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Maryland 55+ active adult communities & homes for sale - Page 3

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


944 homes near Maryland

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3 rating (2 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
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 (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
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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 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.
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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 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
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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 Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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.
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 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
3 rating (2 reviews) Dunbarton
$300ks - $500ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 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.
Regency at Ashburn 20851 SABER JET PL, ASHBURN, VA, 20147, Ashburn, VA 20147
$1,015,000

3 beds

|

3 baths

|

2,493 sq ft

20851 SABER JET PL, ASHBURN, VA, 20147
Community: Regency at Ashburn
Village Crest 8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21043
$650,000

4 beds

|

4 baths

|

4,072 sq ft

|

Condo

8254 ACADEMY RD 8, ELLICOTT CITY, MD, 21...
Community: Village Crest
Two Rivers 3108 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113
$550,000

2 beds

|

2 baths

|

1,614 sq ft

3108 WOODCHUCK WAY, ODENTON, MD, 21113
Community: Two Rivers
Crestwood Village 5675 BARBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703
$365,000

2 beds

|

2 baths

|

1,148 sq ft

5675 BARBERRY CT, FREDERICK, MD, 21703
Community: Crestwood Village
Leisure World® of Maryland 3301 S LEISURE WORLD BLVD 99-2E, SILVER ..., Silver Spring, MD 20906
$100,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

3301 S LEISURE WORLD BLVD 99-2E, SILVER ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Chesapeake 7321 MADALINE AVE, EASTON, MD, 21601, Easton, MD 21601
$469,000

2 beds

|

2 baths

|

2,199 sq ft

7321 MADALINE AVE, EASTON, MD, 21601
Community: Chesapeake
Four Seasons at Weatherby 29 MANSION DR, SWEDESBORO, NJ, 08085, Swedesboro, NJ 08085
$435,000

2 beds

|

2 baths

|

1,638 sq ft

29 MANSION DR, SWEDESBORO, NJ, 08085
Tanyard Shores 828 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$499,000

3 beds

|

3 baths

|

2,008 sq ft

828 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
The Woodlands of Urbana 3112 CEDAR GROVE TER, IJAMSVILLE, MD, 21..., Ijamsville, MD 21754
$895,000

3 beds

|

3 baths

|

3,331 sq ft

3112 CEDAR GROVE TER, IJAMSVILLE, MD, 21...
Liberty West 36802 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$474,990

3 beds

|

2 baths

|

1,976 sq ft

36802 W OLD GATE DR, GEORGETOWN, DE, 199...
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.
Liberty West 36801 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$484,990

3 beds

|

2 baths

|

1,976 sq ft

36801 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Four Seasons at Hatteras Hills 119 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$539,990

4 beds

|

2 baths

|

2,344 sq ft

119 FRISCO DR, MAGNOLIA, DE, 19962
The Village of Rocky Run 115 LYNTHWAITE FARM LN 31, WILMINGTON, D..., Wilmington, DE 19803
$565,000

2 beds

|

3 baths

|

2,525 sq ft

|

Condo

115 LYNTHWAITE FARM LN 31, WILMINGTON, D...
Signature Club at Greenview 10562 EDWARDIAN LN 125, NEW MARKET, MD, ..., New Market, MD 21774
$630,000

4 beds

|

4 baths

|

3,549 sq ft

|

Condo

10562 EDWARDIAN LN 125, NEW MARKET, MD, ...
The Hamlets at South River Colony 420 HAMLET CLUB DR 304, EDGEWATER, MD, 2..., Edgewater, MD 21037
$420,000

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

420 HAMLET CLUB DR 304, EDGEWATER, MD, 2...
Legacy at The Village of Fox Meadow 341 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702
$450,000

3 beds

|

3 baths

|

2,872 sq ft

341 PIERCE RUN, NEWARK, DE, 19702
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Historic Virginia 17021 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$579,900

2 beds

|

2 baths

|

2,202 sq ft

17021 FOUR SEASONS DR, DUMFRIES, VA, 220...
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176
$439,900

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19385 CYPRESS RIDGE TER 903, LEESBURG, V...
Heritage Shores 59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$479,000

3 beds

|

3 baths

|

2,784 sq ft

59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Belmont Bay 641 BOWFIN DR, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191
$850,000

3 beds

|

4 baths

|

2,841 sq ft

641 BOWFIN DR, WOODBRIDGE, VA, 22191
Community: Belmont Bay
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.
Regency at Chancellorsville 7808 GENERAL WRIGHT DR, FREDERICKSBURG, ..., Fredericksburg, VA 22407
$529,900

