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Maryland 55+ active adult communities & homes for sale - Page 4

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.
Potomac Green 20523 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147
$895,000

3 beds

|

3 baths

|

2,707 sq ft

20523 CRESCENT POINTE PL, ASHBURN, VA, 2...
Community: Potomac Green
Leisure World® of Maryland 3640 GLENEAGLES DR 10-1B, SILVER SPRING,..., Silver Spring, MD 20906
$80,000

1 beds

|

1 baths

|

635 sq ft

|

Condo

3640 GLENEAGLES DR 10-1B, SILVER SPRING,...
Virginia Heritage at Lee's Parke 5619 E KESSLERS XING, FREDERICKSBURG, VA..., Fredericksburg, VA 22407
$525,000

2 beds

|

3 baths

|

2,504 sq ft

5619 E KESSLERS XING, FREDERICKSBURG, VA...
Forest Landing at Bethany Beach 36725 PAR LN 98, FRANKFORD, DE, 19945, Frankford, DE 19945
$559,000

4 beds

|

3 baths

|

2,400 sq ft

|

Condo

36725 PAR LN 98, FRANKFORD, DE, 19945
Spring Valley Estates 11797 MYSTIC ROCK LN, WAYNESBORO, PA, 17..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,850 sq ft

11797 MYSTIC ROCK LN, WAYNESBORO, PA, 17...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Legacy at East Greenwich 313 CHARLES CORLISS BLVD, CLARKSBORO, NJ..., Clarksboro, NJ 08020
$450,000

3 beds

|

2 baths

|

1,564 sq ft

313 CHARLES CORLISS BLVD, CLARKSBORO, NJ...
Gerst Farm 9409 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$709,990

3 beds

|

4 baths

|

3,337 sq ft

9409 FOUNDERS LN, PERRY HALL, MD, 21128
Community: Gerst Farm
The Crest of Alexandria 6104 FAIRVIEW FARM DR 209, ALEXANDRIA, V..., Alexandria, VA 22315
$680,000

2 beds

|

2 baths

|

1,476 sq ft

|

Condo

6104 FAIRVIEW FARM DR 209, ALEXANDRIA, V...
Four Seasons at Kent Island 129 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$585,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

129 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
Chesapeake 29574 CHARLES DR, EASTON, MD, 21601, Easton, MD 21601
$550,000

3 beds

|

3 baths

|

3,098 sq ft

29574 CHARLES DR, EASTON, MD, 21601
Community: Chesapeake
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 14805 PENNFIELD CIR 304, SILVER SPRING, ..., Silver Spring, MD 20906
$299,000

2 beds

|

2 baths

|

1,518 sq ft

|

Condo

14805 PENNFIELD CIR 304, SILVER SPRING, ...
Celebrate 39 BATTERY POINT DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406
$558,999

3 beds

|

3 baths

|

2,426 sq ft

39 BATTERY POINT DR, FREDERICKSBURG, VA,...
Community: Celebrate
Cascades at Embrey Mill 243 SMOKEBUSH DR, STAFFORD, VA, 22554, Stafford, VA 22554
$619,999

4 beds

|

4 baths

|

3,212 sq ft

|

Condo

243 SMOKEBUSH DR, STAFFORD, VA, 22554
Cascades at Embrey Mill 151 WINDFLOWER WAY, STAFFORD, VA, 22554, Stafford, VA 22554
$699,799

4 beds

|

4 baths

|

3,367 sq ft

|

Condo

151 WINDFLOWER WAY, STAFFORD, VA, 22554
Crossings at Christiana 232 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$359,900

2 beds

|

3 baths

|

1,575 sq ft

232 GLADSTONE WAY, BEAR, DE, 19701
Gatherings at Cabin Branch 13423 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871
$574,900

3 beds

|

3 baths

|

2,286 sq ft

13423 PETREL ST, CLARKSBURG, MD, 20871
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Cabin Branch 13423 PETREL ST, CLARKSBURG, MD, 20871, Clarksburg, MD 20871
$574,900

3 beds

|

3 baths

|

2,286 sq ft

13423 PETREL ST, CLARKSBURG, MD, 20871
Heritage Harbour 856 BOATSWAIN WAY, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$575,000

2 beds

|

2 baths

|

1,810 sq ft

856 BOATSWAIN WAY, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Spring Hill 8930 PINK CARNATION CT, LORTON, VA, 2207..., Lorton, VA 22079
$855,000

3 beds

|

3 baths

|

2,342 sq ft

8930 PINK CARNATION CT, LORTON, VA, 2207...
Community: Spring Hill
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 419, SILVER SP..., Silver Spring, MD 20906
$255,000

2 beds

|

2 baths

|

1,092 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 419, SILVER SP...
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 15066 HASLEMERE CT 262D, SILVER SPRING, ..., Silver Spring, MD 20906
$245,000

