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Maryland 55+ active adult communities & homes for sale

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
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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.
The Parke at Ocean Pines 19 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$524,900

3 beds

|

2 baths

|

1,788 sq ft

19 EASTON AVE, OCEAN PINES, MD, 21811
Fieldstone Village 8 PLATINUM DR, DOVER, DE, 19901, Dover, DE 19901
$299,000

2 beds

|

2 baths

|

1,380 sq ft

8 PLATINUM DR, DOVER, DE, 19901
Community: Fieldstone Village
Verona Woods 66 KALLISTO CT, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,576 sq ft

66 KALLISTO CT, DOVER, DE, 19901
Community: Verona Woods
Twin Lake Villas 35031 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508
$399,000

3 beds

|

2 baths

|

1,369 sq ft

35031 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
The Parke at Ocean Pines 63 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$499,000

3 beds

|

2 baths

|

2,052 sq ft

63 CHATHAM CT, OCEAN PINES, MD, 21811
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Noble's Pond 18 MATISSE PL, DOVER, DE, 19904, Dover, DE 19904
$610,000

3 beds

|

3 baths

|

2,727 sq ft

18 MATISSE PL, DOVER, DE, 19904
Community: Noble's Pond
Falls Run 7 DAYTON CIR, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$399,900

3 beds

|

2 baths

|

1,552 sq ft

7 DAYTON CIR, FREDERICKSBURG, VA, 22406
Community: Falls Run
Independence 23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966
$669,000

4 beds

|

3 baths

|

3,191 sq ft

23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...
Community: Independence
Heritage Shores 1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$344,900

3 beds

|

2 baths

|

1,733 sq ft

1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Heritage Shores 85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$324,900

2 beds

|

2 baths

|

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
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 Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$399,900

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
Auburn Meadows 101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$475,000

3 beds

|

3 baths

|

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$300,000

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Four Seasons at Kent Island 2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619
$700,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...
Four Seasons at Kent Island 132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$699,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Heritage Shores 110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$519,000

4 beds

|

3 baths

|

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New
Cindy Certified
1761 OLD MEADOW RD 102, MCLEAN, VA, 2210..., Mclean, VA 22102
$1,165,000

2 beds

|

3 baths

|

1,711 sq ft

|

Condo

1761 OLD MEADOW RD 102, MCLEAN, VA, 2210...
New Potomac Green 20630 HOPE SPRING TER 303, ASHBURN, VA, ..., Ashburn, VA 20147
$450,000

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20630 HOPE SPRING TER 303, ASHBURN, VA, ...
Community: Potomac Green
New Keswick Villas 7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$421,506

3 beds

|

4 baths

|

2,189 sq ft

7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New
Cindy Certified
210 E SECOND ST 401, FREDERICK, MD, 2170..., Frederick, MD 21701
$1,595,000

3 beds

|

3 baths

|

2,751 sq ft

|

Condo

210 E SECOND ST 401, FREDERICK, MD, 2170...
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.
New Keswick Villas 7742 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$414,537

3 beds

|

4 baths

|

2,189 sq ft

7742 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New Auburn Meadows 60 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$426,618

2 beds

|

2 baths

|

2,151 sq ft

60 BERKS RD, SMYRNA, DE, 19977
Community: Auburn Meadows
New Auburn Meadows 844 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$439,000

3 beds

|

3 baths

|

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
New The Flats at Heathcote Village by Del Webb 5988 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$722,616

3 beds

|

3 baths

|

2,625 sq ft

5988 SUNSTONE LN, HAYMARKET, VA, 20169
New
Cindy Certified
1611 POTOMAC SHORES PKWY 402, DUMFRIES, ..., Dumfries, VA 22026
$484,990

2 beds

|

2 baths

|

1,358 sq ft

|

Condo

1611 POTOMAC SHORES PKWY 402, DUMFRIES, ...
New Keswick Villas 7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$451,559

4 beds

|

4 baths

|

2,189 sq ft

7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New Bay Crossing 35225 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958
$725,000

4 beds

|

4 baths

|

3,622 sq ft

35225 SEAPORT LOOP, LEWES, DE, 19958
Community: Bay Crossing
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Heritage Shores 29 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$340,000

2 beds

|

2 baths

|

1,975 sq ft

29 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
New Leisure World® of Maryland 14905 PENNFIELD CIR 2A, SILVER SPRING, M..., Silver Spring, MD 20906
$360,000

2 beds

|

2 baths

|

1,391 sq ft

|

Condo

14905 PENNFIELD CIR 2A, SILVER SPRING, M...
New Crestwood Village 6874 BUTTONWOOD CT, FREDERICK, MD, 21703, Frederick, MD 21703
$349,900

2 beds

|

2 baths

|

1,164 sq ft

6874 BUTTONWOOD CT, 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.
New Roesville 29 BIRMINGHAM CT, FELTON, DE, 19943, Felton, DE 19943
$425,000

2 beds

|

2 baths

|

1,833 sq ft

29 BIRMINGHAM CT, FELTON, DE, 19943
Community: Roesville
New Birchwood at Brambleton 42724 CUSHING TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$960,000

3 beds

|

4 baths

|

3,735 sq ft

42724 CUSHING TER, ASHBURN, VA, 20148
New Independence 29512 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966
$484,900

3 beds

|

2 baths

|

1,589 sq ft

29512 PATRICK HENRY CIR, MILLSBORO, DE, ...
Community: Independence
New Celebrate 20 CABRILLO WAY, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406
$399,900

2 beds

|

2 baths

|

1,684 sq ft

20 CABRILLO WAY, FREDERICKSBURG, VA, 224...
Community: Celebrate
New The Parke at Ocean Pines 1 FREEPORT LN, BERLIN, MD, 21811, Berlin, MD 21811
$564,900

4 beds

|

3 baths

|

2,587 sq ft

1 FREEPORT LN, BERLIN, MD, 21811
New Regency at Dominion Valley 15508 HAGEN WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169
$849,000

3 beds

|

3 baths

|

4,050 sq ft

15508 HAGEN WAY, HAYMARKET, VA, 20169
New Colonial Charles 10652 SHADOW PARK CT, WALDORF, MD, 20603, Waldorf, MD 20603
$515,000

3 beds

|

2 baths

|

1,854 sq ft

10652 SHADOW PARK CT, WALDORF, MD, 20603
Community: Colonial Charles
New Ballenger Run 5312 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703
$525,000

3 beds

|

4 baths

|

3,944 sq ft

5312 CRAPE MYRTLE DR, FREDERICK, MD, 217...
Community: Ballenger Run
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-422, SILVER ..., Silver Spring, MD 20906
$170,000

1 beds

|

2 baths

|

930 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-422, SILVER ...
New
Cindy Certified
12850 MOSAIC PARK WAY 2B, HERNDON, VA, 2..., Herndon, VA 20171
$585,000

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

12850 MOSAIC PARK WAY 2B, HERNDON, 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.



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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.
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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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