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Maryland 55+ active adult communities & homes for sale - Page 18

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 Kent Island 102 BOATSWAIN WAY 2943, CHESTER, MD, 216..., Chester, MD 21619
$909,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2943, CHESTER, MD, 216...
Four Seasons at Kent Island 102 BOATSWAIN WAY 2932, CHESTER, MD, 216..., Chester, MD 21619
$809,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2932, CHESTER, MD, 216...
Lansdowne Woods of Virginia 19365 CYPRESS RIDGE TER 1105, LEESBURG, ..., Leesburg, VA 20176
$339,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19365 CYPRESS RIDGE TER 1105, LEESBURG, ...
Silver Woods 315 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$444,990

3 beds

|

3 baths

|

2,267 sq ft

315 GALLAGHER DR, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 329 GALLAGHER DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$473,990

3 beds

|

3 baths

|

2,267 sq ft

329 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
Leisure World® of Maryland 15300 BEAVERBROOK CT 88-2K, SILVER SPRIN..., Silver Spring, MD 20906
$264,000

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15300 BEAVERBROOK CT 88-2K, SILVER SPRIN...
Celebrate 9 LUDINGTON LN, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$424,900

2 beds

|

2 baths

|

1,476 sq ft

9 LUDINGTON LN, FREDERICKSBURG, VA, 2240...
Community: Celebrate
The Gatherings at Lakeview Community 548 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$524,990

3 beds

|

3 baths

|

2,475 sq ft

|

Condo

548 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
Tanyard Shores 812 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$530,000

4 beds

|

4 baths

|

2,000 sq ft

812 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Lansdowne Woods of Virginia 19370 MAGNOLIA GROVE SQ L04, LEESBURG, V..., Leesburg, VA 20176
$589,900

2 beds

|

2 baths

|

1,708 sq ft

|

Condo

19370 MAGNOLIA GROVE SQ L04, LEESBURG, V...
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.
JerMae Estates 5 GEOLEY CT, THURMONT, MD, 21788, Thurmont, MD 21788
$449,999

4 beds

|

3 baths

|

2,038 sq ft

5 GEOLEY CT, THURMONT, MD, 21788
Community: JerMae Estates
Stirling Glen 228 KIPPEN DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$520,000

3 beds

|

3 baths

|

2,564 sq ft

228 KIPPEN DR, WILLIAMSTOWN, NJ, 08094
Community: Stirling Glen
Falls Run 22 CHANTILLY PL, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406
$469,900

4 beds

|

3 baths

|

2,541 sq ft

22 CHANTILLY PL, FREDERICKSBURG, VA, 224...
Community: Falls Run
Chesapeake 29689 LYONS DR, EASTON, MD, 21601, Easton, MD 21601
$465,000

2 beds

|

2 baths

|

1,878 sq ft

29689 LYONS DR, EASTON, MD, 21601
Community: Chesapeake
Cindy Certified
100 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646
$365,000

2 beds

|

2 baths

|

1,550 sq ft

100 CAMDEN CIR, LA PLATA, MD, 20646
Leisure World® of Maryland 14805 PENNFIELD CIR 206, SILVER SPRING, ..., Silver Spring, MD 20906
$324,500

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

14805 PENNFIELD CIR 206, SILVER SPRING, ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Spicer Estates 515 HOWEY DR, MULLICA HILL, NJ, 08062, Mullica Hill, NJ 08062
$365,000

2 beds

|

2 baths

|

1,535 sq ft

515 HOWEY DR, MULLICA HILL, NJ, 08062
Community: Spicer Estates
Tanyard Shores 900 SANKOFA RD, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$549,900

4 beds

|

4 baths

|

3,556 sq ft

900 SANKOFA RD, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
Leisure World® of Maryland 3632 GLENEAGLES DR 8-1F, SILVER SPRING, ..., Silver Spring, MD 20906
$99,900

1 beds

|

1 baths

|

635 sq ft

|

Condo

3632 GLENEAGLES DR 8-1F, SILVER SPRING, ...
Saintsbury Plaza 2901 SAINTSBURY PLZ 206, FAIRFAX, VA, 22..., Fairfax, VA 22031
$462,800

