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Maryland 55+ active adult communities & homes for sale - Page 16

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.

Quick Facts About Retiring in Maryland


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.
Four Seasons at Belle Terre 19149 CHARTRES ST 27, LEWES, DE, 19958, Lewes, DE 19958
$699,900

4 beds

|

3 baths

|

3,963 sq ft

19149 CHARTRES ST 27, LEWES, DE, 19958
The Flats at Northside 1121 FORTUNE TER 2, POTOMAC, MD, 20854, Potomac, MD 20854
$884,990

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

1121 FORTUNE TER 2, POTOMAC, MD, 20854
The Flats at Northside 1121 FORTUNE TER 1, POTOMAC, MD, 20854, Potomac, MD 20854
$849,990

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

1121 FORTUNE TER 1, POTOMAC, MD, 20854
Heritage Harbour 2627 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$477,900

2 beds

|

2 baths

|

1,234 sq ft

2627 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
The Crest of Alexandria 6107 FAIRVIEW FARM DR 210, ALEXANDRIA, V..., Alexandria, VA 22315
$232,859

2 beds

|

2 baths

|

1,187 sq ft

|

Condo

6107 FAIRVIEW FARM DR 210, ALEXANDRIA, V...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Gatherings at Potomac Station 700 MOUNT AIRY TER 301, LEESBURG, VA, 20..., Leesburg, VA 20176
$589,000

2 beds

|

2 baths

|

1,809 sq ft

|

Condo

700 MOUNT AIRY TER 301, LEESBURG, VA, 20...
The Woodlands of Urbana 2913 HERB GARDEN DR, FREDERICK, MD, 2170..., Frederick, MD 21704
$870,000

3 beds

|

3 baths

|

2,712 sq ft

2913 HERB GARDEN DR, FREDERICK, MD, 2170...
Heritage Shores 52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$349,900

2 beds

|

2 baths

|

1,716 sq ft

52 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 907, LEESBURG, V..., Leesburg, VA 20176
$585,000

3 beds

|

3 baths

|

1,720 sq ft

|

Condo

19365 CYPRESS RIDGE TER 907, LEESBURG, V...
Four Seasons at Weatherby 343 TAFT DR, SWEDESBORO, NJ, 08085, Swedesboro, NJ 08085
$515,000

3 beds

|

2 baths

|

1,947 sq ft

343 TAFT DR, SWEDESBORO, NJ, 08085
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.
Noble's Pond 169 WINDING CARRIAGE LN, DOVER, DE, 1990..., Dover, DE 19904
$385,000

3 beds

|

3 baths

|

1,820 sq ft

169 WINDING CARRIAGE LN, DOVER, DE, 1990...
Community: Noble's Pond
Leisure World® of Maryland 15320 PINE ORCHARD DR 83-2J, SILVER SPRI..., Silver Spring, MD 20906
$199,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15320 PINE ORCHARD DR 83-2J, SILVER SPRI...
Leisure World® of Maryland 3501 FOREST EDGE DR 14-2G, SILVER SPRING..., Silver Spring, MD 20906
$279,000

3 beds

|

2 baths

|

1,415 sq ft

|

Condo

3501 FOREST EDGE DR 14-2G, SILVER SPRING...
Patapsco Overlook 17 CLAY LDG 404, CATONSVILLE, MD, 21228, Catonsville, MD 21228
$440,000

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

17 CLAY LDG 404, CATONSVILLE, MD, 21228
Community: Patapsco Overlook
Central Parke at Victoria Falls 13501 BELLE CHASSE BLVD 215, LAUREL, MD,..., Laurel, MD 20707
$360,000

2 beds

|

2 baths

|

1,919 sq ft

|

Condo

13501 BELLE CHASSE BLVD 215, LAUREL, MD,...
Foxfield 1737 WISTERIA WAY, GARNET VALLEY, PA, 19..., Garnet Valley, PA 19060
$489,000

2 beds

|

2 baths

|

1,599 sq ft

1737 WISTERIA WAY, GARNET VALLEY, PA, 19...
Community: Foxfield
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Rosehill Manor Villas 19704 OLEANDER CT, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$449,990

