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Maryland 55+ active adult communities & homes for sale - Page 13

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


944 homes near Maryland

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3 rating (2 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
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 (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
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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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 (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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
4.4 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
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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 Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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.
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 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 reviews) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
3 rating (2 reviews) Dunbarton
$300ks - $500ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 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 Harbour 930 ASTERN WAY 510, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$289,000

1 beds

|

2 baths

|

1,152 sq ft

|

Condo

930 ASTERN WAY 510, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Villas at Cattail 24 ST MICHAELS WAY, HANOVER, PA, 17331, Hanover, PA 17331
$365,000

3 beds

|

2 baths

|

1,822 sq ft

24 ST MICHAELS WAY, HANOVER, PA, 17331
Community: Villas at Cattail
Holiday City at Monroe 536 DORAL DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$325,000

2 beds

|

2 baths

|

1,369 sq ft

536 DORAL DR, WILLIAMSTOWN, NJ, 08094
Heritage Hunt 6877 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$649,000

3 beds

|

2 baths

|

1,809 sq ft

6877 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Watershed 1238 CRESTED WOOD DR, LAUREL, MD, 20724, Laurel, MD 20724
$589,990

3 beds

|

4 baths

|

2,660 sq ft

1238 CRESTED WOOD DR, LAUREL, MD, 20724
Community: Watershed
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Celebrate 132 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$464,500

2 beds

|

2 baths

|

1,817 sq ft

132 DENISON ST, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Four Seasons at Hatteras Hills 895 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$429,990

3 beds

|

2 baths

|

2,499 sq ft

895 BUXTON CIR, MAGNOLIA, DE, 19962
The Village of Cinderberry 2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$344,900

2 beds

|

2 baths

|

1,628 sq ft

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199...
Dunbarton 9712 SEAFIELD PL, BRISTOW, VA, 20136, Bristow, VA 20136
$635,000

2 beds

|

3 baths

|

3,882 sq ft

9712 SEAFIELD PL, BRISTOW, VA, 20136
Community: Dunbarton
Regency at Belmont 43909 EVELYN PATH TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$999,990

3 beds

|

4 baths

|

3,243 sq ft

43909 EVELYN PATH TER, ASHBURN, VA, 2014...
Community: Regency at Belmont
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.
Liberty West 36778 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$479,990

4 beds

|

2 baths

|

2,366 sq ft

36778 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Four Seasons at Kent Island 540 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$939,990

3 beds

|

3 baths

|

2,789 sq ft

540 WARBLER WAY, CHESTER, MD, 21619
Heritage Hunt 13641 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155
$693,000

2 beds

|

2 baths

|

1,904 sq ft

13641 HERITAGE VALLEY WAY, GAINESVILLE, ...
Community: Heritage Hunt
Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 523, SILVER SP..., Silver Spring, MD 20906
$180,000

1 beds

|

2 baths

|

930 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 523, SILVER SP...
Crossings at Christiana 623 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701
$360,000

2 beds

|

2 baths

|

1,300 sq ft

623 KENDALL DR, BEAR, DE, 19701
Heritage Hunt 13618 HERITAGE VALLEY WAY, GAINESVILLE, ..., Gainesville, VA 20155
$799,000

2 beds

|

3 baths

|

3,320 sq ft

13618 HERITAGE VALLEY WAY, GAINESVILLE, ...
Community: Heritage Hunt
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Leisure World® of Maryland 15115 INTERLACHEN DR 3-902, SILVER SPRIN..., Silver Spring, MD 20906
$159,900

1 beds

|

1 baths

|

850 sq ft

|

Condo

15115 INTERLACHEN DR 3-902, SILVER SPRIN...
Windstone 34670 VILLA CIR 2206, LEWES, DE, 19958, Lewes, DE 19958
$359,000

2 beds

|

2 baths

|

986 sq ft

|

Condo

34670 VILLA CIR 2206, LEWES, DE, 19958
Community: Windstone
Keswick Villas 8810 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$446,025

4 beds

|

4 baths

|

2,057 sq ft

8810 SELBY CT, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
The Villas at The Preserve at Robinson Farms 1003 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$541,197

