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Maryland 55+ active adult communities & homes for sale - Page 18

Living in Maryland

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social…
Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. No tax on Social Security, strong healthcare access with Johns Hopkins and the University of Maryland Medical System, and four seasons with mild winters compared to the Northeast make it a top-tier retirement state on the East Coast.

Maryland is home to 244 active adult communities, with homes ranging from the low $200Ks to over $1M and averaging around $512K. Leisure World of Maryland in Silver Spring (5,600 homes) is one of the largest 55+ communities on the East Coast. Heritage Harbour near Annapolis (1,683 homes) and Cameron Grove in Upper Marlboro offer closer access to the Chesapeake Bay lifestyle. On the Eastern Shore, Four Seasons at Kent Island combines waterfront living with a quieter pace. 55places has profiled every community with verified pricing, resident reviews, and local agent connections.

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944 homes near Maryland

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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
5 rating (1 reviews) Snowden Overlook
$300ks - $600ks
Snowden Overlook, Columbia, MD
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 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
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 (1 reviews) Two Rivers
$500ks - $700ks
Two Rivers, Odenton, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
Cameron Grove
$200ks - $400ks
Cameron Grove, Upper Marlboro, MD
Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes
5 rating (2 reviews) The Parke at Ocean Pines
$200ks - $600ks
The Parke at Ocean Pines, Ocean Pines, MD
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 503 homes
5 rating (1 reviews) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
5 rating (1 reviews) Crestwood Village
$200ks - $500ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 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.
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
5 rating (2 reviews) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 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 (2 reviews) Heritage Shores
$200ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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 (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
4.4 rating (5 reviews) Virginia Heritage at Lee'...
$300ks - $500ks
Virginia Heritage at Lee'..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2005 - 2021 | 795 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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 Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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.
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
3 rating (2 reviews) Dunbarton
$300ks - $500ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 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.
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 1111, LEESBURG, ..., Leesburg, VA 20176
$449,900

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19375 CYPRESS RIDGE TER 1111, LEESBURG, ...
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 803, SILVER SP..., Silver Spring, MD 20906
$360,000

2 beds

|

2 baths

|

1,495 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 803, SILVER SP...
Walden Woods 9837 WILDERNESS LN, LAUREL, MD, 20723, Laurel, MD 20723
$650,000

4 beds

|

4 baths

|

2,060 sq ft

9837 WILDERNESS LN, LAUREL, MD, 20723
Community: Walden Woods
Liberty Grove 8610 LIBERTY TRL 305, MANASSAS, VA, 2011..., Manassas, VA 20110
$364,900

2 beds

|

3 baths

|

1,518 sq ft

|

Condo

8610 LIBERTY TRL 305, MANASSAS, VA, 2011...
Community: Liberty Grove
Parklands 10071 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$621,290

4 beds

|

4 baths

|

1,821 sq ft

10071 SHENANDOAH LN, WHITE PLAINS, MD, 2...
Community: Parklands
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 214, SILVER SP..., Silver Spring, MD 20906
$148,999

1 beds

|

1 baths

|

888 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 214, SILVER SP...
Heritage Shores 78 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$349,800

2 beds

|

2 baths

|

1,728 sq ft

78 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Bay Bridge Cove 854 MOORINGS CIR 12, STEVENSVILLE, MD, 2..., Stevensville, MD 21666
$505,000

2 beds

|

2 baths

|

1,464 sq ft

|

Condo

854 MOORINGS CIR 12, STEVENSVILLE, MD, 2...
Community: Bay Bridge Cove
Bishop's Landing 33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967
$499,900

4 beds

|

3 baths

|

2,800 sq ft

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19...
Community: Bishop's Landing
Leisure World® of Maryland 15115 INTERLACHEN DR 3-521, SILVER SPRIN..., Silver Spring, MD 20906
$315,000

3 beds

|

3 baths

|

1,530 sq ft

|

Condo

15115 INTERLACHEN DR 3-521, SILVER SPRIN...
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.
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-712, SILVER ..., Silver Spring, MD 20906
$189,000

2 beds

|

2 baths

|

980 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-712, SILVER ...
Four Seasons at Kent Island 111 MARSHGRASS WAY 43, CHESTER, MD, 2161..., Chester, MD 21619
$765,000

2 beds

|

3 baths

|

Condo

111 MARSHGRASS WAY 43, CHESTER, MD, 2161...
Four Seasons at Kent Island 215 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$1,049,500

5 beds

|

5 baths

|

3,225 sq ft

215 KINGFISHER LN, CHESTER, MD, 21619
Leisure World® of Maryland 3378 CHISWICK CT 52-3E, SILVER SPRING, M..., Silver Spring, MD 20906
$88,500

1 beds

|

1 baths

|

800 sq ft

|

Condo

3378 CHISWICK CT 52-3E, SILVER SPRING, M...
Verona Woods 133 CASSIUS LN, DOVER, DE, 19901, Dover, DE 19901
$424,900

3 beds

|

2 baths

|

1,599 sq ft

133 CASSIUS LN, DOVER, DE, 19901
Community: Verona Woods
The Villages at Red Mill Pond 16511 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958
$555,000