3 beds

|

3 baths

|

1,895 sq ft

19704 OLEANDER CT, HAGERSTOWN, MD, 21742
Two Rivers 1536 CATBRIAR WAY, ODENTON, MD, 21113, Odenton, MD 21113
$814,900

3 beds

|

3 baths

|

3,392 sq ft

1536 CATBRIAR WAY, ODENTON, MD, 21113
Community: Two Rivers
Regency at Dominion Valley 15231 ROYAL CREST DR 204, HAYMARKET, VA,..., Haymarket, VA 20169
$450,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

15231 ROYAL CREST DR 204, HAYMARKET, VA,...
Four Seasons at Virginia Crossing 13950 ENGLEFIELD DR 202, WOODBRIDGE, VA,..., Woodbridge, VA 22193
$475,000

2 beds

|

3 baths

|

1,811 sq ft

|

Condo

13950 ENGLEFIELD DR 202, WOODBRIDGE, VA,...
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.
Suffield Meadows 6715 HOLLY FARM LN, WARRENTON, VA, 20187, Warrenton, VA 20187
$575,000

3 beds

|

4 baths

|

3,350 sq ft

|

Condo

6715 HOLLY FARM LN, WARRENTON, VA, 20187
Community: Suffield Meadows
The Village Grande at Camelot 228 MACOUN WAY, GLASSBORO, NJ, 08028, Glassboro, NJ 08028
$439,000

3 beds

|

3 baths

|

1,980 sq ft

228 MACOUN WAY, GLASSBORO, NJ, 08028
Celebrate 19 POINT BLUFF ST, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406
$444,900

2 beds

|

2 baths

|

1,508 sq ft

19 POINT BLUFF ST, FREDERICKSBURG, VA, 2...
Community: Celebrate
Four Seasons at Kent Island 233 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$999,000

5 beds

|

5 baths

|

3,225 sq ft

233 KINGFISHER LN, CHESTER, MD, 21619
The Village at Foxfield 7 DERR LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769
$650,000

3 beds

|

3 baths

|

2,208 sq ft

7 DERR LN, MIDDLETOWN, MD, 21769
Celebrate 195 CASTLE HILL DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22406
$399,995

2 beds

|

2 baths

|

1,505 sq ft

195 CASTLE HILL DR, FREDERICKSBURG, VA, ...
Community: Celebrate
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 202, HAYMARKET, VA, 2..., Haymarket, VA 20169
$627,140

3 beds

|

2 baths

|

1,850 sq ft

|

Condo

5800 MOONSTONE WAY 202, HAYMARKET, VA, 2...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 203, HAYMARKET, VA, 2..., Haymarket, VA 20169
$515,005

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

5800 MOONSTONE WAY 203, HAYMARKET, VA, 2...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 104, HAYMARKET, VA, 2..., Haymarket, VA 20169
$456,065

2 beds

|

2 baths

|

1,345 sq ft

|

Condo

5800 MOONSTONE WAY 104, HAYMARKET, VA, 2...
Four Seasons at Virginia Crossing 3700 HAVERTILL LN 201, WOODBRIDGE, VA, 2..., Woodbridge, VA 22193
$470,000

2 beds

|

2 baths

|

1,415 sq ft

|

Condo

3700 HAVERTILL LN 201, WOODBRIDGE, VA, 2...
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.
Celebrate 6 WHALEBACK LN, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$539,900

3 beds

|

3 baths

|

2,340 sq ft

6 WHALEBACK LN, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906
$357,900

2 beds

|

2 baths

|

1,335 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 308, SILVER SP...
Watershed 1358 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$599,990

4 beds

|

3 baths

|

3,040 sq ft

1358 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 619, SILVER SP..., Silver Spring, MD 20906
$299,900

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 619, SILVER SP...
Silver Woods 8 OLD FORGE DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$775,000

3 beds

|

3 baths

|

3,026 sq ft

8 OLD FORGE DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Forest Landing at Bethany Beach 8 OLD FORGE DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$775,000

3 beds

|

3 baths

|

3,026 sq ft

8 OLD FORGE DR, OCEAN VIEW, DE, 19970
Ashland 25 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$398,900

2 beds

|

2 baths

|

1,612 sq ft

25 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
Gatherings at Cabin Branch 13220 PETREL ST 4205, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13220 PETREL ST 4205, CLARKSBURG, MD, 20...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Cabin Branch 13220 PETREL ST 4205, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13220 PETREL ST 4205, CLARKSBURG, MD, 20...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 6-611, SILVER ..., Silver Spring, MD 20906
$225,000

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 6-611, SILVER ...
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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