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Maryland 55+ active adult communities & homes for sale

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


246 communities 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.
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 (2 reviews) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 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 (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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
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 Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 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
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 Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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.
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
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
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 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
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 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.
New Whitehall Gardens 3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08..., Williamstown, NJ 08094
$490,000

3 beds

|

2 baths

|

2,028 sq ft

3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08...
Community: Whitehall Gardens
New The Parke at Ocean Pines 6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$409,000

2 beds

|

2 baths

|

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811
New Heritage Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$399,900

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
Auburn Meadows 101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$475,000

3 beds

|

3 baths

|

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Kent Island 2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619
$700,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...
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...
Four Seasons at Kent Island 132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$700,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
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
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 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
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
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 Whitehall Gardens 3700 CASTLETON DR, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$475,000

3 beds

|

2 baths

3700 CASTLETON DR, WILLIAMSTOWN, NJ, 080...
Community: Whitehall Gardens
New Two Rivers 2446 HEATH ASTER CT, ODENTON, MD, 21113, Odenton, MD 21113
$799,000

4 beds

|

3 baths

|

1,802 sq ft

2446 HEATH ASTER CT, ODENTON, MD, 21113
Community: Two Rivers
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Keswick Villas 7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$468,550

3 beds

|

4 baths

|

2,189 sq ft

7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New Keswick Villas 7742 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$461,000

3 beds

|

4 baths

|

2,189 sq ft

7742 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New JerMae Estates 5 GEOLEY CT, THURMONT, MD, 21788, Thurmont, MD 21788
$476,000

4 beds

|

3 baths

|

2,038 sq ft

5 GEOLEY CT, THURMONT, MD, 21788
Community: JerMae Estates
New Spicer Estates 320 CHICKORY TRL, MULLICA HILL, NJ, 0806..., Mullica Hill, NJ 08062
$420,000

2 beds

|

2 baths

|

1,463 sq ft

320 CHICKORY TRL, MULLICA HILL, NJ, 0806...
Community: Spicer Estates
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 Stirling Glen 228 KIPPEN DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$535,000

3 beds

|

3 baths

|

2,564 sq ft

228 KIPPEN DR, WILLIAMSTOWN, NJ, 08094
Community: Stirling Glen
New Falls Run 22 CHANTILLY PL, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406
$488,800

4 beds

|

3 baths

|

2,541 sq ft

22 CHANTILLY PL, FREDERICKSBURG, VA, 224...
Community: Falls Run
New Ovations at Elk View 207 HENDRICKSON LN, WEST GROVE, PA, 1939..., West Grove, PA 19390
$515,000

3 beds

|

3 baths

|

2,874 sq ft

207 HENDRICKSON LN, WEST GROVE, PA, 1939...
New Chesapeake 29689 LYONS DR, EASTON, MD, 21601, Easton, MD 21601
$475,000

2 beds

|

2 baths

|

1,878 sq ft

29689 LYONS DR, EASTON, MD, 21601
Community: Chesapeake
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 207, SILVER SP..., Silver Spring, MD 20906
$559,000

3 beds

|

3 baths

|

1,735 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 207, SILVER SP...
New Leisure World® of Maryland 14805 PENNFIELD CIR 206, SILVER SPRING, ..., Silver Spring, MD 20906
$360,000

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

14805 PENNFIELD CIR 206, SILVER SPRING, ...
New Spicer Estates 515 HOWEY DR, MULLICA HILL, NJ, 08062, Mullica Hill, NJ 08062
$369,999

2 beds

|

2 baths

|

1,535 sq ft

515 HOWEY DR, MULLICA HILL, NJ, 08062
Community: Spicer Estates
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Ballenger Run 5312 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703
$580,000

3 beds

|

4 baths

|

3,194 sq ft

5312 CRAPE MYRTLE DR, FREDERICK, MD, 217...
Community: Ballenger Run
New The Village at Cabin Branch 13210 PETREL ST 3307, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$659,000

3 beds

|

2 baths

|

Condo

13210 PETREL ST 3307, CLARKSBURG, MD, 20...
New Gatherings at Cabin Branch 13210 PETREL ST 3307, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$659,000

3 beds

|

2 baths

|

Condo

13210 PETREL ST 3307, CLARKSBURG, MD, 20...
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 The Hamlets at South River Colony 421 HAMLET CLUB DR 305, EDGEWATER, MD, 2..., Edgewater, MD 21037
$410,000

2 beds

|

2 baths

|

1,534 sq ft

|

Condo

421 HAMLET CLUB DR 305, EDGEWATER, MD, 2...
New Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 116, SILVER SP..., Silver Spring, MD 20906
$369,000

2 beds

|

2 baths

|

1,505 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 116, SILVER SP...
New Heritage Harbour 903 SCUPPER CT, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$1,050,000

4 beds

|

5 baths

|

5,766 sq ft

903 SCUPPER CT, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Village of Fountainview 2000 FOUNTAINVIEW CIR 2408, NEWARK, DE, ..., Newark, DE 19713
$215,000

2 beds

|

2 baths

|

1,075 sq ft

|

Condo

2000 FOUNTAINVIEW CIR 2408, NEWARK, DE, ...
New Gerst Farm 9442 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$499,990

3 beds

|

3 baths

|

2,690 sq ft

9442 GERST RD, PERRY HALL, MD, 21128
Community: Gerst Farm
New Tanyard Shores 900 SANKOFA RD, GLEN BURNIE, MD, 21060, Glen Burnie, MD 21060
$559,900

4 beds

|

4 baths

|

3,556 sq ft

900 SANKOFA RD, GLEN BURNIE, MD, 21060
Community: Tanyard Shores
New Windstone 16272 ASHLAR LOOP, MILTON, DE, 19968, Milton, DE 19968
$515,000

4 beds

|

3 baths

|

2,372 sq ft

16272 ASHLAR LOOP, MILTON, DE, 19968
Community: Windstone
New Leisure World® of Maryland 3632 GLENEAGLES DR 8-1F, SILVER SPRING, ..., Silver Spring, MD 20906
$105,000

1 beds

|

1 baths

|

635 sq ft

|

Condo

3632 GLENEAGLES DR 8-1F, SILVER SPRING, ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Dunbarton 12851 ARNOT LN, BRISTOW, VA, 20136, Bristow, VA 20136
$524,900

2 beds

|

2 baths

|

1,706 sq ft

12851 ARNOT LN, BRISTOW, VA, 20136
Community: Dunbarton
New Saintsbury Plaza 2901 SAINTSBURY PLZ 206, FAIRFAX, VA, 22..., Fairfax, VA 22031
$469,500

2 beds

|

2 baths

|

1,325 sq ft

|

Condo

2901 SAINTSBURY PLZ 206, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
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.



Maryland 55+ Housing Market Trends

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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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