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Maryland 55+ active adult communities & homes for sale - Page 15

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.
Heritage Shores 20 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$410,000

3 beds

|

2 baths

|

1,819 sq ft

20 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Leisure World® of Maryland 14809 PENNFIELD CIR 309, SILVER SPRING, ..., Silver Spring, MD 20906
$335,000

2 beds

|

2 baths

|

1,167 sq ft

|

Condo

14809 PENNFIELD CIR 309, SILVER SPRING, ...
Leisure World® of Maryland 15115 INTERLACHEN DR 3-1012, SILVER SPRI..., Silver Spring, MD 20906
$219,000

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15115 INTERLACHEN DR 3-1012, SILVER SPRI...
The Courtyards at Waverly Woods 2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104
$650,000

3 beds

|

4 baths

|

3,430 sq ft

2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...
Walden Woods 9739 KNOWLEDGE DR, LAUREL, MD, 20723, Laurel, MD 20723
$650,000

3 beds

|

4 baths

|

2,932 sq ft

9739 KNOWLEDGE DR, LAUREL, MD, 20723
Community: Walden Woods
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Chesapeake 7425 MICHAEL AVE, EASTON, MD, 21601, Easton, MD 21601
$599,000

3 beds

|

3 baths

|

2,729 sq ft

7425 MICHAEL AVE, EASTON, MD, 21601
Community: Chesapeake
Bay Bridge Cove 352 TOPSIDE DR 229, STEVENSVILLE, MD, 21..., Stevensville, MD 21666
$694,500

3 beds

|

3 baths

|

2,591 sq ft

|

Condo

352 TOPSIDE DR 229, STEVENSVILLE, MD, 21...
Community: Bay Bridge Cove
Cascades at Embrey Mill 164 MISTFLOWER CT, STAFFORD, VA, 22554, Stafford, VA 22554
$665,000

4 beds

|

4 baths

|

3,367 sq ft

164 MISTFLOWER CT, STAFFORD, VA, 22554
Virginia Heritage at Lee's Parke 5642 CEDAR MOUNTAIN CT, FREDERICKSBURG, ..., Fredericksburg, VA 22407
$535,000

3 beds

|

2 baths

|

2,409 sq ft

5642 CEDAR MOUNTAIN CT, FREDERICKSBURG, ...
Leisure World® of Maryland 3254 GLENEAGLES DR 104-D, SILVER SPRING,..., Silver Spring, MD 20906
$220,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

3254 GLENEAGLES DR 104-D, SILVER SPRING,...
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.
Virginia Heritage at Lee's Parke 6107 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$675,000

5 beds

|

4 baths

|

3,750 sq ft

6107 NEW BERNE RD, FREDERICKSBURG, VA, 2...
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 314, LEESBURG, V..., Leesburg, VA 20176
$334,990

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19355 CYPRESS RIDGE TER 314, LEESBURG, V...
Noble's Pond 145 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904
$466,450

2 beds

|

2 baths

|

1,746 sq ft

145 LEANDER DR, DOVER, DE, 19904
Community: Noble's Pond
The Woodlands of Urbana 3411 ANGELICA WAY 401, FREDERICK, MD, 21..., Frederick, MD 21704
$495,000

2 beds

|

2 baths

|

1,785 sq ft

|

Condo

3411 ANGELICA WAY 401, FREDERICK, MD, 21...
Tanyard Shores 7410 AMEGA WAY, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$518,390

3 beds

|

4 baths

|

2,160 sq ft

7410 AMEGA WAY, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Celebrate 97 BATTERY POINT DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406
$530,000

3 beds

|

3 baths

|

2,420 sq ft

97 BATTERY POINT DR, FREDERICKSBURG, VA,...
Community: Celebrate
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Spring Meadow 26 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$415,000

3 beds

|

2 baths

|

2,090 sq ft

26 WHEATSHEAF LN, SMYRNA, DE, 19977
Community: Spring Meadow
The Villages at Red Mill Pond 36396 BABBLING BROOK WAY, LEWES, DE, 199..., Lewes, DE 19958
$599,900

4 beds

|

3 baths

|

2,700 sq ft

36396 BABBLING BROOK WAY, LEWES, DE, 199...
Windstone 29670 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$525,000

