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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


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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
$389,900

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
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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 Bay Bridge Cove 324 MOORINGS CIR 108, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$555,000

3 beds

|

3 baths

|

1,906 sq ft

|

Condo

324 MOORINGS CIR 108, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
New Leisure World® of Maryland 15311 PINE ORCHARD DR 87-2C, SILVER SPRI..., Silver Spring, MD 20906
$150,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15311 PINE ORCHARD DR 87-2C, SILVER SPRI...
New Ovations at Elk View 536 HODGSON CIR, WEST GROVE, PA, 19390, West Grove, PA 19390
$430,000

3 beds

|

3 baths

|

2,082 sq ft

536 HODGSON CIR, WEST GROVE, PA, 19390
New The Gatherings at Lakeview Community 549 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$385,990

3 beds

|

3 baths

|

1,569 sq ft

|

Condo

549 QUARRY PLACE CT, REISTERSTOWN, MD, 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.
New Cameron Grove 13004 MEARS CT, UPPER MARLBORO, MD, 2077..., Upper Marlboro, MD 20774
$465,000

3 beds

|

3 baths

|

2,100 sq ft

13004 MEARS CT, UPPER MARLBORO, MD, 2077...
Community: Cameron Grove
New Auburn Meadows 753 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$379,850

2 beds

|

2 baths

|

1,728 sq ft

753 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
New Gatherings at Potomac Station 700 MOUNT AIRY TER 204, LEESBURG, VA, 20..., Leesburg, VA 20176
$479,900

2 beds

|

2 baths

|

1,476 sq ft

|

Condo

700 MOUNT AIRY TER 204, LEESBURG, VA, 20...
New Four Seasons at Kent Island 731 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$829,990

2 beds

|

3 baths

|

2,010 sq ft

731 WARBLER WAY, CHESTER, MD, 21619
New Falls Run 36 ASHLAND CIR, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$405,000

2 beds

|

2 baths

|

1,640 sq ft

36 ASHLAND CIR, FREDERICKSBURG, VA, 2240...
Community: Falls Run
New Four Seasons at Hatteras Hills 519 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,778 sq ft

519 KITTY HAWK WAY, MAGNOLIA, DE, 19962
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Questions? Call us: (888) 625-4885
New Four Seasons at Scenic Harbor 34605 SWAN CREEK DR, LEWES, DE, 19958, Lewes, DE 19958
$669,990

2 beds

|

3 baths

|

2,024 sq ft

34605 SWAN CREEK DR, LEWES, DE, 19958
New Ellicott's Retreat 8911 CARLS CT A, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043
$425,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

8911 CARLS CT A, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
New Four Seasons at Hatteras Hills 551 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,925 sq ft

551 KITTY HAWK WAY, MAGNOLIA, DE, 19962
New Tiree Land Condominiums 301 TIREE CT 203, ABINGDON, MD, 21009, Abingdon, MD 21009
$264,900

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

301 TIREE CT 203, ABINGDON, MD, 21009
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 2-110, SILVER SPRIN..., Silver Spring, MD 20906
$255,000

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15107 INTERLACHEN DR 2-110, SILVER SPRIN...
New Montebello 21894 HAWKSBILL HIGH CIR 406, STERLING, ..., Sterling, VA 20164
$675,000

3 beds

|

2 baths

|

1,646 sq ft

|

Condo

21894 HAWKSBILL HIGH CIR 406, STERLING, ...
Community: Montebello
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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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 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
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, ...
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 Riverbend 569 ARROWGRASS LN, NEW CASTLE, DE, 19720, New Castle, DE 19720
$399,990

3 beds

|

3 baths

|

2,278 sq ft

569 ARROWGRASS LN, NEW CASTLE, DE, 19720
Community: Riverbend
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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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