

Carroll's Creek

$300ks

Carroll's Creek, Gambrills, MD

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

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

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

Questions? Call us: (443) 647-4690

Legacy at Fallston Common...

$500ks

Legacy at Fallston Common..., Fallston, MD

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

Sagebrook

$300ks - $400ks

Sagebrook, Dover, PA

New and Resale | 55+ age-restricted | Built 2020 - present | 194 homes

1 2 3 4...5

Penn National

6566 FAIRWAY DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222

$550,000

4 beds

5 baths

3,348 sq ft

6566 FAIRWAY DR, FAYETTEVILLE, PA, 17222

Community: Penn National

Element at Mill Creek

76 OLD MILL BOTTOM RD 205, ANNAPOLIS, MD..., Annapolis, MD 21409

$825,000

3 beds

3 baths

1,729 sq ft

Condo

76 OLD MILL BOTTOM RD 205, ANNAPOLIS, MD...

Community: Element at Mill Creek

Element at Mill Creek

78 OLD MILL BOTTOM RD 307, ANNAPOLIS, MD..., Annapolis, MD 21409

$499,900

2 beds

2 baths

1,318 sq ft

Condo

78 OLD MILL BOTTOM RD 307, ANNAPOLIS, MD...

Community: Element at Mill Creek

Leisure World® of Maryland

14809 PENNFIELD CIR 402, SILVER SPRING, ..., Silver Spring, MD 20906

$340,000

2 beds

2 baths

1,167 sq ft

Condo

14809 PENNFIELD CIR 402, SILVER SPRING, ...

Community: Leisure World® of Maryland

Four Seasons at Elm Tree

1546 EMERSON DR, MOUNT JOY, PA, 17552, Mount Joy, PA 17552

$550,000

3 beds

3 baths

3,561 sq ft

1546 EMERSON DR, MOUNT JOY, PA, 17552

Community: Four Seasons at Elm Tree

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

Questions? Call us: (443) 647-4690

Amblebrook

26 CHOKEBERRY WAY, GETTYSBURG, PA, 17325, Gettysburg, PA 17325

$399,900

3 beds

2 baths

1,812 sq ft

26 CHOKEBERRY WAY, GETTYSBURG, PA, 17325

Community: Amblebrook

Crestwood Village

6864 SNOWBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$474,900

2 beds

2 baths

1,749 sq ft

6864 SNOWBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Four Seasons at Kent Island

154 BLUEBELL CT, CHESTER, MD, 21619, Chester, MD 21619

$995,000

3 beds

3 baths

3,434 sq ft

154 BLUEBELL CT, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

Emerald Pointe

19404 AMETHYST DR V59, HAGERSTOWN, MD, 2..., Hagerstown, MD 21742

$624,900

4 beds

3 baths

2,559 sq ft

19404 AMETHYST DR V59, HAGERSTOWN, MD, 2...

Community: Emerald Pointe

Two Rivers

3017 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113

$715,000

2 beds

3 baths

2,324 sq ft

3017 SUNNY RIDGE DR, ODENTON, MD, 21113

Community: Two Rivers

Winding Creek

508 STONE GATE BLVD, ANNVILLE, PA, 17003, Annville, PA 17003

$494,900

2 beds

2 baths

1,714 sq ft

508 STONE GATE BLVD, ANNVILLE, PA, 17003

Community: Winding Creek

Leisure World® of Maryland

3352 CHISWICK CT 57-3E, SILVER SPRING, M..., Silver Spring, MD 20906

$91,000

1 beds

1 baths

800 sq ft

Condo

3352 CHISWICK CT 57-3E, SILVER SPRING, M...

Community: Leisure World® of Maryland

Village Crest

8245 STONE CROP DR E, ELLICOTT CITY, MD,..., Ellicott City, MD 21043

$385,000

2 beds

2 baths

1,574 sq ft

Condo

8245 STONE CROP DR E, ELLICOTT CITY, MD,...

Community: Village Crest

Gatherings at Lyndwood

7315 MAPLECREST RD 104, ELKRIDGE, MD, 21..., Elkridge, MD 21075

$390,000

2 beds

2 baths

1,500 sq ft

Condo

7315 MAPLECREST RD 104, ELKRIDGE, MD, 21...

