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Maryland 55+ active adult communities & homes for sale - Page 14

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.
Four Seasons at Belle Terre 21153 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958
$599,900

3 beds

|

2 baths

|

2,710 sq ft

21153 CONTI ST, LEWES, DE, 19958
The Flats at Northside 1121 FORTUNE TER 503, POTOMAC, MD, 20854, Potomac, MD 20854
$903,234

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

1121 FORTUNE TER 503, POTOMAC, MD, 20854
Cindy Certified
16316 CONNORS WAY 15, ROCKVILLE, MD, 208..., Rockville, MD 20855
$535,000

2 beds

|

3 baths

|

1,714 sq ft

|

Condo

16316 CONNORS WAY 15, ROCKVILLE, MD, 208...
Virginia Heritage at Lee's Parke 6312 W DRANESVILLE DR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$529,999

2 beds

|

2 baths

|

1,736 sq ft

6312 W DRANESVILLE DR, FREDERICKSBURG, V...
Birchwood at Brambleton 42920 FIREFLY SONATA TER 101, ASHBURN, V..., Ashburn, VA 20148
$525,000

2 beds

|

2 baths

|

1,625 sq ft

|

Condo

42920 FIREFLY SONATA TER 101, ASHBURN, V...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Two Rivers 1210 BEAVER TREE DR, ODENTON, MD, 21113, Odenton, MD 21113
$739,000

3 beds

|

4 baths

|

3,796 sq ft

1210 BEAVER TREE DR, ODENTON, MD, 21113
Community: Two Rivers
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 720, LEESBURG, V..., Leesburg, VA 20176
$309,900

1 beds

|

2 baths

|

874 sq ft

|

Condo

19365 CYPRESS RIDGE TER 720, LEESBURG, V...
Signature Club at Greenview 10545 EDWARDIAN LN 154, NEW MARKET, MD, ..., New Market, MD 21774
$623,545

3 beds

|

3 baths

|

2,549 sq ft

|

Condo

10545 EDWARDIAN LN 154, NEW MARKET, MD, ...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-409, SILVER SPRIN..., Silver Spring, MD 20906
$199,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15107 INTERLACHEN DR 2-409, SILVER SPRIN...
Leisure World® of Maryland 3130 BECKENHAM CT 250-A, SILVER SPRING, ..., Silver Spring, MD 20906
$158,500

1 beds

|

1 baths

|

666 sq ft

|

Condo

3130 BECKENHAM CT 250-A, 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.
Gatherings at Cabin Branch 13250 PETREL ST 1203, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$639,990

3 beds

|

2 baths

|

1,887 sq ft

|

Condo

13250 PETREL ST 1203, CLARKSBURG, MD, 20...
The Village at Cabin Branch 13250 PETREL ST 1203, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$639,990

3 beds

|

2 baths

|

1,887 sq ft

|

Condo

13250 PETREL ST 1203, CLARKSBURG, MD, 20...
Montebello 21610 HAWKSBILL HIGH CIR 102, STERLING, ..., Sterling, VA 20164
$350,000

1 beds

|

1 baths

|

964 sq ft

|

Condo

21610 HAWKSBILL HIGH CIR 102, STERLING, ...
Community: Montebello
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 307, LEESBURG, V..., Leesburg, VA 20176
$449,900

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

19355 CYPRESS RIDGE TER 307, LEESBURG, V...
Four Seasons at Vint Hill 3571 SUTHERLAND CT, WARRENTON, VA, 20187, Warrenton, VA 20187
$575,000

2 beds

|

2 baths

|

1,936 sq ft

3571 SUTHERLAND CT, WARRENTON, VA, 20187
The Woodlands of Urbana 3510 STARLIGHT ST 401, FREDERICK, MD, 21..., Frederick, MD 21704
$514,900

2 beds

|

2 baths

|

1,783 sq ft

|

Condo

3510 STARLIGHT ST 401, FREDERICK, MD, 21...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Dunbarton 9450 RAITH CT, BRISTOW, VA, 20136, Bristow, VA 20136
$800,000

5 beds

|

3 baths

|

4,124 sq ft

9450 RAITH CT, BRISTOW, VA, 20136
Community: Dunbarton
Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 208, SILVER SP..., Silver Spring, MD 20906
$419,000

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 208, SILVER SP...
Villages at Aberdeen 3 E DEHART AVE, CLAYTON, NJ, 08312, Clayton, NJ 08312
$369,900

