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Maryland 55+ active adult communities & homes for sale - Page 6

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


1,081 homes near Maryland

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2.3 rating (3 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
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
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 (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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
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
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
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 of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 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 Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
2.8 rating (4 reviews) The Villages at Red Mill ...
$400ks - $600ks
The Villages at Red Mill ..., Lewes, DE
New and Resale | Age-targeted | Built 2009 - present | 520 homes
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
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 Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
Carriages at Orchard Glen
$400ks - $500ks
Carriages at Orchard Glen, Elk Township, NJ
New Construction | 55+ age-restricted | Built 2026 - 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) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 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 Maryland? 55places can help!
Questions? Call us: (888) 625-4885
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
5 rating (1 reviews) Four Seasons at Historic ...
$400ks - $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 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 5478 VIRGIN ISLANDS ST, WHITE PLAINS, MD..., White Plains, MD 20695
$424,990

3 beds

|

2 baths

|

1,576 sq ft

5478 VIRGIN ISLANDS ST, WHITE PLAINS, MD...
Community: Parklands
Legacy at Fallston Commons 305 TUFTON CIR, FALLSTON, MD, 21047, Fallston, MD 21047
$525,000

3 beds

|

4 baths

|

3,856 sq ft

|

Condo

305 TUFTON CIR, FALLSTON, MD, 21047
Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 918, SILVER SP..., Silver Spring, MD 20906
$410,000

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 918, SILVER SP...
Crestwood Village 5714 TAMARACK AVE, FREDERICK, MD, 21703, Frederick, MD 21703
$404,900

2 beds

|

2 baths

|

1,297 sq ft

5714 TAMARACK AVE, FREDERICK, MD, 21703
Community: Crestwood Village
The Flats at Heathcote Village by Del Webb 5810 MOONSTONE WAY 101, HAYMARKET, VA, 2..., Haymarket, VA 20169
$429,095

2 beds

|

2 baths

|

1,175 sq ft

|

Condo

5810 MOONSTONE WAY 101, HAYMARKET, VA, 2...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Parks Edge at Bayberry 5719 E CENTRAL PARK DR 149, MIDDLETOWN, ..., Middletown, DE 19709
$631,214

2 beds

|

2 baths

|

1,631 sq ft

5719 E CENTRAL PARK DR 149, MIDDLETOWN, ...
Two Rivers 3115 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$679,900

2 beds

|

2 baths

|

1,528 sq ft

3115 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 107, HAYMARKET, VA, 2..., Haymarket, VA 20169
$411,080

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

5800 MOONSTONE WAY 107, HAYMARKET, VA, 2...
Virginia Heritage at Lee's Parke 5706 W KESSLERS XING, FREDERICKSBURG, VA..., Fredericksburg, VA 22407
$500,000

4 beds

|

3 baths

|

2,804 sq ft

5706 W KESSLERS XING, FREDERICKSBURG, VA...
Crestwood Village 7011 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703
$365,000

2 beds

|

2 baths

|

1,227 sq ft

7011 BASSWOOD RD, FREDERICK, MD, 21703
Community: Crestwood Village
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 Harbour 2567 FOREST KNL ST, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$725,000

3 beds

|

2 baths

|

1,634 sq ft

2567 FOREST KNL ST, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Parklands 10422 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$569,990

3 beds

|

2 baths

|

2,593 sq ft

10422 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10412 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$567,190

3 beds

|

2 baths

|

2,593 sq ft

10412 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10438 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$567,790

3 beds

|

2 baths

|

2,593 sq ft

10438 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10404 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$585,290

3 beds

|

2 baths

|

2,593 sq ft

10404 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 702, LEESBURG, V..., Leesburg, VA 20176
$354,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19375 CYPRESS RIDGE TER 702, LEESBURG, V...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Virginia Heritage at Lee's Parke 9720 BALLS BLUFF DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$435,000

2 beds

|

2 baths

|

1,356 sq ft

9720 BALLS BLUFF DR, FREDERICKSBURG, VA,...
Parklands 10437 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$434,990

3 beds

|

2 baths

|

1,576 sq ft

10437 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Heritage Creek 100 LANTERN LN, MILTON, DE, 19968, Milton, DE 19968
$607,999

4 beds

|

4 baths

|

3,806 sq ft

100 LANTERN LN, MILTON, DE, 19968
Community: Heritage Creek
Potomac Green 20429 ISLAND W SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$745,000