Community: Gatherings at Lyndwood

Snowden Overlook

8791 ENDLESS OCEAN WAY 68, COLUMBIA, MD,..., Columbia, MD 21045

$769,000

4 beds

5 baths

5,057 sq ft

Condo

8791 ENDLESS OCEAN WAY 68, COLUMBIA, MD,...

Community: Snowden Overlook

Leisure World® of Maryland

3100 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906

$319,000

2 beds

2 baths

1,325 sq ft

Condo

3100 N LEISURE WORLD BLVD 420, SILVER SP...

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

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

$255,000

3 beds

2 baths

1,340 sq ft

Condo

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

Community: Leisure World® of Maryland

Ballenger Run

5311 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703

$519,900

3 beds

4 baths

2,868 sq ft

5311 CRAPE MYRTLE DR, FREDERICK, MD, 217...

Community: Ballenger Run

Cadence at Lansdowne

43865 CASTAWAY CAY TER, LEESBURG, VA, 20..., Leesburg, VA 20176

$815,000

3 beds

3 baths

2,643 sq ft

43865 CASTAWAY CAY TER, LEESBURG, VA, 20...

Community: Cadence at Lansdowne

Liberty Grove

9970 WELLINGTON RD, MANASSAS, VA, 20110, Manassas, VA 20110

$565,000

3 beds

4 baths

2,404 sq ft

Condo

9970 WELLINGTON RD, MANASSAS, VA, 20110

Community: Liberty Grove

Birchwood at Brambleton

23600 RAYTOWN TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$846,046

3 beds

4 baths

2,742 sq ft

23600 RAYTOWN TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

The Paddock at Equine Meadows

131 PALOMINO WAY 232, RED LION, PA, 1735..., Red Lion, PA 17356

$395,500

2 beds

3 baths

2,803 sq ft

Condo

131 PALOMINO WAY 232, RED LION, PA, 1735...

Community: The Paddock at Equine Meadows

Courtyards at Waverly Woods East

11180 CHAMBERS CT P, WOODSTOCK, MD, 2116..., Woodstock, MD 21163

$450,000

2 beds

2 baths

1,614 sq ft

Condo

11180 CHAMBERS CT P, WOODSTOCK, MD, 2116...

Community: Courtyards at Waverly Woods East

The Flats at Heathcote Village by Del Webb

6099 AZURITE WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$742,083

3 beds

3 baths

2,763 sq ft

6099 AZURITE WAY, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

Gerst Farm

9412 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$589,985

3 beds

3 baths

2,690 sq ft

9412 GERST RD, PERRY HALL, MD, 21128

Community: Gerst Farm

The Flats at Heathcote Village by Del Webb

5926 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169

$831,324

3 beds

3 baths

2,763 sq ft

5926 SUNSTONE LN, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

The Flats at Heathcote Village by Del Webb

5928 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169

$809,871

3 beds

4 baths

2,763 sq ft

5928 SUNSTONE LN, HAYMARKET, VA, 20169

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

Two Rivers

1339 CHICORY WAY, ODENTON, MD, 21113, Odenton, MD 21113

$820,000

3 beds

2 baths

2,160 sq ft

1339 CHICORY WAY, ODENTON, MD, 21113

Community: Two Rivers

Four Seasons at Kent Island

1000 HERONS NEST WAY 43, CHESTER, MD, 21..., Chester, MD 21619

$595,000

2 beds

3 baths

1,832 sq ft

Condo

1000 HERONS NEST WAY 43, CHESTER, MD, 21...

Community: Four Seasons at Kent Island

Dunbarton

$739,999

5 beds

3 baths

3,322 sq ft

12975 DUNBARTON DR, BRISTOW, VA, 20136

Community: Dunbarton

Winding Creek

$641,800

2 beds

2 baths

1,884 sq ft

504 WINDING CREEK BLVD, ANNVILLE, PA, 17...

Community: Winding Creek

Leisure World® of Maryland

