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Maryland 55+ active adult communities & homes for sale - Page 12

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


1,011 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.
5 rating (2 reviews) Heritage Shores
$300ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
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
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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.
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
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
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 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 Flats at Northside 1135 POLARIS RD 90, POTOMAC, MD, 20854, Potomac, MD 20854
$1,642,700

3 beds

|

5 baths

|

3,470 sq ft

1135 POLARIS RD 90, POTOMAC, MD, 20854
The Flats at Northside 1135 POLARIS RD 75, POTOMAC, MD, 20854, Potomac, MD 20854
$1,424,100

4 beds

|

3 baths

|

2,840 sq ft

1135 POLARIS RD 75, POTOMAC, MD, 20854
The Flats at Northside 1135 POLARIS RD 101, POTOMAC, MD, 20854, Potomac, MD 20854
$1,698,975

4 beds

|

5 baths

|

3,470 sq ft

1135 POLARIS RD 101, POTOMAC, MD, 20854
The Enclave at Ellicott Hills 2649 BUCKINGHAM RD 43, ELLICOTT CITY, MD..., Ellicott City, MD 21043
$739,900

3 beds

|

4 baths

|

3,018 sq ft

|

Condo

2649 BUCKINGHAM RD 43, ELLICOTT CITY, MD...
Heritage Hunt 13886 CRABTREE WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$899,900

3 beds

|

4 baths

|

3,590 sq ft

13886 CRABTREE WAY, GAINESVILLE, VA, 201...
Community: Heritage Hunt
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Gatherings at Ellicott Mills 3011 DEXTER DR 1106, ELLICOTT CITY, MD, ..., Ellicott City, MD 21043
$375,000

2 beds

|

1 baths

|

980 sq ft

|

Condo

3011 DEXTER DR 1106, ELLICOTT CITY, MD, ...
Potomac Green 20515 LITTLE CREEK TER 304, ASHBURN, VA,..., Ashburn, VA 20147
$535,000

2 beds

|

2 baths

|

1,515 sq ft

|

Condo

20515 LITTLE CREEK TER 304, ASHBURN, VA,...
Community: Potomac Green
Holiday City at Monroe 627 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$309,000

2 beds

|

2 baths

|

1,219 sq ft

627 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
Independence 29664 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$650,000

3 beds

|

3 baths

|

2,244 sq ft

29664 PATRICK HENRY CIR, MILLSBORO, DE, ...
Community: Independence
Four Seasons at Baymont Farms 506 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$675,000

4 beds

|

4 baths

|

2,525 sq ft

506 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
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 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 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...
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...
The Flats at Heathcote Village by Del Webb 6156 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$699,990

3 beds

|

3 baths

|

2,625 sq ft

6156 AMBER LN, HAYMARKET, VA, 20169
The Flats at Heathcote Village by Del Webb 6156 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169
$739,990

3 beds

|

3 baths

|

3,424 sq ft

6156 AMBER LN 2, HAYMARKET, VA, 20169
The Flats at Heathcote Village by Del Webb 6152 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$709,990

3 beds

|

3 baths

|

2,763 sq ft

6152 AMBER LN, HAYMARKET, VA, 20169
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 6152 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169
$749,990

3 beds

|

3 baths

|

3,531 sq ft

6152 AMBER LN 2, HAYMARKET, VA, 20169
Whispering Woods 529 CONTEMPLATION WAY, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$569,900

3 beds

|

3 baths

|

2,375 sq ft

529 CONTEMPLATION WAY, MIDDLETOWN, DE, 1...
Community: Whispering Woods
Heritage Shores 322 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$489,990

3 beds

|

3 baths

|

2,292 sq ft

322 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Leisure World® of Maryland 3505 S LEISURE WORLD BLVD 29-2E, SILVER ..., Silver Spring, MD 20906
$150,000

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3505 S LEISURE WORLD BLVD 29-2E, 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.
Holiday City at Monroe 600 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$299,000

2 beds

|

2 baths

|

1,260 sq ft

600 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080...
Birchwood at Brambleton 23639 GOLDEN EMBERS SQ 302, ASHBURN, VA,..., Ashburn, VA 20148
$660,000

