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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


247 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
$300ks - $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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
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Questions? Call us: (888) 625-4885
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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
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.
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 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
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.
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 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
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 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.
Leisure World® of Maryland 15115 INTERLACHEN DR 3-309, SILVER SPRIN..., Silver Spring, MD 20906
$305,000

3 beds

|

3 baths

|

1,615 sq ft

|

Condo

15115 INTERLACHEN DR 3-309, SILVER SPRIN...
The Parke at Ocean Pines 116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811
$625,000

4 beds

|

3 baths

|

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...
Whitehall Gardens 3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08..., Williamstown, NJ 08094
$490,000

3 beds

|

2 baths

|

2,028 sq ft

3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08...
Community: Whitehall Gardens
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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
$700,000

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
$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.
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 926, SILVER SP..., Silver Spring, MD 20906
$457,000

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 926, SILVER SP...
New Leisure World® of Maryland 15100 INTERLACHEN DR 4-822, SILVER SPRIN..., Silver Spring, MD 20906
$168,500

2 beds

|

2 baths

|

1,115 sq ft

|

Condo

15100 INTERLACHEN DR 4-822, SILVER SPRIN...
New ThreeOaks™ 14207 ADVENTURE CT, CULPEPER, VA, 22701, Culpeper, VA 22701
$795,990

3 beds

|

3 baths

|

3,012 sq ft

14207 ADVENTURE CT, CULPEPER, VA, 22701
Community: ThreeOaks™
New Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 323, SILVER SP..., Silver Spring, MD 20906
$265,900

2 beds

|

2 baths

|

1,220 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 323, SILVER SP...
New Leisure World® of Maryland 15300 PINE ORCHARD DR 85-3D, SILVER SPRI..., Silver Spring, MD 20906
$220,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15300 PINE ORCHARD DR 85-3D, SILVER SPRI...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New The Village at Country Gardens 35 COTTAGE GATE CIR, SEWELL, NJ, 08080, Sewell, NJ 08080
$519,900

3 beds

|

3 baths

|

2,112 sq ft

35 COTTAGE GATE CIR, SEWELL, NJ, 08080
New Winifred Manor 2003 RUDY SERRA DR 2A, ELDERSBURG, MD, 2..., Eldersburg, MD 21784
$240,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

2003 RUDY SERRA DR 2A, ELDERSBURG, MD, 2...
Community: Winifred Manor
New Leisure World® of Maryland 14805 PENNFIELD CIR 304, SILVER SPRING, ..., Silver Spring, MD 20906
$320,000

2 beds

|

2 baths

|

1,518 sq ft

|

Condo

14805 PENNFIELD CIR 304, SILVER SPRING, ...
New Albert Courts 131 CODY DR 11, THURMONT, MD, 21788, Thurmont, MD 21788
$300,000

2 beds

|

2 baths

|

1,384 sq ft

|

Condo

131 CODY DR 11, THURMONT, MD, 21788
Community: Albert Courts
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 Villages Of Wildewood 23134 MARBLE WAY, CALIFORNIA, MD, 20619, California, MD 20619
$425,000

2 beds

|

2 baths

|

1,905 sq ft

|

Condo

23134 MARBLE WAY, CALIFORNIA, MD, 20619
New Windstone 29662 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$499,000

4 beds

|

3 baths

|

2,532 sq ft

29662 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
New Whitehall Gardens 3579 CASTLETON DR, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$144,994

2 beds

|

1 baths

|

882 sq ft

3579 CASTLETON DR, WILLIAMSTOWN, NJ, 080...
Community: Whitehall Gardens
New Regency at Ashburn 44605 YORK CREST TER 401, ASHBURN, VA, 2..., Ashburn, VA 20147
$520,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

44605 YORK CREST TER 401, ASHBURN, VA, 2...
Community: Regency at Ashburn
New Parklands 10372 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$590,790

4 beds

|

3 baths

|

3,772 sq ft

10372 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
New Parklands 10376 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$562,190

3 beds

|

3 baths

|

8,593 sq ft

10376 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
New ThreeOaks™ 15147 IMAGINE RD, CULPEPER, VA, 22701, Culpeper, VA 22701
$699,990

3 beds

|

3 baths

|

2,359 sq ft

15147 IMAGINE RD, CULPEPER, VA, 22701
Community: ThreeOaks™
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 1122, LEESBURG, ..., Leesburg, VA 20176
$399,990

2 beds

|

2 baths

|

1,101 sq ft

|

Condo

19385 CYPRESS RIDGE TER 1122, LEESBURG, ...
New Village of Fountainview 1000 FOUNTAINVIEW CIR 1411, NEWARK, DE, ..., Newark, DE 19713
$197,900

2 beds

|

2 baths

|

825 sq ft

|

Condo

1000 FOUNTAINVIEW CIR 1411, NEWARK, DE, ...
New Liberty West 36372 GATE DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$475,000

3 beds

|

2 baths

|

1,985 sq ft

36372 GATE DR, GEORGETOWN, DE, 19947
Community: Liberty West
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 Villages Of Wildewood 23146 MARBLE WAY, CALIFORNIA, MD, 20619, California, MD 20619
$379,000

3 beds

|

3 baths

|

2,649 sq ft

|

Condo

23146 MARBLE WAY, CALIFORNIA, MD, 20619
New Carroll Vista 323 BUTTERFLY DR 83, TANEYTOWN, MD, 2178..., Taneytown, MD 21787
$360,000

2 beds

|

2 baths

|

1,697 sq ft

|

Condo

323 BUTTERFLY DR 83, TANEYTOWN, MD, 2178...
Community: Carroll Vista
New Venue at Winchelsea 3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$447,509

3 beds

|

3 baths

|

2,443 sq ft

3162 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
New Longacre Village 391 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$519,000

4 beds

|

3 baths

|

2,533 sq ft

391 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
New Birchwood at Brambleton 42851 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148
$549,900

3 beds

|

3 baths

|

2,492 sq ft

|

Condo

42851 LITTLEHALES TER, ASHBURN, VA, 2014...
New The Signature at Broadlands 43091 WYNRIDGE DR 201, BROADLANDS, VA, 2..., Broadlands, VA 20148
$429,900

2 beds

|

2 baths

|

1,181 sq ft

|

Condo

43091 WYNRIDGE DR 201, BROADLANDS, VA, 2...
New Heritage Harbour 847 RUDDER WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$669,900

2 beds

|

2 baths

|

1,810 sq ft

847 RUDDER WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Silver Woods 219 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$499,900

3 beds

|

3 baths

|

2,299 sq ft

219 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Gatherings at Wellington 9204 CHARLESTON DR 206, MANASSAS, VA, 20..., Manassas, VA 20110
$369,900

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

9204 CHARLESTON DR 206, MANASSAS, VA, 20...
New Celebrate 133 LONG POINT DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406
$390,000

2 beds

|

2 baths

|

1,386 sq ft

133 LONG POINT DR, FREDERICKSBURG, VA, 2...
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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