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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. Social Security…

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. Social Security benefits are exempt from state income tax, and the state is home to major academic health systems, including Johns Hopkins Medicine and the University of Maryland Medical System, both headquartered in Baltimore. According to the Maryland State Climatologist Office, Maryland has well-defined seasons, and winters in central and eastern Maryland fall between the colder Northeast and the milder South. Senior living communities in Maryland on 55places center on independent retirement living for active adults.

Maryland is home to 249 active adult communities, with homes ranging from the low $200Ks to over $1M and averaging about $518K. Leisure World of Maryland in Silver Spring is a gated community with more than 5,600 homes, according to the community. 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


250 communities 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 review) 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 review) 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 review) Symphony Village
$300ks - $500ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
5 rating (1 review) 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 (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) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 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
2 rating (1 review) Birchwood at Brambleton
$400ks - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Trilogy® ThreeOaks®
$600ks - $900ks
Trilogy® ThreeOaks®, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 268 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 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.
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Carriages at Orchard Glen
$400ks - $500ks
Carriages at Orchard Glen, Elk Township, NJ
New Construction | 55+ age-restricted | Built 2026 - present | 250 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 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
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
5 rating (1 review) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
4.3 rating (3 reviews) Falls Run
$200ks - $500ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
3.7 rating (3 reviews) Spring Meadow
$200ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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
Gerst Farm
$500ks - $700ks
Gerst Farm, Perry Hall, MD
New Construction | 55+ age-restricted | Built 2026 - present | 202 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
5 rating (1 review) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 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.
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
$395,000

3 beds

|

2 baths

|

1,369 sq ft

35031 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
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
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
$314,900

2 beds

|

2 baths

|

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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 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
New Spicer Estates 409 WOODRUFF TRL, MULLICA HILL, NJ, 0806..., Mullica Hill, NJ 08062
$399,900

2 beds

|

2 baths

|

1,592 sq ft

409 WOODRUFF TRL, MULLICA HILL, NJ, 0806...
Community: Spicer Estates
New Regency at Dominion Valley 15100 HEATHER MILL LN 403, HAYMARKET, VA..., Haymarket, VA 20169
$450,000

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

15100 HEATHER MILL LN 403, HAYMARKET, VA...
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 Crossings at Christiana 446 SWEETMAN DR, BEAR, DE, 19701, Bear, DE 19701
$305,000

2 beds

|

3 baths

|

1,675 sq ft

446 SWEETMAN DR, BEAR, DE, 19701
New Four Seasons at Saint Margaret's 1501 BROADNECK PL 303, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$385,000

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

1501 BROADNECK PL 303, ANNAPOLIS, MD, 21...
New Heritage Hunt 6934 WALNUT HILL DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$629,000

3 beds

|

3 baths

|

2,081 sq ft

6934 WALNUT HILL DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
New Leisure World® of Maryland 15012 CANDOVER CT 277-C, SILVER SPRING, ..., Silver Spring, MD 20906
$295,000

2 beds

|

2 baths

|

998 sq ft

|

Condo

15012 CANDOVER CT 277-C, SILVER SPRING, ...
New Potomac Green 44401 WEDGEFORD WAY, ASHBURN, VA, 20147, Ashburn, VA 20147
$789,000

3 beds

|

3 baths

|

2,447 sq ft

44401 WEDGEFORD WAY, ASHBURN, VA, 20147
Community: Potomac Green
New Longacre Village 336 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$355,000

2 beds

|

2 baths

|

2,106 sq ft

336 N RED HAVEN 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
New Leisure World® of Maryland 14620 DEERHURST TER 217-A, SILVER SPRING..., Silver Spring, MD 20906
$363,000

3 beds

|

2 baths

|

1,193 sq ft

|

Condo

14620 DEERHURST TER 217-A, SILVER SPRING...
New
Cindy Certified
510 QUARRY VIEW CT 206, REISTERSTOWN, MD..., Reisterstown, MD 21136
$300,000

2 beds

|

2 baths

|

1,669 sq ft

|

Condo

510 QUARRY VIEW CT 206, REISTERSTOWN, MD...
New Heritage Harbour 848 DEERWOOD CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$725,000

3 beds

|

2 baths

|

1,900 sq ft

848 DEERWOOD CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Parke Place 28 PITMAN PL, SEWELL, NJ, 08080, Sewell, NJ 08080
$390,000

2 beds

|

2 baths

|

1,596 sq ft

28 PITMAN PL, SEWELL, NJ, 08080
Community: Parke Place
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 Leisure World® of Maryland 15107 INTERLACHEN DR 2-620, SILVER SPRIN..., Silver Spring, MD 20906
$200,000