2 beds

|

2 baths

|

2,016 sq ft

7808 GENERAL WRIGHT DR, FREDERICKSBURG, ...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 1011-6, SILVER..., Silver Spring, MD 20906
$250,000

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 1011-6, SILVER...
Independence 30189 ETHAN ALLEN CT, MILLSBORO, DE, 199..., Millsboro, DE 19966
$675,000

4 beds

|

3 baths

|

2,243 sq ft

30189 ETHAN ALLEN CT, MILLSBORO, DE, 199...
Community: Independence
Heritage Harbour 708 SYDNEY TER, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$738,000

3 beds

|

4 baths

|

2,836 sq ft

708 SYDNEY TER, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
The Villages At Woodholme 4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD..., Pikesville, MD 21208
$525,000

3 beds

|

4 baths

|

3,594 sq ft

|

Condo

4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD...
Dunbarton 12036 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136
$775,000

4 beds

|

3 baths

|

3,535 sq ft

12036 RUTHERGLEN PL, BRISTOW, VA, 20136
Community: Dunbarton
Bethany Glen 9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042
$829,940

4 beds

|

5 baths

|

3,775 sq ft

9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21...
Community: Bethany Glen
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Parks Edge at Bayberry 2817 BERNSTEIN CIR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$621,619

2 beds

|

2 baths

2817 BERNSTEIN CIR, MIDDLETOWN, DE, 1970...
Central Parke at Victoria Falls 7409 NEAR THICKET WAY, LAUREL, MD, 20707, Laurel, MD 20707
$650,000

4 beds

|

3 baths

|

2,163 sq ft

7409 NEAR THICKET WAY, LAUREL, MD, 20707
Regency at Ashburn 44589 YORK CREST TER 405, ASHBURN, VA, 2..., Ashburn, VA 20147
$500,000

2 beds

|

2 baths

|

1,491 sq ft

|

Condo

44589 YORK CREST TER 405, ASHBURN, VA, 2...
Community: Regency at Ashburn
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.
Spring Meadow 543 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$449,900

4 beds

|

3 baths

|

2,776 sq ft

543 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
Potomac Green 20590 HOPE SPRING TER 203, ASHBURN, VA, ..., Ashburn, VA 20147
$465,000

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20590 HOPE SPRING TER 203, ASHBURN, VA, ...
Community: Potomac Green
The Village at Cabin Branch 22325 CABIN BRANCH AVE, CLARKSBURG, MD, ..., Clarksburg, MD 20871
$729,000

3 beds

|

4 baths

|

2,538 sq ft

22325 CABIN BRANCH AVE, CLARKSBURG, MD, ...
Creekside Village 17 BRENTWOOD RD, BOOTHWYN, PA, 19061, Boothwyn, PA 19061
$487,000

3 beds

|

3 baths

|

2,472 sq ft

17 BRENTWOOD RD, BOOTHWYN, PA, 19061
Community: Creekside Village
Spring Meadow 80 WHEATSHEAF LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$395,000

2 beds

|

2 baths

|

1,382 sq ft

80 WHEATSHEAF LN, SMYRNA, DE, 19977
Community: Spring Meadow
Cameron Grove 13004 CROCKER PL, UPPER MARLBORO, MD, 20..., Upper Marlboro, MD 20774
$449,995

2 beds

|

2 baths

|

1,855 sq ft

13004 CROCKER PL, UPPER MARLBORO, MD, 20...
Community: Cameron Grove
Eden Brook 1011 SAMANTHA LN 302, ODENTON, MD, 21113, Odenton, MD 21113
$335,000

2 beds

|

2 baths

|

1,609 sq ft

|

Condo

1011 SAMANTHA LN 302, ODENTON, MD, 21113
Community: Eden Brook
The Crest of Alexandria 6101 FAIRVIEW FARM DR 309, ALEXANDRIA, V..., Alexandria, VA 22315
$675,000

2 beds

|

2 baths

|

1,658 sq ft

|

Condo

6101 FAIRVIEW FARM DR 309, ALEXANDRIA, V...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Weatherby 282 WILSHIRE BLVD, WOOLWICH TWP, NJ, 080..., Woolwich Twp, NJ 08085
$407,000

2 beds

|

2 baths

|

1,450 sq ft

282 WILSHIRE BLVD, WOOLWICH TWP, NJ, 080...
Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 706, SILVER SP..., Silver Spring, MD 20906
$279,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 706, 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.



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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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