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

2901 SAINTSBURY PLZ 206, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
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.
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 111, SILVER SP..., Silver Spring, MD 20906
$200,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 111, SILVER SP...
Summerlake 11248 SUMMERLAKE BLVD, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$359,000

3 beds

|

3 baths

|

1,593 sq ft

11248 SUMMERLAKE BLVD, FREDERICKSBURG, V...
Community: Summerlake
Spring Hill 8970 FASCINATION CT 130, LORTON, VA, 220..., Lorton, VA 22079
$299,000

2 beds

|

2 baths

|

890 sq ft

|

Condo

8970 FASCINATION CT 130, LORTON, VA, 220...
Community: Spring Hill
Sundance Club 36034 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$769,900

3 beds

|

3 baths

|

Condo

36034 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36030 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$704,900

4 beds

|

3 baths

|

Condo

36030 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36026 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$684,900

4 beds

|

3 baths

|

Condo

36026 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 36014 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$654,900

3 beds

|

3 baths

|

Condo

36014 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Sundance Club 36020 LOOKOUT RUN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$654,900

3 beds

|

3 baths

|

Condo

36020 LOOKOUT RUN, OCEAN VIEW, DE, 19970
Community: Sundance Club
Sundance Club 32276 SUNDANCE CIR, OCEAN VIEW, DE, 1997..., Ocean View, DE 19970
$579,900

3 beds

|

2 baths

|

Condo

32276 SUNDANCE CIR, OCEAN VIEW, DE, 1997...
Community: Sundance Club
Sundance Club 32280 SUNDANCE CIR, OCEAN VIEW, DE, 1997..., Ocean View, DE 19970
$549,900

2 beds

|

2 baths

|

1,411 sq ft

|

Condo

32280 SUNDANCE CIR, OCEAN VIEW, DE, 1997...
Community: Sundance Club
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.
Birchwood at Brambleton 42874 FIREFLY SONATA TER 403, ASHBURN, V..., Ashburn, VA 20148
$609,000

3 beds

|

2 baths

|

1,712 sq ft

|

Condo

42874 FIREFLY SONATA TER 403, ASHBURN, V...
Sundance Club 32274 SUNDANCE CIR, OCEAN VIEW, DE, 1997..., Ocean View, DE 19970
$604,900

3 beds

|

2 baths

|

Condo

32274 SUNDANCE CIR, OCEAN VIEW, DE, 1997...
Community: Sundance Club
Ovations at Elk View 270 HENDRICKSON LN, WEST GROVE, PA, 1939..., West Grove, PA 19390
$450,000

3 beds

|

2 baths

|

2,485 sq ft

270 HENDRICKSON LN, WEST GROVE, PA, 1939...
Cedar Ridge at Piney Orchard 8612 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113
$344,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8612 FLUTTERING LEAF TRL 208, ODENTON, M...
Bay Bridge Cove 222 MOORINGS CIR 126, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$585,000

3 beds

|

3 baths

|

2,074 sq ft

|

Condo

222 MOORINGS CIR 126, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
Village of Eastridge 74 FELIX VIEW CT, SMYRNA, DE, 19977, Smyrna, DE 19977
$369,900

2 beds

|

2 baths

|

1,584 sq ft

74 FELIX VIEW CT, SMYRNA, DE, 19977
Emerald Hills 1603 MARTHA CT 402, BEL AIR, MD, 21015, Bel Air, MD 21015
$279,900

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

1603 MARTHA CT 402, BEL AIR, MD, 21015
Community: Emerald Hills
Four Seasons at Forest Meadows 49 SHELLY ST, SICKLERVILLE, NJ, 08081, Sicklerville, NJ 08081
$485,000

3 beds

|

3 baths

|

2,012 sq ft

49 SHELLY ST, SICKLERVILLE, NJ, 08081
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Holiday City at Monroe 614 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$285,000

2 beds

|

2 baths

|

1,219 sq ft

614 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
Four Seasons at Kent Island 532 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$799,990

3 beds

|

3 baths

|

2,772 sq ft

532 WARBLER WAY, CHESTER, MD, 21619
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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