2 beds

|

2 baths

|

1,615 sq ft

3 E DEHART AVE, CLAYTON, NJ, 08312
Chesapeake 29796 LYONS DR, EASTON, MD, 21601, Easton, MD 21601
$525,000

3 beds

|

3 baths

|

2,729 sq ft

29796 LYONS DR, EASTON, MD, 21601
Community: Chesapeake
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 Hatteras Hills 90 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$499,990

3 beds

|

2 baths

|

1,778 sq ft

90 FRISCO DR, MAGNOLIA, DE, 19962
Cindy Certified
12880 MOSAIC PARK WAY 1-B, HERNDON, VA, ..., Herndon, VA 20171
$549,999

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

12880 MOSAIC PARK WAY 1-B, HERNDON, VA, ...
The Parke at Ocean Pines 1 COLUMBIA AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$519,900

3 beds

|

3 baths

|

2,125 sq ft

1 COLUMBIA AVE, OCEAN PINES, MD, 21811
Trilogy® ThreeOaks® 14207 ADVENTURE CT, CULPEPER, VA, 22701, Culpeper, VA 22701
$785,990

3 beds

|

3 baths

|

3,012 sq ft

14207 ADVENTURE CT, CULPEPER, VA, 22701
Cindy Certified
516 SAINT PATTY DR, NOTTINGHAM, PA, 1936..., Nottingham, PA 19362
$299,900

3 beds

|

2 baths

|

1,400 sq ft

516 SAINT PATTY DR, NOTTINGHAM, PA, 1936...
Leisure World® of Maryland 15300 PINE ORCHARD DR 85-3D, SILVER SPRI..., Silver Spring, MD 20906
$189,900

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15300 PINE ORCHARD DR 85-3D, SILVER SPRI...
Albert Courts 131 CODY DR 11, THURMONT, MD, 21788, Thurmont, MD 21788
$300,000

2 beds

|

2 baths

|

1,384 sq ft

|

Condo

131 CODY DR 11, THURMONT, MD, 21788
Community: Albert Courts
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Villages Of Wildewood 23134 MARBLE WAY, CALIFORNIA, MD, 20619, California, MD 20619
$425,000

2 beds

|

2 baths

|

1,905 sq ft

|

Condo

23134 MARBLE WAY, CALIFORNIA, MD, 20619
Leisure World® of Maryland 3367 S LEISURE WORLD BLVD 95-2A, SILVER ..., Silver Spring, MD 20906
$139,900

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3367 S LEISURE WORLD BLVD 95-2A, SILVER ...
Village Crest 8031 WHITE JASMINE CT 114, ELLICOTT CITY..., Ellicott City, MD 21043
$550,000

3 beds

|

4 baths

|

2,450 sq ft

|

Condo

8031 WHITE JASMINE CT 114, ELLICOTT CITY...
Community: Village Crest
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 29662 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$479,000

4 beds

|

3 baths

|

2,532 sq ft

29662 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Symphony Village 114 SONATA WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$499,900

3 beds

|

2 baths

|

2,290 sq ft

114 SONATA WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
Parklands 10372 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$590,790

4 beds

|

3 baths

|

3,772 sq ft

10372 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10376 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$562,190

3 beds

|

3 baths

|

8,593 sq ft

10376 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Bishop's Landing 33298 LONE CEDAR LNDG 5802, MILLVILLE, D..., Millville, DE 19967
$489,900

4 beds

|

3 baths

|

2,600 sq ft

33298 LONE CEDAR LNDG 5802, MILLVILLE, D...
Community: Bishop's Landing
Trilogy® ThreeOaks® 15147 IMAGINE RD, CULPEPER, VA, 22701, Culpeper, VA 22701
$699,990

3 beds

|

3 baths

|

2,359 sq ft

15147 IMAGINE RD, CULPEPER, VA, 22701
Liberty West 36372 GATE DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$459,900

3 beds

|

2 baths

|

1,985 sq ft

36372 GATE DR, GEORGETOWN, DE, 19947
Community: Liberty West
Celebrate 143 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$539,900

3 beds

|

3 baths

|

2,212 sq ft

143 DENISON ST, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Longacre Village 391 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$475,000

4 beds

|

3 baths

|

2,533 sq ft

391 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Spring Meadow 676 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$325,000

2 beds

|

2 baths

|

1,580 sq ft

676 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
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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