3 beds

|

2 baths

|

1,913 sq ft

|

Condo

1003 ROBINSON RD, TOWNSEND, DE, 19734
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.
Brittany Hills 4 N HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311
$535,000

3 beds

|

3 baths

|

3,300 sq ft

4 N HENLEY DR, AVONDALE, PA, 19311
Community: Brittany Hills
Carroll's Creek 1404 WIGEON WAY 304, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$429,000

3 beds

|

2 baths

|

1,786 sq ft

|

Condo

1404 WIGEON WAY 304, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Four Seasons at Kent Island 190 HARRIER WAY 24, CHESTER, MD, 21619, Chester, MD 21619
$650,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

190 HARRIER WAY 24, CHESTER, MD, 21619
Symphony Village 149 SONATA WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617
$450,000

3 beds

|

2 baths

|

2,248 sq ft

149 SONATA WAY, CENTREVILLE, MD, 21617
Community: Symphony Village
Patapsco Overlook 11 CLAY LODGE LN 101, BALTIMORE, MD, 212..., Baltimore, MD 21228
$420,000

2 beds

|

2 baths

|

1,422 sq ft

|

Condo

11 CLAY LODGE LN 101, BALTIMORE, MD, 212...
Community: Patapsco Overlook
Holiday City at Monroe 756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$329,900

2 beds

|

2 baths

|

1,576 sq ft

756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
Carroll's Creek 1412 WIGEON WAY 301, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$432,500

3 beds

|

2 baths

|

1,782 sq ft

|

Condo

1412 WIGEON WAY 301, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Hatteras Hills 1005 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$550,000

4 beds

|

4 baths

|

2,800 sq ft

1005 BUXTON CIR, MAGNOLIA, DE, 19962
Courtyards at Waverly Woods East 11150 CHAMBERS CT J, WOODSTOCK, MD, 2116..., Woodstock, MD 21163
$395,000

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

11150 CHAMBERS CT J, WOODSTOCK, MD, 2116...
Virginia Heritage at Lee's Parke 5814 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$610,000

3 beds

|

3 baths

|

3,018 sq ft

5814 NEW BERNE RD, FREDERICKSBURG, VA, 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.
Gatherings at Ellicott Mills 8511 COLTRANE CT 204, ELLICOTT CITY, MD,..., Ellicott City, MD 21043
$439,990

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8511 COLTRANE CT 204, ELLICOTT CITY, MD,...
Keswick Villas 8804 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$437,925

4 beds

|

4 baths

|

2,057 sq ft

8804 SELBY CT, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Heritage Hunt 6901 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$640,000

3 beds

|

3 baths

|

2,618 sq ft

6901 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Leisure World® of Maryland 3350 CHISWICK CT 57-1A, SILVER SPRING, M..., Silver Spring, MD 20906
$90,000

1 beds

|

1 baths

|

635 sq ft

|

Condo

3350 CHISWICK CT 57-1A, SILVER SPRING, M...
Legacy at Gateway 633 WALLINGFORD RD 201, BEL AIR, MD, 210..., Bel Air, MD 21014
$305,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

633 WALLINGFORD RD 201, BEL AIR, MD, 210...
Community: Legacy at Gateway
The Village at Freedom Hills 13928 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$375,000

2 beds

|

2 baths

|

1,663 sq ft

13928 PATRIOT WAY, HAGERSTOWN, MD, 21740
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 7, HAYMARKET, VA, 201..., Haymarket, VA 20169
$474,990

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 6, HAYMARKET, VA, 201..., Haymarket, VA 20169
$374,990

1 beds

|

2 baths

|

995 sq ft

|

Condo

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 5, HAYMARKET, VA, 201..., Haymarket, VA 20169
$609,990

3 beds

|

2 baths

|

1,850 sq ft

|

Condo

5800 MOONSTONE WAY 5, HAYMARKET, VA, 201...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 4, HAYMARKET, VA, 201..., Haymarket, VA 20169
$549,990

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

5800 MOONSTONE WAY 4, HAYMARKET, VA, 201...
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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