New Windsor, MD 55+ active adult communities & homes for sale - Page 3

162 communities near New Windsor

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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

4 rating (2 reviews)

Carmella

$400ks - $500ks

Carmella, Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 2007 - 2017 | 190 homes

Central Parke at Lowes Is...

$300ks - $600ks

Central Parke at Lowes Is..., Sterling, VA

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 homes

Liberty Grove

$200ks - $300ks

Liberty Grove, Manassas, VA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 61 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

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3.7 rating (3 reviews)

Four Seasons at Ashburn V...

$300ks - $400ks

Four Seasons at Ashburn V..., Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 80 homes

HiddenBrooke

$400ks - $600ks

HiddenBrooke, West Springfield, VA

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 91 homes

Belmont Bay

$300ks - $600ks

Belmont Bay, Woodbridge, VA

New and Resale | Age-targeted | Built 2007 - present | 155 homes

Suffield Meadows

$400ks

Suffield Meadows, Warrenton, VA

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 112 homes

Walhaven at Kingstowne

$600ks - $700ks

Walhaven at Kingstowne, Franconia, VA

Resale Only | 55+ age-restricted | Built 2018 - 2019 | 32 homes

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Cortland Park

$300ks - $600ks

Cortland Park, Mechanicsburg, PA

New and Resale | 55+ age-restricted | Built 2020 - present | 104 homes

Watershed

$600ks - $700ks

Watershed, Laurel, MD

New Construction | 55+ age-restricted | 84 homes

McKinsey Park

$300ks - $400ks

McKinsey Park, Severna Park, MD

Resale Only | 55+ age-restricted | Built 1993 - 2002 | 89 homes

Grace Woods 55+

$400ks

Grace Woods 55+, Aberdeen, MD

New Construction | 55+ age-restricted | Built 2025 - present | 96 homes

Gatherings at Potomac Sta...

$400ks - $500ks

Gatherings at Potomac Sta..., Leesburg, VA

New Construction | 55+ age-restricted | Built 2023 - 2024 | 55 homes

3.5 rating (4 reviews)

Bent Creek Crossing

$300ks

Bent Creek Crossing, Mechanicsburg, PA

Resale Only | 55+ age-restricted | Built 1998 - 2004 | 110 homes

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Questions? Call us: (443) 647-4690

Country Manor

$200ks

Country Manor, Shippensburg, PA

Resale Only | 55+ age-restricted | Built 2000 - 2018 | 130 homes

Wynfield at Annville

$400ks - $600ks

Wynfield at Annville, Annville, PA

New Construction | 55+ age-restricted | Built 2022 - present | 95 homes

5 rating (2 reviews)

Arbor Gate

$200ks

Arbor Gate, Myerstown, PA

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

The Aspens

$200ks - $300ks

The Aspens, Lebanon, PA

Resale Only | 55+ age-restricted | Built 1995 - 2007 | 58 homes

Gatherings at Perry Hall ...

$400ks - $500ks

Gatherings at Perry Hall ..., Perry Hall, MD

New Construction | 55+ age-restricted | Built 2024 - present | 45 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

Lexington 7

$600ks - $700ks

Lexington 7, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes

Walden Woods

$500ks - $600ks

Walden Woods, Laurel, MD

Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes

The Signature at Broadlan...

$300ks - $400ks

The Signature at Broadlan..., Ashburn, VA

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 45 homes

Railroad Cottages

$700ks - $900ks

Railroad Cottages, Falls Church, VA

Resale Only | 55+ age-restricted | Built 2019 - 2021 | 10 homes

Timber Villa

$100ks - $200ks

Timber Villa, Elizabethtown, PA

Resale Only | 55+ age-restricted | Built 1971 - 1999 | 102 homes

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

Questions? Call us: (443) 647-4690

Eden Brook by Miller &...

$600ks - $800ks

Eden Brook by Miller &..., Columbia, MD

Resale Only | 55+ age-restricted | Built 2020 - 2021 | 24 homes

Carter's Mill

$400ks - $700ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

The Retreat at Poland Hil...

$800ks

The Retreat at Poland Hil..., Chantilly, VA

Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes

Guilford Mews

$300ks - $400ks

Guilford Mews, Jessup, MD

New and Resale | 55+ age-restricted | Built 2010 - present | 26 homes

Winifred Manor

$200ks

Winifred Manor, Eldersburg, MD

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

Blue Ridge

$300ks - $400ks

Blue Ridge, Harrisburg, PA

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

Lexington Square

$800ks - $1Ms

Lexington Square, Ashburn, VA

New Construction | 55+ age-restricted | Built 2024 - present | 23 homes

Eden Brook

$200ks - $300ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

Cherry Tree

$200ks - $300ks

Cherry Tree, Hanover, PA

New Construction | 55+ age-restricted | Built 2018 - present | 100 homes

Inspire at Legacy Park

Inspire at Legacy Park, Mechanicsburg, PA

New Construction | 55+ age-restricted

Trotter's Retreat

$900ks - $1Ms

Trotter's Retreat, Clarksville, MD

New Construction | 55+ age-restricted | Built 2025 - present | 25 homes

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

Questions? Call us: (443) 647-4690

Liberty Place

$300ks - $400ks

Liberty Place, Sykesville, MD

Resale Only | 55+ age-restricted | Built 2023 - present | 54 homes

The Enclave at Hines Farm

The Enclave at Hines Farm, Laurel, MD

Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes

1 2 3 4...5

New Bent Creek Crossing

2 REDBUD DR, MECHANICSBURG, PA, 17050, Mechanicsburg, PA 17050

$339,000

3 beds

3 baths

2,300 sq ft

Condo

2 REDBUD DR, MECHANICSBURG, PA, 17050

Community: Bent Creek Crossing

Heritage Hunt

$399,900

2 beds

2 baths

1,292 sq ft

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...

