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Maryland 55+ rental communities & homes for rent

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


5 communities near Maryland

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Overture Fair Ridge
$2,423.06 - $3,501.06 / mo
Base rent from $2,369
Overture Fair Ridge, Fairfax, VA
New Construction | 62+ age-restricted | 200 rental homes
Acclaim at the Hill
$1,700s - $2,400s / mo
Acclaim at the Hill, Fredericksburg, VA
New Construction | 62+ age-restricted | Built 2024 - present | 147 rental homes
Gardens of Annapolis
$2,813 - $3,257 / mo
Base rent from $2,813
Gardens of Annapolis, Annapolis, MD
New Construction | 62+ age-restricted | Built 2002 - 2002 | 106 rental homes
The Penny
$2,175 - $6,043 / mo
Base rent from $2,050
The Penny, Annapolis, MD
New Construction | 55+ age-restricted | 175 rental homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Windrose
$3,407.06 - $4,958.06 / mo
Base rent from $3,371
Windrose, Fairfax, VA
| 55+ age-restricted | 180 rental homes
Want to learn more about 55+ rental communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Parke at Ocean Pines 19 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$524,900

3 beds

|

2 baths

|

1,788 sq ft

19 EASTON AVE, OCEAN PINES, MD, 21811
Fieldstone Village 8 PLATINUM DR, DOVER, DE, 19901, Dover, DE 19901
$314,000

2 beds

|

2 baths

|

1,380 sq ft

8 PLATINUM DR, DOVER, DE, 19901
Community: Fieldstone Village
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
$399,000

3 beds

|

2 baths

|

1,369 sq ft

35031 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
The Parke at Ocean Pines 63 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$499,000

3 beds

|

2 baths

|

2,052 sq ft

63 CHATHAM CT, OCEAN PINES, MD, 21811
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
Falls Run 7 DAYTON CIR, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$399,900

3 beds

|

2 baths

|

1,552 sq ft

7 DAYTON CIR, FREDERICKSBURG, VA, 22406
Community: Falls Run
Independence 23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966
$669,000

4 beds

|

3 baths

|

3,191 sq ft

23730 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...
Community: Independence
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
$324,900

2 beds

|

2 baths

|

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
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 Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$399,900

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
Auburn Meadows 101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$475,000

3 beds

|

3 baths

|

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
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 2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619
$700,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Lansdowne Woods of Virginia 19370 MAGNOLIA GROVE SQ 212, LEESBURG, V..., Leesburg, VA 20176
$430,000

2 beds

|

2 baths

|

1,444 sq ft

|

Condo

19370 MAGNOLIA GROVE SQ 212, LEESBURG, V...
New Bay Crossing 34751 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$585,000

2 beds

|

3 baths

|

2,740 sq ft

34751 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
New
Cindy Certified
1121 FORTUNE TER 204, POTOMAC, MD, 20854, Potomac, MD 20854
$845,894

2 beds

|

2 baths

|

1,496 sq ft

|

Condo

1121 FORTUNE TER 204, POTOMAC, MD, 20854
New Ellicott's Retreat 8990 CARLS CT C, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043
$430,000

2 beds

|

2 baths

|

1,425 sq ft

|

Condo

8990 CARLS CT C, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
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 Venue at Winchelsea 3219 RYE HARBOUR WAY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$529,000

2 beds

|

3 baths

|

1,778 sq ft

3219 RYE HARBOUR WAY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
New Carriages at Orchard Glen 2 DENALI DR, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$449,990

3 beds

|

3 baths

|

2,114 sq ft

2 DENALI DR, MONROEVILLE, NJ, 08343
New
Cindy Certified
1121 FORTUNE TER 210, POTOMAC, MD, 20854, Potomac, MD 20854
$880,894

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

1121 FORTUNE TER 210, POTOMAC, MD, 20854
New Carriages at Orchard Glen 216 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$560,985

3 beds

|

3 baths

|

2,401 sq ft

216 TETON CT, MONROEVILLE, NJ, 08343
New Carriages at Orchard Glen 212 TETON CT, MONROEVILLE, NJ, 08343, Monroeville, NJ 08343
$544,985

3 beds

|

3 baths

|

2,401 sq ft

212 TETON CT, MONROEVILLE, NJ, 08343
New Four Seasons at Kent Island 168 REDSTART DR, CHESTER, MD, 21619, Chester, MD 21619
$769,900

2 beds

|

3 baths

|

2,014 sq ft

168 REDSTART DR, CHESTER, MD, 21619
New Heritage Harbour 903 YARDARM LN, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$525,000

2 beds

|

2 baths

|

1,514 sq ft

903 YARDARM LN, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Ellicott's Retreat 8960 CARLS CT H, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043
$467,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

8960 CARLS CT H, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
New Belmont 2106 HALF MILE POST, GARNET VALLEY, PA, ..., Garnet Valley, PA 19060
$539,900

2 beds

|

3 baths

|

1,993 sq ft

2106 HALF MILE POST, GARNET VALLEY, PA, ...
Community: Belmont
New Hawthorne Greene 48 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646
$374,900

2 beds

|

2 baths

|

1,571 sq ft

48 CAMDEN CIR, LA PLATA, MD, 20646
Community: Hawthorne Greene
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 The Hamlets at South River Colony 334 HAMLET CIR, EDGEWATER, MD, 21037, Edgewater, MD 21037
$624,900

3 beds

|

3 baths

|

2,517 sq ft

334 HAMLET CIR, EDGEWATER, MD, 21037
New HiddenBrooke 7860 ROLLING WOODS CT 201, SPRINGFIELD, ..., Springfield, VA 22152
$579,900

2 beds

|

2 baths

|

1,676 sq ft

|

Condo

7860 ROLLING WOODS CT 201, SPRINGFIELD, ...
Community: HiddenBrooke
New Emerald Pointe 13254 ONYX DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$599,000

3 beds

|

3 baths

|

2,841 sq ft

13254 ONYX DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
New Crestwood Village 7016 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703
$349,900

2 beds

|

2 baths

|

1,128 sq ft

7016 BASSWOOD RD, FREDERICK, MD, 21703
Community: Crestwood Village
Legacy at The Preserve at Deep Creek 272 ANGLESEY DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$535,000

3 beds

|

3 baths

|

3,303 sq ft

272 ANGLESEY DR, MIDDLETOWN, DE, 19709
Four Seasons at Silver Maple 420 WINTERBERRY DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$519,000

3 beds

|

3 baths

|

3,100 sq ft

420 WINTERBERRY DR, MIDDLETOWN, DE, 1970...
Tiree Land Condominiums 303 TIREE CT 402, ABINGDON, MD, 21009, Abingdon, MD 21009
$290,000

2 beds

|

2 baths

|

1,421 sq ft

|

Condo

303 TIREE CT 402, ABINGDON, MD, 21009
Cindy Certified
22225 NORRIS WOODS ST, GREAT MILLS, MD, ..., Great Mills, MD 20634
$539,990

3 beds

|

2 baths

|

2,500 sq ft

22225 NORRIS WOODS ST, GREAT MILLS, MD, ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Legacy at The Preserve at Deep Creek 646 SWANSEA DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$683,500

5 beds

|

4 baths

|

4,525 sq ft

646 SWANSEA DR, MIDDLETOWN, DE, 19709
Noble's Pond 1111 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$368,500

3 beds

|

3 baths

|

2,142 sq ft

1111 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
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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