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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


254 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.
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
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 - $400ks
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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Trilogy® ThreeOaks®
$600ks - $800ks
Trilogy® ThreeOaks®, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 268 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
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 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.
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
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 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
4.3 rating (3 reviews) Falls Run
$200ks - $500ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (1 review) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
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.
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
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Carriages at Orchard Glen
$400ks - $500ks
Carriages at Orchard Glen, Elk Township, NJ
New Construction | 55+ age-restricted | Built 2026 - present | 250 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
Parks Edge at Bayberry
$400ks - $600ks
Parks Edge at Bayberry, Middletown, DE
New Construction | 55+ age-restricted | Built 2022 - present | 210 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
Beechfield Manors
$200ks - $400ks
Beechfield Manors, Bowie, MD
New Construction | 55+ age-restricted | Built 2024 - present
5 rating (2 reviews) Spring Meadow
$200ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 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.
Heritage Shores 89 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$429,900

4 beds

|

3 baths

|

2,042 sq ft

89 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
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
$339,900

3 beds

|

2 baths

|

1,733 sq ft

1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
New Montebello 6 COPLEY CIR, WEST BERLIN, NJ, 08091, West Berlin, NJ 08091
$819,000

4 beds

|

3 baths

|

2,871 sq ft

6 COPLEY CIR, WEST BERLIN, NJ, 08091
Community: Montebello
New Heritage Harbour 940 ASTERN WAY 101, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$450,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

940 ASTERN WAY 101, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Auburn Meadows 799 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$414,000

2 beds

|

2 baths

|

2,151 sq ft

799 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
New Winifred Manor 2023 RUDY SERRA DR 3-B, ELDERSBURG, MD, ..., Eldersburg, MD 21784
$264,900

2 beds

|

2 baths

|

Condo

2023 RUDY SERRA DR 3-B, ELDERSBURG, MD, ...
Community: Winifred Manor
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 Heritage Harbour 2900 SHIPMASTER WAY 108, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$355,000

2 beds

|

2 baths

|

1,048 sq ft

|

Condo

2900 SHIPMASTER WAY 108, ANNAPOLIS, MD, ...
Community: Heritage Harbour
New Venue at Winchelsea 3156 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$419,259

3 beds

|

3 baths

|

2,443 sq ft

3156 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
New Cedar Ridge at Piney Orchard 8608 WANDERING FOX TRL 307, ODENTON, MD,..., Odenton, MD 21113
$519,000

3 beds

|

2 baths

|

1,900 sq ft

|

Condo

8608 WANDERING FOX TRL 307, ODENTON, MD,...
New Potomac Green 20579 ROSEWOOD MANOR SQ, ASHBURN, VA, 20..., Ashburn, VA 20147
$660,000

2 beds

|

2 baths

|

1,667 sq ft

20579 ROSEWOOD MANOR SQ, ASHBURN, VA, 20...
Community: Potomac Green
New Brittany Hills 346 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$445,000

3 beds

|

3 baths

|

2,022 sq ft

346 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
New Cameron Grove 12900 FOX BOW DR 207, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$275,000

2 beds

|

2 baths

|

928 sq ft

|

Condo

12900 FOX BOW DR 207, UPPER MARLBORO, MD...
Community: Cameron Grove
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Heritage Shores 12 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$428,000

3 beds

|

2 baths

|

1,902 sq ft

12 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 219, LEESBURG, V..., Leesburg, VA 20176
$329,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19385 CYPRESS RIDGE TER 219, LEESBURG, V...
New Falls Run 20 DAYTON CIR, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$545,000

4 beds

|

4 baths

|

3,767 sq ft

20 DAYTON CIR, FREDERICKSBURG, VA, 22406
Community: Falls Run
New Leisure World® of Maryland 3111 BECKENHAM CT 254-A, SILVER SPRING, ..., Silver Spring, MD 20906
$289,900