2 beds

|

2 baths

|

990 sq ft

|

Condo

15107 INTERLACHEN DR 2-620, SILVER SPRIN...
New Gerst Farm 9442 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$549,990

3 beds

|

2 baths

|

2,690 sq ft

9442 GERST RD, PERRY HALL, MD, 21128
Community: Gerst Farm
New Gerst Farm 5304 HEARTLAND WAY, PERRY HALL, MD, 2112..., Perry Hall, MD 21128
$499,990

3 beds

|

3 baths

|

2,690 sq ft

5304 HEARTLAND WAY, PERRY HALL, MD, 2112...
Community: Gerst Farm
New The Flats at Northside 1135 POLARIS RD NOTTINGHAM 101, POTOMAC,..., Potomac, MD 20854
$1,599,995

4 beds

|

5 baths

|

3,470 sq ft

1135 POLARIS RD NOTTINGHAM 101, POTOMAC,...
New The Flats at Northside 1135 POLARIS RD EDINBURGH 75, POTOMAC, M..., Potomac, MD 20854
$1,449,525

4 beds

|

5 baths

|

2,840 sq ft

1135 POLARIS RD EDINBURGH 75, POTOMAC, M...
New Heritage Harbour 803 COXSWAIN WAY 301, ANNAPOLIS, MD, 214..., Annapolis, MD 21401
$465,000

2 beds

|

2 baths

|

1,413 sq ft

|

Condo

803 COXSWAIN WAY 301, ANNAPOLIS, MD, 214...
Community: Heritage Harbour
New Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 802, LEESBURG, V..., Leesburg, VA 20176
$479,000

3 beds

|

2 baths

|

1,560 sq ft

|

Condo

19355 CYPRESS RIDGE TER 802, LEESBURG, V...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Leisure World® of Maryland 3312 CHISWICK CT 62-2B, SILVER SPRING, M..., Silver Spring, MD 20906
$145,000

2 beds

|

1 baths

|

1,035 sq ft

|

Condo

3312 CHISWICK CT 62-2B, SILVER SPRING, M...
New
Cindy Certified
43095 WYNRIDGE DR 205, BROADLANDS, VA, 2..., Broadlands, VA 20148
$495,000

3 beds

|

2 baths

|

1,712 sq ft

|

Condo

43095 WYNRIDGE DR 205, BROADLANDS, VA, 2...
New
Cindy Certified
141 TRINITY DR, OXFORD, PA, 19363, Oxford, PA 19363
$475,490

3 beds

|

2 baths

|

1,498 sq ft

141 TRINITY DR, OXFORD, PA, 19363
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 Rosehill Manor Villas HOMESITE 12 OLEANDER CT, HAGERSTOWN, MD,..., Hagerstown, MD 21742
$445,799

3 beds

|

2 baths

|

1,687 sq ft

HOMESITE 12 OLEANDER CT, HAGERSTOWN, MD,...
New Celebrate 9 LONG BEACH DR, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406
$439,900

2 beds

|

2 baths

|

1,808 sq ft

9 LONG BEACH DR, FREDERICKSBURG, VA, 224...
Community: Celebrate
New
Cindy Certified
144 TRINITY DR, OXFORD, PA, 19363, Oxford, PA 19363
$480,490

3 beds

|

2 baths

|

1,498 sq ft

144 TRINITY DR, OXFORD, PA, 19363
New Legacy at Fallston Commons 1854 EXTON DR, FALLSTON, MD, 21047, Fallston, MD 21047
$569,900

3 beds

|

4 baths

|

3,336 sq ft

|

Condo

1854 EXTON DR, FALLSTON, MD, 21047
New Holiday City at Monroe 342 MARTINIQUE DR, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$310,000

2 beds

|

2 baths

|

1,318 sq ft

342 MARTINIQUE DR, WILLIAMSTOWN, NJ, 080...
New Heritage Harbour 950 MARCONI AVE, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$619,000

4 beds

|

3 baths

|

1,966 sq ft

950 MARCONI AVE, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Leisure World® of Maryland 15107 INTERLACHEN DR 2-120, SILVER SPRIN..., Silver Spring, MD 20906
$235,000

2 beds

|

2 baths

|

990 sq ft

|

Condo

15107 INTERLACHEN DR 2-120, SILVER SPRIN...
New 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...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Heritage at St. Charles 4639 DIAMOND RIDGE LN, WHITE PLAINS, MD,..., White Plains, MD 20695
$449,900

4 beds

|

3 baths

|

2,909 sq ft

4639 DIAMOND RIDGE LN, WHITE PLAINS, MD,...
New Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 309, SILVER SP..., Silver Spring, MD 20906
$150,000

1 beds

|

1 baths

|

889 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 309, SILVER SP...
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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