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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. 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


246 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 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.
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 (2 reviews) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 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 (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
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 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
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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 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.
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 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 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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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
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.
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - 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.
New The Parke at Ocean Pines 6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$409,000

2 beds

|

2 baths

|

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811
New 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
$314,900

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...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Villages at Red Mill Pond 14692 PLEASANT POND WAY, LEWES, DE, 1995..., Lewes, DE 19958
$575,000

3 beds

|

2 baths

|

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 6-1006, SILVER..., Silver Spring, MD 20906
$289,000

2 beds

|

2 baths

|

1,460 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 6-1006, SILVER...
Four Seasons at Kent Island 132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$700,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Twin Lake Villas 34889 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508
$418,000

3 beds

|

2 baths

|

1,369 sq ft

34889 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
Heritage Shores 110 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$529,000

4 beds

|

3 baths

|

2,598 sq ft

110 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
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.
Four Seasons at Millville 16 TORRESDALE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$309,000

2 beds

|

2 baths

|

1,464 sq ft

16 TORRESDALE ST, MILLVILLE, NJ, 08332
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$424,000

3 beds

|

2 baths

|

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
Leisure World® of Maryland 15320 PINE ORCHARD DR 83-C1, SILVER SPRI..., Silver Spring, MD 20906
$215,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15320 PINE ORCHARD DR 83-C1, SILVER SPRI...
New Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 111, SILVER SP..., Silver Spring, MD 20906
$200,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 111, SILVER SP...
New The Crest of Alexandria 7753 BELVALE DR, ALEXANDRIA, VA, 22315, Alexandria, VA 22315
$955,000

4 beds

|

4 baths

|

3,205 sq ft

7753 BELVALE DR, ALEXANDRIA, VA, 22315
New Summerlake 11248 SUMMERLAKE BLVD, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$369,000

3 beds

|

3 baths

|

1,593 sq ft

11248 SUMMERLAKE BLVD, FREDERICKSBURG, V...
Community: Summerlake
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Spring Hill 8970 FASCINATION CT 130, LORTON, VA, 220..., Lorton, VA 22079
$339,000

2 beds

|

2 baths

|

890 sq ft

|

Condo

8970 FASCINATION CT 130, LORTON, VA, 220...
Community: Spring Hill
New Birchwood at Brambleton 42874 FIREFLY SONATA TER 403, ASHBURN, V..., Ashburn, VA 20148
$609,000

3 beds

|

2 baths

|

1,712 sq ft

|

Condo

42874 FIREFLY SONATA TER 403, ASHBURN, V...
New Village of Cecil Woods 50 ADMIRALS WAY, ELKTON, MD, 21921, Elkton, MD 21921
$255,000

2 beds

|

2 baths

|

1,588 sq ft

50 ADMIRALS WAY, ELKTON, MD, 21921
New Four Seasons at Kent Island 110 BOATSWAIN WAY 3044, CHESTER, MD, 216..., Chester, MD 21619
$999,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

110 BOATSWAIN WAY 3044, CHESTER, MD, 216...
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 Four Seasons at Kent Island 102 BOATSWAIN WAY 2911, CHESTER, MD, 216..., Chester, MD 21619
$629,990

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

102 BOATSWAIN WAY 2911, CHESTER, MD, 216...
New Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 719, LEESBURG, V..., Leesburg, VA 20176
$383,250

2 beds

|

2 baths

|

1,101 sq ft

|

Condo

19375 CYPRESS RIDGE TER 719, LEESBURG, V...
New Four Seasons at Kent Island 323 KINGFISHER LN, CHESTER, MD, 21619, Chester, MD 21619
$974,990

5 beds

|

5 baths

|

3,225 sq ft

323 KINGFISHER LN, CHESTER, MD, 21619
New Ovations at Elk View 270 HENDRICKSON LN, WEST GROVE, PA, 1939..., West Grove, PA 19390
$500,000

3 beds

|

2 baths

|

2,485 sq ft

270 HENDRICKSON LN, WEST GROVE, PA, 1939...
New Birchwood at Brambleton 23664 JAYADEV TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$779,950

3 beds

|

3 baths

|

2,406 sq ft

23664 JAYADEV TER, ASHBURN, VA, 20148
New Cedar Ridge at Piney Orchard 8612 FLUTTERING LEAF TRL 208, ODENTON, M..., Odenton, MD 21113
$350,000

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8612 FLUTTERING LEAF TRL 208, ODENTON, M...
New Jennersville Farm 224 ROSE VIEW DR, WEST GROVE, PA, 19390, West Grove, PA 19390
$399,900

2 beds

|

2 baths

|

1,800 sq ft

224 ROSE VIEW DR, WEST GROVE, PA, 19390
Community: Jennersville Farm
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Virginia Heritage at Lee's Parke 5505 BALLS BLUFF RD, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$530,000

3 beds

|

3 baths

|

2,926 sq ft

5505 BALLS BLUFF RD, FREDERICKSBURG, VA,...
New Bay Bridge Cove 222 MOORINGS CIR 126, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$600,000

3 beds

|

3 baths

|

2,074 sq ft

|

Condo

222 MOORINGS CIR 126, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
New Birchwood at Brambleton 23650 HAVELOCK WALK TER 407, ASHBURN, VA..., Ashburn, VA 20148
$574,990

3 beds

|

2 baths

|

1,507 sq ft

|

Condo

23650 HAVELOCK WALK TER 407, ASHBURN, 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 The Village at Cabin Branch 13220 PETREL ST 4202, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$615,000

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13220 PETREL ST 4202, CLARKSBURG, MD, 20...
New Gatherings at Cabin Branch 13220 PETREL ST 4202, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$615,000

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13220 PETREL ST 4202, CLARKSBURG, MD, 20...
New Two Rivers 2864 SOFT RUSH WAY, ODENTON, MD, 21113, Odenton, MD 21113
$889,000

5 beds

|

4 baths

|

3,645 sq ft

2864 SOFT RUSH WAY, ODENTON, MD, 21113
Community: Two Rivers
New Village of Eastridge 74 FELIX VIEW CT, SMYRNA, DE, 19977, Smyrna, DE 19977
$379,900

2 beds

|

2 baths

|

1,584 sq ft

74 FELIX VIEW CT, SMYRNA, DE, 19977
New Braddock Preserve at Winslow 4 KRESSON COURT CT, BERLIN, NJ, 08009, Berlin, NJ 08009
$450,000

2 beds

|

2 baths

|

1,708 sq ft

4 KRESSON COURT CT, BERLIN, NJ, 08009
New Emerald Hills 1603 MARTHA CT 402, BEL AIR, MD, 21015, Bel Air, MD 21015
$279,900

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

1603 MARTHA CT 402, BEL AIR, MD, 21015
Community: Emerald Hills
New Four Seasons at Forest Meadows 49 SHELLY ST, SICKLERVILLE, NJ, 08081, Sicklerville, NJ 08081
$499,900

3 beds

|

3 baths

|

2,012 sq ft

49 SHELLY ST, SICKLERVILLE, NJ, 08081
New Virginia Heritage at Lee's Parke 6215 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$715,000

4 beds

|

4 baths

|

4,270 sq ft

6215 NEW BERNE RD, FREDERICKSBURG, VA, 2...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Four Seasons at Kent Island 715 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$849,990

4 beds

|

3 baths

|

2,791 sq ft

715 WARBLER WAY, CHESTER, MD, 21619
New Four Seasons at Kent Island 723 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$799,990

4 beds

|

3 baths

|

2,791 sq ft

723 WARBLER WAY, CHESTER, MD, 21619
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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This application does not include information on all of the properties available for sale at this time.

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