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Maryland 55+ active adult communities & homes for sale - Page 16

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


1,081 homes 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.
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
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
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 (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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
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
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 Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 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 Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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 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
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
Carriages at Orchard Glen
$400ks - $500ks
Carriages at Orchard Glen, Elk Township, NJ
New Construction | 55+ age-restricted | Built 2026 - present | 250 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 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
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
3.7 rating (3 reviews) Spring Meadow
$300ks - $400ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
5 rating (1 reviews) Four Seasons at Historic ...
$400ks - $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 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 Village of Cinderberry 3 BAYBERRY ST 2, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$299,999

2 beds

|

2 baths

|

1,518 sq ft

3 BAYBERRY ST 2, GEORGETOWN, DE, 19947
Four Seasons at Kent Island 201 SWITCHGRASS WAY 34, CHESTER, MD, 216..., Chester, MD 21619
$835,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

201 SWITCHGRASS WAY 34, CHESTER, MD, 216...
Virginia Heritage at Lee's Parke 10006 WOFFORD WAY, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$625,000

4 beds

|

3 baths

|

4,081 sq ft

10006 WOFFORD WAY, FREDERICKSBURG, VA, 2...
Four Seasons at Saint Margaret's 1501 BROADNECK PL 303, ANNAPOLIS, MD, 21..., Annapolis, MD 21409
$389,500

2 beds

|

2 baths

|

1,235 sq ft

|

Condo

1501 BROADNECK PL 303, ANNAPOLIS, MD, 21...
McKinsey Park 600 MCKINSEY PARK DR 502, SEVERNA PARK, ..., Severna Park, MD 21146
$400,000

2 beds

|

2 baths

|

1,231 sq ft

|

Condo

600 MCKINSEY PARK DR 502, SEVERNA PARK, ...
Community: McKinsey Park
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 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...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 5, HAYMARKET, VA, 201..., Haymarket, VA 20169
$579,990

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
$489,990

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

5800 MOONSTONE WAY 4, HAYMARKET, VA, 201...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 3, HAYMARKET, VA, 201..., Haymarket, VA 20169
$569,990

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

5800 MOONSTONE WAY 3, 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.
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 2, HAYMARKET, VA, 201..., Haymarket, VA 20169
$424,990

2 beds

|

2 baths

|

1,345 sq ft

|

Condo

5800 MOONSTONE WAY 2, HAYMARKET, VA, 201...
The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 1, HAYMARKET, VA, 201..., Haymarket, VA 20169
$494,990

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

5800 MOONSTONE WAY 1, HAYMARKET, VA, 201...
Four Seasons at Kent Island 117 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$995,990

3 beds

|

4 baths

|

2,930 sq ft

117 FLYCATCHER WAY, CHESTER, MD, 21619
Carroll's Creek 1405 WIGEON WAY 101, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$445,000

3 beds

|

2 baths

|

1,777 sq ft

|

Condo

1405 WIGEON WAY 101, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Celebrate 138 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$534,900

3 beds

|

3 baths

|

2,028 sq ft

138 DENISON ST, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Four Seasons at Kent Island 209 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619
$737,900

4 beds

|

3 baths

|

3,142 sq ft

209 HARRIER WAY, CHESTER, MD, 21619
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cindy Certified
9540 BASTILLE ST 301, FAIRFAX, VA, 22031, Fairfax, VA 22031
$1,227,690

3 beds

|

2 baths

|

1,978 sq ft

|

Condo

9540 BASTILLE ST 301, FAIRFAX, VA, 22031
Holiday City at Monroe 425 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$369,900

2 beds

|

2 baths

|

1,318 sq ft

425 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080...
Parklands 10338 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$618,190

3 beds

|

3 baths

|

3,488 sq ft

10338 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10356 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$611,590

3 beds

|

3 baths

|

3,488 sq ft

10356 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
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 10364 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$612,190

