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New Windsor, MD 55+ active adult communities & homes for sale - Page 2

626 homes near New Windsor

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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
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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
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.
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
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.
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
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.
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
123...4
New Heritage Hunt 6318 RETRIEVER LN, GAINESVILLE, VA, 2015..., Gainesville, VA 20155
$550,000

3 beds

|

3 baths

|

1,953 sq ft

6318 RETRIEVER LN, GAINESVILLE, VA, 2015...
Community: Heritage Hunt
New Leisure World® of Maryland 3378 CHISWICK CT 52-3E, SILVER SPRING, M..., Silver Spring, MD 20906
$92,900

1 beds

|

1 baths

|

800 sq ft

3378 CHISWICK CT 52-3E, SILVER SPRING, M...
New The Paddock at Equine Meadows 227 PALOMINO WAY 164, RED LION, PA, 1735..., Red Lion, PA 17356
$270,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

227 PALOMINO WAY 164, RED LION, PA, 1735...
New Four Seasons at Kent Island 1000 HERONS NEST WAY 42, CHESTER, MD, 21..., Chester, MD 21619
$599,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

1000 HERONS NEST WAY 42, CHESTER, MD, 21...
New Amblebrook 182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732..., Gettysburg, PA 17325
$625,000

2 beds

|

2 baths

|

2,154 sq ft

182 RUSTIC WOOD DR, GETTYSBURG, PA, 1732...
Community: Amblebrook
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
New Cortland Park 798 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055
$539,900

3 beds

|

3 baths

|

2,398 sq ft

798 AURORA DR, MECHANICSBURG, PA, 17055
Community: Cortland Park
New Leisure World® of Maryland 15101 INTERLACHEN DR 1-126, SILVER SPRIN..., Silver Spring, MD 20906
$299,000

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

15101 INTERLACHEN DR 1-126, SILVER SPRIN...
New Cortland Park 797 AURORA DR, MECHANICSBURG, PA, 17055, Mechanicsburg, PA 17055
$419,900

2 beds

|

2 baths

|

1,544 sq ft

797 AURORA DR, MECHANICSBURG, PA, 17055
Community: Cortland Park
Sagebrook 856 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315
$396,990
856 SHADOWBROOKE DR, DOVER, PA, 17315
Community: Sagebrook
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.
Sagebrook 855 SHADOWBROOKE DR, DOVER, PA, 17315, Dover, PA 17315
$427,990

2 beds

|

2 baths

855 SHADOWBROOKE DR, DOVER, PA, 17315
Community: Sagebrook
Gatherings at Lyndwood 6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$425,000
|

1,500 sq ft

|

Condo

6155 SHADYWOOD RD 305, ELKRIDGE, MD, 210...
Alden Place 1126 ALDEN WAY, LEBANON, PA, 17042, Lebanon, PA 17042
$350,000

2 beds

|

3 baths

|

2,280 sq ft

1126 ALDEN WAY, LEBANON, PA, 17042
Community: Alden Place
Carroll's Creek 1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$465,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-1015, SILVER..., Silver Spring, MD 20906
$189,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-1015, SILVER...
Amblebrook 149 GRAND OVERLOOK DR, GETTYSBURG, PA, 1..., Gettysburg, PA 17325
$429,990

4 beds

|

3 baths

|

2,361 sq ft

149 GRAND OVERLOOK DR, GETTYSBURG, PA, 1...
Community: Amblebrook
Leisure World® of Maryland 15311 BEAVERBROOK CT 90-3B, SILVER SPRIN..., Silver Spring, MD 20906
$225,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15311 BEAVERBROOK CT 90-3B, SILVER SPRIN...
Maple Highlands 12216 NICOLAR DR, FULTON, MD, 20759, Fulton, MD 20759
$859,990

3 beds

|

3 baths

|

2,670 sq ft

|

Condo

12216 NICOLAR DR, FULTON, MD, 20759
Community: Maple Highlands
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.
Two Rivers 1336 CHICORY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$850,000

4 beds

|

3 baths

|

3,680 sq ft

1336 CHICORY WAY, ODENTON, MD, 21113
Community: Two Rivers
Longstown Village 1013 HASTINGS BLVD 1013, YORK, PA, 17402, York, PA 17402
$219,750

2 beds

|

1 baths

|

1,104 sq ft

|

Condo

1013 HASTINGS BLVD 1013, YORK, PA, 17402
Community: Longstown Village
Penn National 2324 ARONIMINK CIR D, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222
$299,900