4 beds

|

3 baths

|

2,650 sq ft

29670 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Leisure World® of Maryland 3526 FISKE TER 115-B, SILVER SPRING, MD,..., Silver Spring, MD 20906
$309,900

2 beds

|

1 baths

|

960 sq ft

|

Condo

3526 FISKE TER 115-B, SILVER SPRING, MD,...
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.
Windstone 16854 MILLSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$470,000

3 beds

|

2 baths

|

1,950 sq ft

16854 MILLSTONE DR, MILTON, DE, 19968
Community: Windstone
Heritage Harbour 2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21..., Annapolis, MD 21401
$550,000

2 beds

|

2 baths

|

1,661 sq ft

2550 GOLFERS RIDGE RD, ANNAPOLIS, MD, 21...
Community: Heritage Harbour
Heritage Creek 227 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968
$475,000

3 beds

|

3 baths

|

2,018 sq ft

227 LANTERN LN, MILTON, DE, 19968
Community: Heritage Creek
The Harbours at Solomons Island 13908 VICTORY LN, SOLOMONS, MD, 20688, Solomons, MD 20688
$670,000

3 beds

|

3 baths

|

2,568 sq ft

13908 VICTORY LN, SOLOMONS, MD, 20688
Heritage Hunt 13001 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155
$850,000

4 beds

|

3 baths

|

4,074 sq ft

13001 TRIPLE CROWN LOOP, GAINESVILLE, VA...
Community: Heritage Hunt
Element at Mill Creek 78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD..., Annapolis, MD 21409
$699,999

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

78 OLD MILL BOTTOM RD 311, ANNAPOLIS, MD...
Rosehill Manor Villas 19642 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$399,900

3 beds

|

2 baths

|

1,712 sq ft

19642 LAVENDER LN, HAGERSTOWN, MD, 21742
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Parklands 11453 MESA VERDE CT, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$598,000

3 beds

|

3 baths

|

3,564 sq ft

11453 MESA VERDE CT, WHITE PLAINS, MD, 2...
Community: Parklands
Symphony Village 106 ENCORE CT, CENTREVILLE, MD, 21617, Centreville, MD 21617
$589,000

3 beds

|

3 baths

|

3,156 sq ft

106 ENCORE CT, CENTREVILLE, MD, 21617
Community: Symphony Village
Gatherings at Cabin Branch 13240 PETREL ST 5106, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...
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.
The Village at Cabin Branch 13240 PETREL ST 5106, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$399,990

1 beds

|

1 baths

|

1,203 sq ft

|

Condo

13240 PETREL ST 5106, CLARKSBURG, MD, 20...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-303, SILVER SPRIN..., Silver Spring, MD 20906
$167,500

1 beds

|

1 baths

|

862 sq ft

|

Condo

15107 INTERLACHEN DR 2-303, SILVER SPRIN...
Heritage Harbour 2607 COMPASS DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$550,000

2 beds

|

3 baths

|

1,906 sq ft

2607 COMPASS DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Bay Crossing 35223 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$719,000

4 beds

|

2 baths

|

4,200 sq ft

35223 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 306, LEESBURG, V..., Leesburg, VA 20176
$365,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

19365 CYPRESS RIDGE TER 306, LEESBURG, V...
Leisure World® of Maryland 15210 ELKRIDGE WAY 91-2E, SILVER SPRING,..., Silver Spring, MD 20906
$275,000

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15210 ELKRIDGE WAY 91-2E, SILVER SPRING,...
Celebrate 28 MENDOTA WAY, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$550,000

3 beds

|

3 baths

|

2,936 sq ft

28 MENDOTA WAY, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Falls Run 183 SMITHFIELD WAY, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22406
$375,000

2 beds

|

2 baths

|

1,504 sq ft

183 SMITHFIELD WAY, FREDERICKSBURG, VA, ...
Community: Falls Run
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Silver Maple 420 WINTERBERRY DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$560,000

3 beds

|

3 baths

|

3,100 sq ft

420 WINTERBERRY DR, MIDDLETOWN, DE, 1970...
The Flats at Northside 1121 FORTUNE TER 6, POTOMAC, MD, 20854, Potomac, MD 20854
$874,990

2 beds

|

2 baths

|

1,566 sq ft

|

Condo

1121 FORTUNE TER 6, POTOMAC, MD, 20854
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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