Community: Heritage Hunt

Four Seasons at Kent Island

2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619

$700,000

3 beds

3 baths

2,602 sq ft

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...

Community: Four Seasons at Kent Island

Four Seasons at Kent Island

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619

$700,000

2 beds

3 baths

2,003 sq ft

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...

Community: Four Seasons at Kent Island

Amblebrook

203 HIGHLAND WAY 3, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325

$569,990

2 beds

2 baths

2,130 sq ft

203 HIGHLAND WAY 3, GETTYSBURG, PA, 1732...

Community: Amblebrook

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Questions? Call us: (443) 647-4690

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

Amblebrook

328 HIGHLAND WAY 170, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$499,990

2 beds

2 baths

1,661 sq ft

328 HIGHLAND WAY 170, GETTYSBURG, PA, 17...

Community: Amblebrook

Amblebrook

321 HIGHLAND WAY 160, GETTYSBURG, PA, 17..., Gettysburg, PA 17325

$449,900

2 beds

2 baths

1,409 sq ft

321 HIGHLAND WAY 160, GETTYSBURG, PA, 17...

Community: Amblebrook

New Nells Acres

823 HERMAN WAY, SYKESVILLE, MD, 21784, Sykesville, MD 21784

$585,000

3 beds

4 baths

2,332 sq ft

823 HERMAN WAY, SYKESVILLE, MD, 21784

Community: Nells Acres

New Creek View

114 GLENRIDGE DR, CARLISLE, PA, 17015, Carlisle, PA 17015

$249,937

2 beds

2 baths

1,208 sq ft

114 GLENRIDGE DR, CARLISLE, PA, 17015

Community: Creek View

New Creek View

118 GLENRIDGE DR, CARLISLE, PA, 17015, Carlisle, PA 17015

$269,710

2 beds

2 baths

1,408 sq ft

118 GLENRIDGE DR, CARLISLE, PA, 17015

Community: Creek View

New Leisure World® of Maryland

2921 N LEISURE WORLD BLVD 1-122, SILVER ..., Silver Spring, MD 20906

$145,000

2 beds

2 baths

953 sq ft

Condo

2921 N LEISURE WORLD BLVD 1-122, SILVER ...

Community: Leisure World® of Maryland

New Heritage Harbour

2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ..., Annapolis, MD 21401

$349,900

2 beds

2 baths

1,046 sq ft

Condo

2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ...

Community: Heritage Harbour

New Amblebrook

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

$406,990

3 beds

2 baths

1,736 sq ft

109 ELDERBERRY WAY, GETTYSBURG, PA, 1732...

Community: Amblebrook

New Snowden Overlook

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2..., Columbia, MD 21045

$750,000

3 beds

5 baths

4,208 sq ft

Condo

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2...

Community: Snowden Overlook

New Four Seasons at Kent Island

216 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619

$1,400,000

2 beds

3 baths

2,010 sq ft

216 KINGFISHER LN, CHESTER, MD, 21619

Community: Four Seasons at Kent Island

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New Four Seasons at Kent Island

102 BOATSWAIN WAY 2912, CHESTER, MD, 216..., Chester, MD 21619

$609,990

2 beds

3 baths

2,003 sq ft

Condo

102 BOATSWAIN WAY 2912, CHESTER, MD, 216...

Community: Four Seasons at Kent Island

New Penn National

6873 OLD COURSE RD, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222

$789,000

4 beds

4 baths

4,605 sq ft

6873 OLD COURSE RD, FAYETTEVILLE, PA, 17...

Community: Penn National

New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-427, SILVER ..., Silver Spring, MD 20906

$260,000

2 beds

2 baths

1,138 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-427, SILVER ...

Community: Leisure World® of Maryland

New Leisure World® of Maryland

2901 S LEISURE WORLD BLVD 401, SILVER SP..., Silver Spring, MD 20906

$515,000

3 beds

2 baths

1,789 sq ft

Condo

2901 S LEISURE WORLD BLVD 401, SILVER SP...

Community: Leisure World® of Maryland

New The Village at Foxfield

4 LAMAR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$475,000

2 beds

2 baths

1,359 sq ft

4 LAMAR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

New The Village at Foxfield

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

$625,000

3 beds

3 baths

2,208 sq ft

7 DERR LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

New 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

New Regency at Dominion Valley

15110 HEATHER MILL LN 307, HAYMARKET, VA..., Haymarket, VA 20169

$439,900

2 beds

2 baths

1,538 sq ft

Condo

15110 HEATHER MILL LN 307, HAYMARKET, VA...

Community: Regency at Dominion Valley

New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-820, SILVER ..., Silver Spring, MD 20906

$178,000

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-820, SILVER ...

