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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


244 communities near Maryland

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Heritage Highlands
$300ks - $400ks
Heritage Highlands, Lovettsville, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 80 homes
Four Seasons at Saint Mar...
$300ks - $400ks
Four Seasons at Saint Mar..., Annapolis, MD
Resale Only | 55+ age-restricted | Built 2006 - 2011 | 166 homes
Colonial Charles
$500ks
Colonial Charles, Waldorf, MD
Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes
Heatherwood
$200ks - $300ks
Heatherwood, Sewell, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 160 homes
4.5 rating (2 reviews) Villages at Aberdeen
$200ks - $300ks
Villages at Aberdeen, Clayton, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2016 | 160 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Braddock Preserve at Wins...
$200ks - $300ks
Braddock Preserve at Wins..., Berlin, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 222 homes
Gatherings® at Quarry Pla...
$400ks - $500ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only | 55+ age-restricted | Built 2014 - 2017 | 135 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
The Hamlets at South Rive...
$300ks
The Hamlets at South Rive..., Edgewater, MD
Resale Only | 55+ age-restricted | Built 2000 - 2011 | 137 homes
Four Seasons at Forest Me...
$300ks
Four Seasons at Forest Me..., Sicklerville, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 152 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.
Robinson Manor
$600ks - $700ks
Robinson Manor, Gainesville, VA
New Construction | 55+ age-restricted | Built 2023 - present | 50 homes
Barley Woods
$300ks - $400ks
Barley Woods, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
The Villas at Greenbrier
$400ks
The Villas at Greenbrier, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2007 - 2020 | 70 homes
Milltown Village
$500ks
Milltown Village, Wilmington, DE
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 homes
Legacy at East Greenwich
$300ks - $400ks
Legacy at East Greenwich, Clarksboro, NJ
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Boxwood Villas
$500ks - $600ks
Boxwood Villas, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 92 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Regency at Creekside
$700ks - $800ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
Village of Red Lion Creek
$200ks - $300ks
Village of Red Lion Creek, Bear, DE
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 85 homes
Legacy at The Preserve at...
$400ks - $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes
Gatherings at Perry Hall ...
$400ks - $500ks
Gatherings at Perry Hall ..., Perry Hall, MD
New Construction | 55+ age-restricted | Built 2024 - present | 29 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.
Washington Square
$200ks - $300ks
Washington Square, La Plata, MD
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 78 homes
The Village of Rocky Run
$400ks - $500ks
The Village of Rocky Run, Wilmington, DE
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes
CobbleStone Estates
$400ks - $500ks
CobbleStone Estates, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes
Grace Woods 55+
$400ks
Grace Woods 55+, Aberdeen, MD
New Construction | 55+ age-restricted | Built 2025 - present | 96 homes
Orchard View at Mullica H...
$400ks - $600ks
Orchard View at Mullica H..., Mullica Hill, NJ
New and Resale | 55+ age-restricted | Built 2022 - present | 190 homes
Moore's Mill Crossing
$300ks - $400ks
Moore's Mill Crossing, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 24 homes
Victoria Park at Parkside...
$400ks - $500ks
Victoria Park at Parkside..., Upper Marlboro, MD
New Construction | 55+ age-restricted | Built 2025 - present | 92 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
The Enclave at Hines Farm
The Enclave at Hines Farm, Laurel, MD
Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes
Liberty Place
$300ks - $400ks
Liberty Place, Sykesville, MD
Resale Only | 55+ age-restricted | Built 2023 - present | 54 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.
Trotter's Retreat
$900ks - $1Ms
Trotter's Retreat, Clarksville, MD
New Construction | 55+ age-restricted | Built 2025 - present | 25 homes
Havenwood Villas
$400ks
Havenwood Villas, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Lexington Square
$800ks - $1Ms
Lexington Square, Ashburn, VA
New Construction | 55+ age-restricted | Built 2024 - present | 23 homes
Riverbend
$400ks
Riverbend, New Castle, DE
New Construction | 55+ age-restricted | Built 2021 - present | 200 homes
Independence Square Garag...
$400ks
Independence Square Garag..., Spotsylvania, VA
New Construction | Age-targeted | Built 2025 - 2026 | 42 homes
The Parke at Foulkstone
$400ks
The Parke at Foulkstone, Wilmington, DE
New Construction | 55+ age-restricted | Built 2024 - present | 31 homes
5 rating (1 reviews) Whitehall Gardens
$300ks - $400ks
Whitehall Gardens, Williamstown, NJ
New Construction | 55+ age-restricted | Built 2020 - present | 225 homes
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Harlow Pointe
$300ks - $400ks
Harlow Pointe, Landenberg, PA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes
Villages at Penn Ridge
$200ks - $300ks
Villages at Penn Ridge, West Grove, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 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 Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$314,900