3 beds

|

3 baths

|

3,488 sq ft

10364 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Parklands 10355 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$539,990

3 beds

|

3 baths

|

3,404 sq ft

10355 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Turnberry East at Lee's Hill 9502 AIRDRIE LN, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22408
$393,000

2 beds

|

2 baths

|

1,848 sq ft

9502 AIRDRIE LN, FREDERICKSBURG, VA, 224...
Regency at Belmont 43931 NORMAN NEWS TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$1,065,000

3 beds

|

4 baths

|

3,255 sq ft

43931 NORMAN NEWS TER, ASHBURN, VA, 2014...
Community: Regency at Belmont
Heritage at St. Charles 4914 SILVERADO CT, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$475,000

3 beds

|

3 baths

|

2,142 sq ft

4914 SILVERADO CT, WHITE PLAINS, MD, 206...
Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 711, SILVER SP..., Silver Spring, MD 20906
$338,000

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 711, SILVER SP...
The Flats at Northside 1125 POLARIS RD, ROCKVILLE, MD, 20854, Rockville, MD 20854
$1,250,000

4 beds

|

5 baths

|

2,411 sq ft

1125 POLARIS RD, ROCKVILLE, MD, 20854
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Shores 324 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$429,990

3 beds

|

2 baths

|

1,892 sq ft

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Heritage Shores 87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$347,000

3 beds

|

2 baths

|

1,640 sq ft

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Virginia Heritage at Lee's Parke 5809 E CARNIFEX FERRY RD, FREDERICKSBURG..., Fredericksburg, VA 22407
$595,000

4 beds

|

3 baths

|

3,375 sq ft

5809 E CARNIFEX FERRY RD, FREDERICKSBURG...
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.
Nells Acres 823 HERMAN WAY, SYKESVILLE, MD, 21784, Sykesville, MD 21784
$585,000

3 beds

|

4 baths

|

2,332 sq ft

823 HERMAN WAY, SYKESVILLE, MD, 21784
Community: Nells Acres
Spring Arbor 623 GARDEN GATE DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$469,900

2 beds

|

2 baths

|

1,775 sq ft

623 GARDEN GATE DR, MIDDLETOWN, DE, 1970...
Community: Spring Arbor
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 107, LEESBURG, V..., Leesburg, VA 20176
$298,000

1 beds

|

1 baths

|

874 sq ft

|

Condo

19385 CYPRESS RIDGE TER 107, LEESBURG, V...
Cindy Certified
3927 FAIR RIDGE DR 307, FAIRFAX, VA, 220..., Fairfax, VA 22033
$559,900

2 beds

|

2 baths

|

1,301 sq ft

|

Condo

3927 FAIR RIDGE DR 307, FAIRFAX, VA, 220...
Heritage Hunt 13039 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155
$700,000

3 beds

|

3 baths

|

2,474 sq ft

13039 TRIPLE CROWN LOOP, GAINESVILLE, VA...
Community: Heritage Hunt
Liberty West 36813 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$409,000

3 beds

|

2 baths

|

1,821 sq ft

36813 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Four Seasons at Silver Maple 171 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$569,900

3 beds

|

2 baths

|

3,558 sq ft

171 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
Snowden Overlook 8887 WARM GRANITE DR 38, COLUMBIA, MD, 2..., Columbia, MD 21045
$735,000

4 beds

|

5 baths

|

4,208 sq ft

|

Condo

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2...
Community: Snowden Overlook
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Gatherings at Wellington 10275 FOUNTAIN CIR 306, MANASSAS, VA, 20..., Manassas, VA 20110
$374,900

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

10275 FOUNTAIN CIR 306, MANASSAS, VA, 20...
Noble's Pond 106 LEANDER DR, DOVER, DE, 19904, Dover, DE 19904
$355,000

2 beds

|

2 baths

|

1,249 sq ft

106 LEANDER DR, 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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© 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.
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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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