2 beds

|

4 baths

|

1,359 sq ft

|

Condo

15066 HASLEMERE CT 262D, SILVER SPRING, ...
Leisure World® of Maryland 14809 PENNFIELD CIR 210, SILVER SPRING, ..., Silver Spring, MD 20906
$325,000

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

14809 PENNFIELD CIR 210, SILVER SPRING, ...
Four Seasons at Kent Island 630 WARBLER WAY 12, CHESTER, MD, 21619, Chester, MD 21619
$549,950

2 beds

|

3 baths

|

2,000 sq ft

|

Condo

630 WARBLER WAY 12, CHESTER, MD, 21619
Auburn Meadows 814 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$414,000

2 beds

|

2 baths

|

1,728 sq ft

814 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Four Seasons at Weatherby 7 DUXBURY CT, SWEDESBORO, NJ, 08085, Swedesboro, NJ 08085
$399,900

2 beds

|

2 baths

|

1,668 sq ft

7 DUXBURY CT, SWEDESBORO, NJ, 08085
Leisure World® of Maryland 3374 CHISWICK CT 56-2C, SILVER SPRING, M..., Silver Spring, MD 20906
$164,500

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3374 CHISWICK CT 56-2C, SILVER SPRING, M...
River Ridge 12285 DARROWBY MEWS, WOODBRIDGE, VA, 221..., Woodbridge, VA 22192
$709,900

3 beds

|

3 baths

|

3,114 sq ft

12285 DARROWBY MEWS, WOODBRIDGE, VA, 221...
Community: River Ridge
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Dunbarton 12868 ARNOT LN, BRISTOW, VA, 20136, Bristow, VA 20136
$585,000

2 beds

|

2 baths

|

1,924 sq ft

12868 ARNOT LN, BRISTOW, VA, 20136
Community: Dunbarton
Virginia Heritage at Lee's Parke 9809 NELSONS CROSSING CT, FREDERICKSBURG..., Fredericksburg, VA 22407
$645,000

4 beds

|

3 baths

|

3,427 sq ft

9809 NELSONS CROSSING CT, FREDERICKSBURG...
Regency at Belmont 19820 BODMER DR, ASHBURN, VA, 20147, Ashburn, VA 20147
$1,075,000

3 beds

|

4 baths

|

3,255 sq ft

19820 BODMER DR, ASHBURN, VA, 20147
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.
Four Seasons at Millville 47 DITMAN ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$429,900

3 beds

|

2 baths

|

1,560 sq ft

47 DITMAN ST, MILLVILLE, NJ, 08332
Cindy Certified
6718 LOWELL AVE 604, MCLEAN, VA, 22101, Mclean, VA 22101
$1,624,900

2 beds

|

3 baths

|

1,708 sq ft

|

Condo

6718 LOWELL AVE 604, MCLEAN, VA, 22101
Four Seasons at Kent Island 118 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$969,990

2 beds

|

3 baths

|

2,010 sq ft

118 KINGLET CT, CHESTER, MD, 21619
Four Seasons at Kent Island 114 KINGLET CT, CHESTER, MD, 21619, Chester, MD 21619
$999,990

3 beds

|

3 baths

|

2,772 sq ft

114 KINGLET CT, CHESTER, MD, 21619
The Courtyards at Waverly Woods 2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,..., Marriottsville, MD 21104
$600,000

3 beds

|

4 baths

|

3,430 sq ft

2372 ADAM DAVID WAY, MARRIOTTSVILLE, MD,...
Four Seasons at Kent Island 247 REDSTART DR, CHESTER, MD, 21619, Chester, MD 21619
$899,990

3 beds

|

3 baths

|

2,772 sq ft

247 REDSTART DR, CHESTER, MD, 21619
Four Seasons at Kent Island 830 WARBLER WAY 2833, CHESTER, MD, 21619, Chester, MD 21619
$689,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

830 WARBLER WAY 2833, CHESTER, MD, 21619
Venue at Winchelsea 3022 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$545,749

3 beds

|

3 baths

|

2,065 sq ft

3022 IVYHOUSE LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Foxfield 1631 VILLAGE AVE, GARNET VALLEY, PA, 190..., Garnet Valley, PA 19060
$535,000

2 beds

|

2 baths

|

2,047 sq ft

1631 VILLAGE AVE, GARNET VALLEY, PA, 190...
Community: Foxfield
Leisure World® of Maryland 15513 PRINCE FREDERICK WAY 105-A, SILVER..., Silver Spring, MD 20906
$539,000

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

15513 PRINCE FREDERICK WAY 105-A, SILVER...
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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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: Oct 07, 2026.
This application does not include information on all of the properties available for sale at this time.

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