2 beds

|

2 baths

|

998 sq ft

|

Condo

3111 BECKENHAM CT 254-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.
New Leisure World® of Maryland 3418 CHISWICK CT 46-E, SILVER SPRING, MD..., Silver Spring, MD 20906
$240,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3418 CHISWICK CT 46-E, SILVER SPRING, MD...
New Heritage Creek 216 HAY ST, MILTON, DE, 19968, Milton, DE 19968
$519,000

4 beds

|

4 baths

|

3,274 sq ft

216 HAY ST, MILTON, DE, 19968
Community: Heritage Creek
New Celebrate 35 MEARES WAY, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$649,500

3 beds

|

3 baths

|

3,006 sq ft

35 MEARES WAY, FREDERICKSBURG, VA, 22406
Community: Celebrate
New Bishop's Landing 38652 LONGS CHAPEL LN, MILLVILLE, DE, 19..., Millville, DE 19967
$675,000

5 beds

|

3 baths

|

2,988 sq ft

38652 LONGS CHAPEL LN, MILLVILLE, DE, 19...
Community: Bishop's Landing
New Carroll Vista 602 CLUBSIDE DR 404, TANEYTOWN, MD, 2178..., Taneytown, MD 21787
$350,000

2 beds

|

2 baths

|

1,548 sq ft

|

Condo

602 CLUBSIDE DR 404, TANEYTOWN, MD, 2178...
Community: Carroll Vista
New Parks Edge at Bayberry 0002 EDGAR DEGAS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$524,900

2 beds

|

2 baths

|

1,910 sq ft

0002 EDGAR DEGAS LN, MIDDLETOWN, DE, 197...
New Venue at Winchelsea 005 EDGAR DEGAS LN, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$559,900

3 beds

|

2 baths

|

2,746 sq ft

005 EDGAR DEGAS LN, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New
Cindy Certified
1650 SILVER HILL DR 1706, MCLEAN, VA, 22..., Mclean, VA 22102
$1,299,900

2 beds

|

2 baths

|

1,617 sq ft

|

Condo

1650 SILVER HILL DR 1706, MCLEAN, VA, 22...
New Parks Edge at Bayberry 0004 EDGAR DEGAS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$539,900

3 beds

|

2 baths

|

2,189 sq ft

0004 EDGAR DEGAS LN, MIDDLETOWN, DE, 197...
New Parklands 10617 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$440,000

3 beds

|

3 baths

|

2,320 sq ft

10617 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
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 Doroly Gardens 1705 BOTANICAL CT 13, SYKESVILLE, MD, 21..., Sykesville, MD 21784
$699,900

3 beds

|

3 baths

|

2,513 sq ft

|

Condo

1705 BOTANICAL CT 13, SYKESVILLE, MD, 21...
Community: Doroly Gardens
New Leisure World® of Maryland 3556 FISKE TER 146-B, SILVER SPRING, MD,..., Silver Spring, MD 20906
$349,000

2 beds

|

1 baths

|

850 sq ft

|

Condo

3556 FISKE TER 146-B, SILVER SPRING, MD,...
New
Cindy Certified
2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$650,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203...
New Gerst Farm 9403 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$679,990

4 beds

|

4 baths

|

3,337 sq ft

9403 FOUNDERS LN, PERRY HALL, MD, 21128
Community: Gerst Farm
New Auburn Meadows 129 DAVENPORT RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$444,995

2 beds

|

2 baths

|

1,866 sq ft

129 DAVENPORT RD, SMYRNA, DE, 19977
Community: Auburn Meadows
New Holiday City at Monroe 521 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$350,000

2 beds

|

2 baths

|

1,434 sq ft

521 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 919, SILVER SP..., Silver Spring, MD 20906
$280,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 919, SILVER SP...
New The Flats at Heathcote Village by Del Webb 5992 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$732,845

3 beds

|

3 baths

|

2,625 sq ft

5992 SUNSTONE LN, HAYMARKET, VA, 20169
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Keswick Villas 7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$406,506

3 beds

|

4 baths

|

2,189 sq ft

7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New Keswick Villas 7740 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$414,756

4 beds

|

4 baths

|

2,189 sq ft

7740 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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