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
The Villages at Red Mill Pond 14692 PLEASANT POND WAY, LEWES, DE, 1995..., Lewes, DE 19958
$575,000

3 beds

|

2 baths

|

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 6-1006, SILVER..., Silver Spring, MD 20906
$289,000

2 beds

|

2 baths

|

1,460 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 6-1006, SILVER...
Twin Lake Villas 34889 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508
$418,000

3 beds

|

2 baths

|

1,369 sq ft

34889 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
Regency at Belmont 43909 EVELYN PATH TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$999,990

4 beds

|

4 baths

|

3,243 sq ft

43909 EVELYN PATH TER, ASHBURN, VA, 2014...
Community: Regency at Belmont
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
Leisure World® of Maryland 15107 INTERLACHEN DR 2-119, SILVER SPRIN..., Silver Spring, MD 20906
$182,500

2 beds

|

2 baths

|

950 sq ft

|

Condo

15107 INTERLACHEN DR 2-119, SILVER SPRIN...
Virginia Heritage at Lee's Parke 6012 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$519,900

3 beds

|

2 baths

|

1,878 sq ft

6012 NEW BERNE RD, FREDERICKSBURG, VA, 2...
Four Seasons at Millville 16 TORRESDALE ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$309,000

2 beds

|

2 baths

|

1,464 sq ft

16 TORRESDALE ST, MILLVILLE, NJ, 08332
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$424,000

3 beds

|

2 baths

|

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
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 8 LONG POINT CT, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$549,900

4 beds

|

3 baths

|

2,808 sq ft

8 LONG POINT CT, OCEAN PINES, MD, 21811
Leisure World® of Maryland 15320 PINE ORCHARD DR 83-C1, SILVER SPRI..., Silver Spring, MD 20906
$215,000

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

15320 PINE ORCHARD DR 83-C1, SILVER SPRI...
New 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
New 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
New Tanyard Shores 828 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$510,000

3 beds

|

3 baths

|

2,008 sq ft

828 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
New 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...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Liberty West 36802 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$479,990

3 beds

|

2 baths

|

1,976 sq ft

36802 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
New Liberty West 36801 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$489,990

3 beds

|

2 baths

|

1,976 sq ft

36801 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
New 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
New 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...
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 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, ...
New 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...
New 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
New 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...
New Crestwood Village 7047 CATALPA RD, FREDERICK, MD, 21703, Frederick, MD 21703
$489,900

2 beds

|

3 baths

|

1,970 sq ft

7047 CATALPA RD, FREDERICK, MD, 21703
Community: Crestwood Village
New 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...
New Heritage Shores 59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$479,000

3 beds

|

3 baths

|

2,584 sq ft

59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New 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
New 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, ...
New 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...
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 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
New Regency at Dominion Valley 5134 CURRAN CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169
$739,000

3 beds

|

3 baths

|

2,736 sq ft

5134 CURRAN CREEK DR, HAYMARKET, VA, 201...
New Heritage Harbour 708 SYDNEY TER, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$738,000

3 beds

|

3 baths

|

2,836 sq ft

708 SYDNEY TER, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New 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...
New 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
New 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
New 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...
New 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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New 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
New 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
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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