Community: Leisure World® of Maryland

New Crestwood Village

5661 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$415,000

2 beds

2 baths

1,297 sq ft

5661 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

New Gerst Farm

9409 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$719,990

3 beds

3 baths

9409 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

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

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New Gerst Farm

9314 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128

$579,990

3 beds

3 baths

9314 FOUNDERS LN, PERRY HALL, MD, 21128

Community: Gerst Farm

New Leisure World® of Maryland

3312 CHISWICK CT 62-3A, SILVER SPRING, M..., Silver Spring, MD 20906

$87,500

1 beds

1 baths

800 sq ft

Condo

3312 CHISWICK CT 62-3A, SILVER SPRING, M...

Community: Leisure World® of Maryland

New Snowden Overlook

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21..., Columbia, MD 21045

$685,000

3 beds

5 baths

4,620 sq ft

Condo

8729 SAGE BRUSH WAY 63, COLUMBIA, MD, 21...

Community: Snowden Overlook

New Leisure World® of Maryland

3330 N LEISURE WORLD BLVD 5-415, SILVER ..., Silver Spring, MD 20906

$137,700

2 beds

2 baths

980 sq ft

Condo

3330 N LEISURE WORLD BLVD 5-415, SILVER ...

Community: Leisure World® of Maryland

New Birchwood at Brambleton

23631 HAVELOCK WALK TER 203, ASHBURN, VA..., Ashburn, VA 20148

$445,000

2 beds

2 baths

1,012 sq ft

Condo

23631 HAVELOCK WALK TER 203, ASHBURN, VA...

Community: Birchwood at Brambleton

New Heritage Harbour

804 COXSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$630,000

2 beds

2 baths

1,547 sq ft

804 COXSWAIN WAY, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

New Two Rivers

1536 YELLOW SAND LN, ODENTON, MD, 21113, Odenton, MD 21113

$738,500

2 beds

4 baths

2,037 sq ft

1536 YELLOW SAND LN, ODENTON, MD, 21113

Community: Two Rivers

Heritage Harbour

816 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401

$819,900

3 beds

3 baths

2,450 sq ft

816 BOATSWAIN WAY, ANNAPOLIS, MD, 21401

Community: Heritage Harbour

Leisure World® of Maryland

3321 S LEISURE WORLD BLVD 98-1A, SILVER ..., Silver Spring, MD 20906

$99,500

1 beds

1 baths

635 sq ft

Condo

3321 S LEISURE WORLD BLVD 98-1A, SILVER ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 304, SILVER SP..., Silver Spring, MD 20906

$349,900

2 beds

2 baths

1,506 sq ft

Condo

3005 S LEISURE WORLD BLVD 304, SILVER SP...

Community: Leisure World® of Maryland

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 408, LEESBURG, V..., Leesburg, VA 20176

$379,999

2 beds

2 baths

1,105 sq ft

Condo

19355 CYPRESS RIDGE TER 408, LEESBURG, V...

Community: Lansdowne Woods of Virginia

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

Questions? Call us: (443) 647-4690

Leisure World® of Maryland

14601 DEERHURST TER, SILVER SPRING, MD, ..., Silver Spring, MD 20906

$425,000

3 beds

2 baths

1,193 sq ft

Condo

14601 DEERHURST TER, SILVER SPRING, MD, ...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15107 INTERLACHEN DR 2-621, SILVER SPRIN..., Silver Spring, MD 20906

$163,500

2 beds

2 baths

990 sq ft

Condo

15107 INTERLACHEN DR 2-621, SILVER SPRIN...

Community: Leisure World® of Maryland

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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162 communities

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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 3

162 communities near New Windsor

608 homes near New Windsor

3 beds

3 baths

2,300 sq ft

Condo

2 beds

2 baths

1,292 sq ft

Condo

3 beds

3 baths

2,602 sq ft

Condo

2 beds

3 baths

2,003 sq ft

Condo

2 beds

2 baths

2,130 sq ft

2 beds

3 baths

2,036 sq ft

2 beds

2 baths

1,661 sq ft

2 beds

2 baths

1,409 sq ft

3 beds

4 baths

2,332 sq ft

2 beds

2 baths

1,208 sq ft

2 beds

2 baths

1,408 sq ft

2 beds

2 baths

953 sq ft

Condo

2 beds

2 baths

1,046 sq ft

Condo

3 beds

2 baths

1,736 sq ft

3 beds

5 baths

4,208 sq ft

Condo

2 beds

3 baths

2,010 sq ft

2 beds

3 baths

2,003 sq ft

Condo

4 beds

4 baths

4,605 sq ft

2 beds

2 baths

1,138 sq ft

Condo

3 beds

2 baths

1,789 sq ft

Condo

2 beds

2 baths

1,359 sq ft

3 beds

3 baths

2,208 sq ft

2 beds