3 beds

|

2 baths

|

1,972 sq ft

|

Condo

23639 GOLDEN EMBERS SQ 302, ASHBURN, VA,...
Parklands 10722 GREAT LAKES PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$390,000

2 beds

|

2 baths

|

1,358 sq ft

10722 GREAT LAKES PL, WHITE PLAINS, MD, ...
Community: Parklands
Signature Club at Greenview 10619 NATHANIEL WAY 20, NEW MARKET, MD, ..., New Market, MD 21774
$529,999

4 beds

|

4 baths

|

2,752 sq ft

10619 NATHANIEL WAY 20, NEW MARKET, MD, ...
Village of Eastridge 101 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$459,322

2 beds

|

3 baths

|

1,645 sq ft

101 HENGST FARM LN, SMYRNA, DE, 19977
Legacy at Fallston Commons 331 TUFTON CIR 102, FALLSTON, MD, 21047, Fallston, MD 21047
$520,000

3 beds

|

4 baths

|

3,526 sq ft

|

Condo

331 TUFTON CIR 102, FALLSTON, MD, 21047
Chesapeake 7351 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601
$525,000

3 beds

|

3 baths

|

2,942 sq ft

7351 CASEY AVE, EASTON, MD, 21601
Community: Chesapeake
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cindy Certified
9910 ROULETTE DR, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$385,000

3 beds

|

2 baths

|

1,527 sq ft

9910 ROULETTE DR, HAGERSTOWN, MD, 21740
Leisure World® of Maryland 14805 PENNFIELD CIR 307, SILVER SPRING, ..., Silver Spring, MD 20906
$299,000

2 beds

|

2 baths

|

1,152 sq ft

|

Condo

14805 PENNFIELD CIR 307, SILVER SPRING, ...
The Village at Freedom Hills 13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$475,000

4 beds

|

2 baths

|

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740
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 575 RIVIERA DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$325,000

2 beds

|

2 baths

|

1,369 sq ft

575 RIVIERA DR, WILLIAMSTOWN, NJ, 08094
Heritage at St. Charles 11253 INWOOD LN, WHITE PLAINS, MD, 20695, White Plains, MD 20695
$525,000

3 beds

|

3 baths

|

2,427 sq ft

11253 INWOOD LN, WHITE PLAINS, MD, 20695
The Village of Cinderberry 13 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947
$380,000

3 beds

|

2 baths

|

1,372 sq ft

|

Condo

13 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
Chesapeake 7432 KAREN AVE, EASTON, MD, 21601, Easton, MD 21601
$495,000

3 beds

|

3 baths

|

2,342 sq ft

7432 KAREN AVE, EASTON, MD, 21601
Community: Chesapeake
Four Seasons at Kent Island 230 SWITCHGRASS WAY 12, CHESTER, MD, 216..., Chester, MD 21619
$525,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

230 SWITCHGRASS WAY 12, CHESTER, MD, 216...
Auburn Meadows 106 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$453,000

3 beds

|

3 baths

|

2,246 sq ft

106 BERKS RD, SMYRNA, DE, 19977
Community: Auburn Meadows
Heritage Hunt 7055 HERITAGE HUNT DR 111, GAINESVILLE, ..., Gainesville, VA 20155
$450,000

2 beds

|

2 baths

|

1,421 sq ft

|

Condo

7055 HERITAGE HUNT DR 111, GAINESVILLE, ...
Community: Heritage Hunt
Longacre Village 118 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901
$469,900

3 beds

|

3 baths

|

3,089 sq ft

118 WINESAP LN, DOVER, DE, 19901
Community: Longacre Village
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Atrium at MetroWest 2960 VADEN DR 2-413, FAIRFAX, VA, 22031, Fairfax, VA 22031
$749,900

2 beds

|

2 baths

|

1,391 sq ft

|

Condo

2960 VADEN DR 2-413, FAIRFAX, VA, 22031
Keswick Villas 7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$503,700

4 beds

|

4 baths

|

2,189 sq ft

7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
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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© 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.
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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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