3 beds

|

2 baths

|

1,855 sq ft

16511 GREENSPRING AVE, LEWES, DE, 19958
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Noble's Pond 38 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904
$459,000

3 beds

|

2 baths

|

2,242 sq ft

38 LEANDER DR, DOVER, DE, 19904
Community: Noble's Pond
Carroll's Creek 1408 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$435,000

3 beds

|

2 baths

|

1,780 sq ft

|

Condo

1408 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Champions' Club 15 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19..., Magnolia, DE 19962
$390,000

2 beds

|

2 baths

|

1,630 sq ft

15 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 19...
Community: Champions' Club
Leisure World® of Maryland 15311 BEAVERBROOK CT 90-3B, SILVER SPRIN..., Silver Spring, MD 20906
$230,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15311 BEAVERBROOK CT 90-3B, SILVER SPRIN...
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.
Parklands 10588 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$399,990

3 beds

|

3 baths

|

1,915 sq ft

10588 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
Parklands 10584 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$456,990

4 beds

|

4 baths

|

2,364 sq ft

10584 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
Four Seasons at Virginia Crossing 3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193
$498,000

2 beds

|

2 baths

|

1,863 sq ft

|

Condo

3720 HAVERTILL LN 306, WOODBRIDGE, VA, 2...
Chesapeake 29638 JANETS WAY, EASTON, MD, 21601, Easton, MD 21601
$480,000

3 beds

|

3 baths

|

2,342 sq ft

29638 JANETS WAY, EASTON, MD, 21601
Community: Chesapeake
Forest Landing at Bethany Beach 36427 BUNKER CT, FRANKFORD, DE, 19945, Frankford, DE 19945
$575,000

4 beds

|

3 baths

|

2,550 sq ft

|

Condo

36427 BUNKER CT, FRANKFORD, DE, 19945
Heritage Hunt 13703 CURRANT LOOP, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$565,000

3 beds

|

3 baths

|

2,050 sq ft

13703 CURRANT LOOP, GAINESVILLE, VA, 201...
Community: Heritage Hunt
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 420, SILVER SP..., Silver Spring, MD 20906
$420,000

2 beds

|

2 baths

|

1,490 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 420, SILVER SP...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Villages at Red Mill Pond 16480 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958
$595,000

4 beds

|

3 baths

|

2,477 sq ft

16480 GREENSPRING AVE, LEWES, DE, 19958
Columbia Place 1307 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,028,075

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1307 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Parklands 10131 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$579,690

3 beds

|

3 baths

|

3,532 sq ft

10131 SHENANDOAH LN, WHITE PLAINS, MD, 2...
Community: Parklands
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.
Leisure World® of Maryland 2900 N LEISURE WORLD BLVD 212, SILVER SP..., Silver Spring, MD 20906
$165,000

1 beds

|

1 baths

|

896 sq ft

|

Condo

2900 N LEISURE WORLD BLVD 212, SILVER SP...
Emerald Pointe 19553 TURQUOISE DR V222, HAGERSTOWN, MD,..., Hagerstown, MD 21742
$484,900

2 beds

|

2 baths

|

1,850 sq ft

19553 TURQUOISE DR V222, HAGERSTOWN, MD,...
Community: Emerald Pointe
Carroll Vista 154 SADDLETOP DR 355, TANEYTOWN, MD, 217..., Taneytown, MD 21787
$314,900

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

154 SADDLETOP DR 355, TANEYTOWN, MD, 217...
Community: Carroll Vista
Four Seasons at Kent Island 102 BOATSWAIN WAY 2921, CHESTER, MD, 216..., Chester, MD 21619
$869,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

102 BOATSWAIN WAY 2921, CHESTER, MD, 216...
Four Seasons at Kent Island 102 BOATSWAIN WAY 2911, CHESTER, MD, 216..., Chester, MD 21619
$629,990

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

102 BOATSWAIN WAY 2911, CHESTER, MD, 216...
Cameron Grove 13220 FOX BOW DR 307, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$330,000

2 beds

|

2 baths

|

1,187 sq ft

|

Condo

13220 FOX BOW DR 307, UPPER MARLBORO, MD...
Community: Cameron Grove
Heritage Hunt 6230 SETTLERS TRAIL PL, GAINESVILLE, VA,..., Gainesville, VA 20155
$688,000

4 beds

|

3 baths

|

3,082 sq ft

6230 SETTLERS TRAIL PL, GAINESVILLE, VA,...
Community: Heritage Hunt
Parklands 10135 SHENANDOAH LN, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$574,990

4 beds

|

4 baths

|

3,772 sq ft

10135 SHENANDOAH LN, WHITE PLAINS, MD, 2...
Community: Parklands
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Ellicott's Retreat 8580 SUNELL LN, ELLICOTT CITY, MD, 21043, Ellicott City, MD 21043
$1,299,000

6 beds

|

7 baths

|

4,241 sq ft

8580 SUNELL LN, ELLICOTT CITY, MD, 21043
Community: Ellicott's Retreat
Four Seasons at Kent Island 249 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$659,000

2 beds

|

2 baths

|

2,025 sq ft

249 WARBLER WAY, CHESTER, MD, 21619
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.



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This application does not include information on all of the properties available for sale at this time.

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