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Maryland 55+ active adult communities & homes for sale - Page 22

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.
Gatherings at Perry Hall Place 4211 MARKET PLACE DR 1, PERRY HALL, MD, ..., Perry Hall, MD 21128
$449,900

3 beds

|

3 baths

|

2,270 sq ft

|

Condo

4211 MARKET PLACE DR 1, PERRY HALL, MD, ...
North Pointe Condominiums 443 PARKVIEW LN 22, HANOVER, PA, 17331, Hanover, PA 17331
$279,900

2 beds

|

2 baths

|

1,364 sq ft

|

Condo

443 PARKVIEW LN 22, HANOVER, PA, 17331
Cindy Certified
LOT 5 ALESIA LINEBORO RD, MANCHESTER, MD..., Manchester, MD 21102
$700,000

3 beds

|

2 baths

|

2,109 sq ft

LOT 5 ALESIA LINEBORO RD, MANCHESTER, MD...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-224, SILVER SPRIN..., Silver Spring, MD 20906
$245,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-224, SILVER SPRIN...
Cindy Certified
2905 BLEEKER ST 4-406, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$660,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

2905 BLEEKER ST 4-406, FAIRFAX, VA, 2203...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Preserves at Cumberland Village 143 BITTERN DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$435,000

3 beds

|

2 baths

|

1,926 sq ft

143 BITTERN DR, GETTYSBURG, PA, 17325
Lansdowne Woods of Virginia 19385 CYPRESS RDG 515, LEESBURG, VA, 201..., Leesburg, VA 20176
$475,000

3 beds

|

2 baths

|

1,627 sq ft

|

Condo

19385 CYPRESS RDG 515, LEESBURG, VA, 201...
Leisure World® of Maryland 15100 INTERLACHEN DR 4-110, SILVER SPRIN..., Silver Spring, MD 20906
$249,500

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

15100 INTERLACHEN DR 4-110, SILVER SPRIN...
Heritage Hunt 13484 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$644,990

2 beds

|

2 baths

|

2,128 sq ft

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Dunbarton 12028 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136
$725,000

4 beds

|

3 baths

|

3,754 sq ft

12028 RUTHERGLEN PL, BRISTOW, VA, 20136
Community: Dunbarton
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.
Central Parke at Victoria Falls 13123 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707
$610,000

4 beds

|

4 baths

|

2,999 sq ft

13123 WINDING TRAIL RD, LAUREL, MD, 2070...
Heritage Harbour 852 WOODMONT RD, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$733,000

3 beds

|

2 baths

|

1,910 sq ft

852 WOODMONT RD, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
Heritage Hunt 13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$530,000

3 beds

|

3 baths

|

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Emerald Hills 1604 MARTHA CT 201, BEL AIR, MD, 21015, Bel Air, MD 21015
$264,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

1604 MARTHA CT 201, BEL AIR, MD, 21015
Community: Emerald Hills
Summerlake 11488 CHELSEA CT, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407
$349,999

3 beds

|

3 baths

|

1,969 sq ft

11488 CHELSEA CT, FREDERICKSBURG, VA, 22...
Community: Summerlake
Bethany Glen 9973 HOPE PL, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042
$725,000

3 beds

|

4 baths

|

2,876 sq ft

9973 HOPE PL, ELLICOTT CITY, MD, 21042
Community: Bethany Glen
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
$529,900

3 beds

|

2 baths

|

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...
Leisure World® of Maryland 3671 S LEISURE WORLD BLVD 15-E, SILVER S..., Silver Spring, MD 20906
$189,900

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3671 S LEISURE WORLD BLVD 15-E, SILVER S...
Cameron Grove 12900 FOX BOW DR 309, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$322,900

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

12900 FOX BOW DR 309, UPPER MARLBORO, MD...
Community: Cameron Grove
Celebrate 163 CASTLE HILL DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22406
$365,000

2 beds

|

2 baths

|

1,340 sq ft

163 CASTLE HILL DR, FREDERICKSBURG, VA, ...
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.
Noble's Pond 86 COUNTRY CLUB DR, DOVER, DE, 19904, Dover, DE 19904
$438,000

3 beds

|

3 baths

|

2,514 sq ft

86 COUNTRY CLUB DR, DOVER, DE, 19904
Community: Noble's Pond
Regency at Dominion Valley 15100 HEATHER MILL LN 304, HAYMARKET, VA..., Haymarket, VA 20169
$414,900