3 beds

|

3 baths

|

2,253 sq ft

20429 ISLAND W SQ, ASHBURN, VA, 20147
Community: Potomac Green
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.
Potomac Green 20594 GOLDEN RIDGE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147
$910,000

3 beds

|

4 baths

|

2,973 sq ft

20594 GOLDEN RIDGE DR, ASHBURN, VA, 2014...
Community: Potomac Green
Gatherings at Jefferson Place 4315 ERICSON RD 306, ELLICOTT CITY, MD, ..., Ellicott City, MD 21043
$435,000

2 beds

|

2 baths

|

1,637 sq ft

|

Condo

4315 ERICSON RD 306, ELLICOTT CITY, MD, ...
Noble's Pond 117 PEACOCK PL, DOVER, DE, 19904, Dover, DE 19904
$389,999

2 beds

|

2 baths

|

1,349 sq ft

117 PEACOCK PL, DOVER, DE, 19904
Community: Noble's Pond
Heritage Harbour 953 MASTLINE DR, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$675,000

3 beds

|

2 baths

|

1,954 sq ft

953 MASTLINE DR, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Leisure World® of Maryland 14800 PENNFIELD CIR 301, SILVER SPRING, ..., Silver Spring, MD 20906
$380,000

3 beds

|

3 baths

|

1,587 sq ft

|

Condo

14800 PENNFIELD CIR 301, SILVER SPRING, ...
Bishop's Landing 18722 OLD CANAL LN, MILLVILLE, DE, 19967, Millville, DE 19967
$499,000

3 beds

|

3 baths

|

2,180 sq ft

18722 OLD CANAL LN, MILLVILLE, DE, 19967
Community: Bishop's Landing
Silver Woods 347 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$509,990

4 beds

|

4 baths

|

2,070 sq ft

347 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Silver Woods 349 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$489,990

4 beds

|

4 baths

|

2,500 sq ft

349 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 351 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$539,990

4 beds

|

4 baths

|

2,500 sq ft

351 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
The Crest of Alexandria 6137 OLIVET DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$997,000

5 beds

|

5 baths

|

3,700 sq ft

6137 OLIVET DR, ALEXANDRIA, VA, 22315
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 Harbour 954 SHADEWATER WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$675,000

4 beds

|

3 baths

|

1,855 sq ft

954 SHADEWATER WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Snowden Overlook 8758 SAGE BRUSH WAY 34, COLUMBIA, MD, 21..., Columbia, MD 21045
$649,900

3 beds

|

3 baths

|

2,150 sq ft

|

Condo

8758 SAGE BRUSH WAY 34, COLUMBIA, MD, 21...
Community: Snowden Overlook
Leisure World® of Maryland 15301 WALLBROOK CT 48-3F, SILVER SPRING,..., Silver Spring, MD 20906
$135,000

1 beds

|

2 baths

|

946 sq ft

|

Condo

15301 WALLBROOK CT 48-3F, SILVER SPRING,...
Independence 30144 GEORGE WASHINGTON AVE, MILLSBORO, ..., Millsboro, DE 19966
$495,000

4 beds

|

5 baths

|

3,171 sq ft

30144 GEORGE WASHINGTON AVE, MILLSBORO, ...
Community: Independence
Leisure World® of Maryland 3254 GLENEAGLES DR 104-D, SILVER SPRING,..., Silver Spring, MD 20906
$295,000

2 beds

|

3 baths

|

1,445 sq ft

|

Condo

3254 GLENEAGLES DR 104-D, SILVER SPRING,...
Bishop's Landing 32120 FORT DUPONT DR, MILLVILLE, DE, 199..., Millville, DE 19967
$615,000

4 beds

|

3 baths

|

2,570 sq ft

32120 FORT DUPONT DR, MILLVILLE, DE, 199...
Community: Bishop's Landing
Carriages at Orchard Glen 208 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$549,000

3 beds

|

3 baths

|

2,518 sq ft

208 TETON CT, MONROEVILLE, NJ, 08343
Carriages at Orchard Glen 800 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$449,990

3 beds

|

2 baths

|

1,497 sq ft

800 TETON CT, MONROEVILLE, NJ, 08343
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Carriages at Orchard Glen 209 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$524,990

2 beds

|

2 baths

|

1,865 sq ft

209 TETON CT, MONROEVILLE, NJ, 08343
Carriages at Orchard Glen 213 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$469,990

4 beds

|

2 baths

|

1,698 sq ft

213 TETON CT, MONROEVILLE, NJ, 08343
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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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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