3322 CHISWICK CT 61-1F, SILVER SPRING, M..., Silver Spring, MD 20906

$98,000

1 beds

1 baths

635 sq ft

3322 CHISWICK CT 61-1F, SILVER SPRING, M...

Community: Leisure World® of Maryland

Amblebrook

101 ELDERBERRY WAY, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$398,990

3 beds

2 baths

1,736 sq ft

101 ELDERBERRY WAY, GETTYSBURG, PA, 1732...

Community: Amblebrook

Leisure World® of Maryland

15107 INTERLACHEN DR 2-620, SILVER SPRIN..., Silver Spring, MD 20906

$212,500

2 beds

2 baths

990 sq ft

Condo

15107 INTERLACHEN DR 2-620, SILVER SPRIN...

Community: Leisure World® of Maryland

Liberty Grove

8609 LIBERTY TRL, MANASSAS, VA, 20110, Manassas, VA 20110

$595,000

3 beds

4 baths

2,404 sq ft

Condo

8609 LIBERTY TRL, MANASSAS, VA, 20110

Community: Liberty Grove

Heritage Harbour

2656 SHADOW CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$655,900

4 beds

3 baths

2,208 sq ft

Condo

2656 SHADOW CV, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

The Enclave at Ellicott Station

2605 ROCKHAMPTON RD, ELLICOTT CITY, MD, ..., Ellicott City, MD 21042

$745,000

5 beds

4 baths

3,555 sq ft

2605 ROCKHAMPTON RD, ELLICOTT CITY, MD, ...

Community: The Enclave at Ellicott Station

Village Crest

8155 CYPRUS CEDAR LN K, ELLICOTT CITY, M..., Ellicott City, MD 21043

$399,000

2 beds

2 baths

1,330 sq ft

Condo

8155 CYPRUS CEDAR LN K, ELLICOTT CITY, M...

Community: Village Crest

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

Questions? Call us: (443) 647-4690

Heritage Hunt

13728 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$699,000

3 beds

3 baths

2,320 sq ft

13728 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Cameron Grove

13310 NEW ACADIA LN 107, UPPER MARLBORO,..., Upper Marlboro, MD 20774

$265,000

1 beds

1 baths

1,025 sq ft

Condo

13310 NEW ACADIA LN 107, UPPER MARLBORO,...

Community: Cameron Grove

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 1086 days. The average price of homes for sale in this community is approximately $434,500, 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 $434,500.

Want more information about active adult communities around New Windsor?

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608 homes

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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.
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REIN updates its listings on a daily basis. Data last updated: Jul 30, 2026.
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New Windsor, MD 55+ active adult communities & homes for sale - Page 7

162 communities near New Windsor

608 homes near New Windsor

4 beds

5 baths

3,348 sq ft

3 beds

3 baths

1,729 sq ft

Condo

2 beds

2 baths

1,318 sq ft

Condo

2 beds

2 baths

1,167 sq ft

Condo

3 beds

3 baths

3,561 sq ft

3 beds

2 baths

1,812 sq ft

2 beds

2 baths

1,749 sq ft

3 beds

3 baths

3,434 sq ft

4 beds

3 baths

2,559 sq ft

2 beds

3 baths

2,324 sq ft

2 beds

2 baths

1,714 sq ft

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,574 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

4 beds

5 baths

5,057 sq ft

Condo

2 beds

2 baths

1,325 sq ft

Condo

3 beds

2 baths

1,340 sq ft

Condo

3 beds

4 baths

2,868 sq ft

3 beds

3 baths

2,643 sq ft

3 beds

4 baths

2,404 sq ft

Condo

3 beds

4 baths

2,742 sq ft

2 beds

3 baths

2,803 sq ft

Condo