2 beds

|

2 baths

|

1,499 sq ft

|

Condo

15100 HEATHER MILL LN 304, HAYMARKET, VA...
Cadence at Lansdowne 19006 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176
$939,900

3 beds

|

5 baths

|

3,679 sq ft

19006 CORAL REEF SQ, LEESBURG, VA, 20176
Village of Eastridge 88 FELIX VIEW CT, SMYRNA, DE, 19977, Smyrna, DE 19977
$438,000

2 beds

|

3 baths

|

2,040 sq ft

88 FELIX VIEW CT, SMYRNA, DE, 19977
Gatherings at Cabin Branch 13240 PETREL ST 5407, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$649,990

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13240 PETREL ST 5407, CLARKSBURG, MD, 20...
The Village at Cabin Branch 13240 PETREL ST 5407, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$649,990

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13240 PETREL ST 5407, CLARKSBURG, MD, 20...
Heritage Shores 2 WHISTLING DUCK DR, BRIDGEVILLE, DE, 19..., Bridgeville, DE 19933
$420,000

3 beds

|

2 baths

|

2,200 sq ft

2 WHISTLING DUCK DR, BRIDGEVILLE, DE, 19...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Leisure World® of Maryland 3200 N LEISURE WORLD BLVD 1018, SILVER S..., Silver Spring, MD 20906
$275,000

2 beds

|

2 baths

|

1,315 sq ft

|

Condo

3200 N LEISURE WORLD BLVD 1018, SILVER S...
The Villages at Red Mill Pond 34438 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$549,900

3 beds

|

2 baths

|

2,082 sq ft

34438 SPRING BROOK AVE, LEWES, DE, 19958
Harrogate 317 HYDE PARK RD, LANDENBERG, PA, 19350, Landenberg, PA 19350
$565,000

2 beds

|

2 baths

|

1,824 sq ft

317 HYDE PARK RD, LANDENBERG, PA, 19350
Community: Harrogate
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 Parke at Ocean Pines 7 LONG POINT CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$525,000

4 beds

|

3 baths

|

2,808 sq ft

7 LONG POINT CT, OCEAN PINES, MD, 21811
Virginia Heritage at Lee's Parke 6131 W GREENBRIER RIVER RD, FREDERICKSBU..., Fredericksburg, VA 22407
$625,000

3 beds

|

4 baths

|

3,993 sq ft

6131 W GREENBRIER RIVER RD, FREDERICKSBU...
The Parke at Ocean Pines 95 CHATHAM CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$519,900

3 beds

|

3 baths

|

2,357 sq ft

95 CHATHAM CT, OCEAN PINES, MD, 21811
Cameron Grove 14000 NEW ACADIA LN 308, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$325,000

2 beds

|

2 baths

|

1,429 sq ft

|

Condo

14000 NEW ACADIA LN 308, UPPER MARLBORO,...
Community: Cameron Grove
The Villages at Red Mill Pond 30418 COHENS DR, LEWES, DE, 19958, Lewes, DE 19958
$515,000

3 beds

|

2 baths

|

1,956 sq ft

30418 COHENS DR, LEWES, DE, 19958
Leisure World® of Maryland 3451 S LEISURE WORLD BLVD 83-G, SILVER S..., Silver Spring, MD 20906
$190,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3451 S LEISURE WORLD BLVD 83-G, SILVER S...
Four Seasons at Baymont Farms 404 PAPER BIRCH ST, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$569,000

2 beds

|

2 baths

|

1,825 sq ft

404 PAPER BIRCH ST, MIDDLETOWN, DE, 1970...
Leisure World® of Maryland 14805 PENNFIELD CIR 412, SILVER SPRING, ..., Silver Spring, MD 20906
$329,900

2 beds

|

2 baths

|

1,354 sq ft

|

Condo

14805 PENNFIELD CIR 412, SILVER SPRING, ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Heritage at St. Charles 4614 DIAMOND RIDGE LN, WHITE PLAINS, MD,..., White Plains, MD 20695
$400,000

3 beds

|

3 baths

|

2,541 sq ft

4614 DIAMOND RIDGE LN, WHITE PLAINS, MD,...
Cindy Certified
21913 DURBERRY RD, SMITHSBURG, MD, 21783, Smithsburg, MD 21783
$475,025

3 beds

|

2 baths

|

1,518 sq ft

21913 DURBERRY RD, SMITHSBURG, MD, 21783
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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