2 beds

|

2 baths

|

1,454 sq ft

2324 ARONIMINK CIR D, FAYETTEVILLE, PA, ...
Community: Penn National
Leisure World® of Maryland 3415 ISLAND CREEK CT 131-A, SILVER SPRIN..., Silver Spring, MD 20906
$559,000

3 beds

|

2 baths

|

1,550 sq ft

|

Condo

3415 ISLAND CREEK CT 131-A, SILVER SPRIN...
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Harbour 930 ASTERN WAY 510, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$195,000

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 510, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Harbour 837 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$599,900

2 beds

|

2 baths

|

1,661 sq ft

837 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Four Seasons at Elm Tree 1557 EMERSON DR, MOUNT JOY, PA, 17552, Mount Joy, PA 17552
$420,000

2 beds

|

2 baths

|

1,570 sq ft

1557 EMERSON DR, MOUNT JOY, PA, 17552
Winifred Manor 2008 RUDY SERRA DR B, ELDERSBURG, MD, 21..., Eldersburg, MD 21784
$320,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

2008 RUDY SERRA DR B, ELDERSBURG, MD, 21...
Community: Winifred Manor
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.
Bay Bridge Cove 312 TOPSIDE DR 223, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$645,000

3 beds

|

3 baths

|

2,844 sq ft

|

Condo

312 TOPSIDE DR 223, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Four Seasons at Virginia Crossing 3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193
$503,000

2 beds

|

2 baths

|

1,863 sq ft

|

Condo

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2...
Tiree Land Condominiums 311 TIREE CT 202, ABINGDON, MD, 21009, Abingdon, MD 21009
$269,900

2 beds

|

2 baths

|

Condo

311 TIREE CT 202, ABINGDON, MD, 21009
Four Seasons at Saint Margaret's 1523 ENYART WAY 102, ANNAPOLIS, MD, 2140..., Annapolis, MD 21409
$550,000

3 beds

|

2 baths

|

1,732 sq ft

|

Condo

1523 ENYART WAY 102, ANNAPOLIS, MD, 2140...
Heritage Hunt 6938 WALNUT HILL DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$615,000

4 beds

|

3 baths

|

2,341 sq ft

6938 WALNUT HILL DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Hunt 13703 CURRANT LOOP, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$545,000

3 beds

|

3 baths

|

2,050 sq ft

13703 CURRANT LOOP, GAINESVILLE, VA, 201...
Community: Heritage Hunt
River Ridge 12116 EDDYSTONE CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192
$699,900

3 beds

|

3 baths

|

3,243 sq ft

12116 EDDYSTONE CT, WOODBRIDGE, VA, 2219...
Community: River Ridge
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906
$400,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 420, SILVER SP...
Arbor Gate 5 SPRINGHOUSE DR, MYERSTOWN, PA, 17067, Myerstown, PA 17067
$229,900

2 beds

|

2 baths

|

1,366 sq ft

5 SPRINGHOUSE DR, MYERSTOWN, PA, 17067
Community: Arbor Gate
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.
Heritage Hunt 6344 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$749,900

3 beds

|

3 baths

|

3,495 sq ft

6344 AVINGTON PL, GAINESVILLE, VA, 20155
Community: Heritage Hunt
The Villages At Woodholme 4223 CHASTETREE CT, PIKESVILLE, MD, 2120..., Pikesville, MD 21208
$469,900

4 beds

|

4 baths

|

4,184 sq ft

|

Condo

4223 CHASTETREE CT, PIKESVILLE, MD, 2120...
Four Seasons at Vint Hill 6854 AVERBACH CT, WARRENTON, VA, 20187, Warrenton, VA 20187
$674,980

3 beds

|

4 baths

|

4,277 sq ft

6854 AVERBACH CT, WARRENTON, VA, 20187
Heritage Hunt 6369 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$790,000

3 beds

|

3 baths

|

2,856 sq ft

6369 AVINGTON PL, GAINESVILLE, VA, 20155
Community: Heritage Hunt
Want to learn more about 55+ communities in New Windsor? 55places can help!
Questions? Call us: (443) 647-4690
Heritage Harbour 2646 QUIET WATER CV, ANNAPOLIS, MD, 2140..., Annapolis, MD 21401
$499,900

3 beds

|

2 baths

|

2,354 sq ft

|

Condo

2646 QUIET WATER CV, ANNAPOLIS, MD, 2140...
Community: Heritage Harbour
Lansdowne Woods of Virginia 19360 MAGNOLIA GROVE SQ 108, LEESBURG, V..., Leesburg, VA 20176
$359,500

2 beds

|

2 baths

|

1,170 sq ft

|

Condo

19360 MAGNOLIA GROVE SQ 108, LEESBURG, V...

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