Call us at (888) 625-4885 to learn more about active adult communities in Maryland

Maryland 55+ active adult communities & homes for sale - Page 6

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

Sort by:

Relevance

Relevance

Harlow Pointe
$300ks - $400ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes
Lexington 7
$600ks - $700ks
Lexington 7, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes
Jennersville Farm
$200ks - $400ks
Jennersville Farm, West Grove, PA
Resale Only | 55+ age-restricted | Built 2004 - 2020 | 100 homes
Villas at Cattail
$300ks
Villas at Cattail, Hanover, PA
Resale Only | 55+ age-restricted | Built 2007 - 2013 | 48 homes
Gatherings at Perry Hall ...
$400ks - $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction | 55+ age-restricted | Built 2024 - present | 29 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Creekside Village
$100ks - $400ks
Creekside Village, Boothwyn, PA
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes
Belmont
$300ks - $400ks
Belmont, Garnet Valley, PA
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 186 homes
Mill Creek
$200ks - $300ks
Mill Creek, Spotsylvania, VA
Resale Only | 55+ age-restricted | Built 2006 - 2009 | 38 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.
Legacy at East Greenwich
$300ks - $400ks
Legacy at East Greenwich, Clarksboro, NJ
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Brookhollow
$200ks - $300ks
Brookhollow, Mickleton, NJ
Resale Only | 55+ age-restricted | Built 1998 - 2000 | 53 homes
Heatherwood
$200ks - $300ks
Heatherwood, Sewell, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 160 homes
Gatherings at East Greenw...
$400ks
Gatherings at East Greenw..., Clarksboro, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 161 homes
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
5 rating (1 reviews) Four Seasons at Weatherby
$200ks - $400ks
Four Seasons at Weatherby, Woolwich, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 428 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
CobbleStone Estates
$400ks - $500ks
CobbleStone Estates, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes
The Parke at Foulkstone
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction | 55+ age-restricted | Built 2024 - present | 31 homes
Lexington Square
$800ks - $1Ms
Lexington Square, Ashburn, VA
New Construction | 55+ age-restricted | Built 2024 - present | 23 homes
Braddock Preserve at Wins...
$200ks - $300ks
Braddock Preserve at Wins..., Berlin, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 222 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.
Watershed
$600ks - $700ks
Watershed, Laurel, MD
New Construction | 55+ age-restricted | 84 homes
Twin Lake Villas
$300ks - $400ks
Twin Lake Villas, Locust Grove, VA
New Construction | 55+ age-restricted | Built 2021 - present | 340 homes
Vistas at Lansdowne
$800ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 120 homes
Havenwood Villas
$400ks
Havenwood Villas, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Trotter's Retreat
$900ks - $1Ms
Trotter's Retreat, Clarksville, MD
New Construction | 55+ age-restricted | Built 2025 - present | 25 homes
The Villages at Broadland...
$400ks
The Villages at Broadland..., Ashburn, VA
New and Resale | 55+ age-restricted | Built 2013 - present | 78 homes
The Enclave at Hines Farm
The Enclave at Hines Farm, Laurel, MD
Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Maple Highlands
$900ks - $800ks
Maple Highlands, Fulton, MD
New Construction | 55+ age-restricted | Built 2024 - present | 34 homes
Carter's Mill
$400ks - $700ks
Carter's Mill, Haymarket, VA
New Construction | 55+ age-restricted | Built 2020 - present | 480 homes
Victoria Park at Parkside...
$400ks - $500ks
Victoria Park at Parkside..., Upper Marlboro, MD
New Construction | 55+ age-restricted | Built 2025 - present | 92 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 Highlands
$300ks - $400ks
Heritage Highlands, Lovettsville, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 80 homes
5 rating (1 reviews) Four Seasons at Vint Hill
$600ks
Four Seasons at Vint Hill, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 100 homes
Hickory Crest
$400ks - $500ks
Hickory Crest, Columbia, MD
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 88 homes
5 rating (1 reviews) Villas at Cattail Creek
$500ks - $1Ms
Villas at Cattail Creek, Glenwood, MD
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 93 homes
Guilford Mews
$300ks - $400ks
Guilford Mews, Jessup, MD
New and Resale | 55+ age-restricted | Built 2010 - present | 26 homes
Regency at Creekside
$700ks - $800ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
Courts of Clarksburg
$500ks - $700ks
Courts of Clarksburg, Clarksburg, MD
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 140 homes
Scot's Glen
$700ks - $800ks
Scot's Glen, Columbia, MD
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 73 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Walden Woods
$500ks - $600ks
Walden Woods, Laurel, MD
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes
Regency North
$300ks - $400ks
Regency North, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2021 - present | 133 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...
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.



Maryland 55+ Housing Market Trends

Trend Shown:

Number of Listings

Maryland 55+ Housing Market Trends Maryland 55+ Housing Market Trends

Connect with an agent
Want to learn more about 55+ communities in Maryland?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (888) 625-4885

Want to learn more about 55+ communities in Maryland?

Call us: (888) 625-4885
247 communities
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 15, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top