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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


245 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.
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 (2 reviews) Heritage Shores
$200ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 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
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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
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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 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
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 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 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
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 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 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
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...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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 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 7401 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601
$534,900

3 beds

|

3 baths

|

2,342 sq ft

7401 CASEY AVE, EASTON, MD, 21601
Community: Chesapeake
New Central Parke at Victoria Falls 7300 COLCHIS CT, LAUREL, MD, 20707, Laurel, MD 20707
$634,900

3 beds

|

3 baths

|

2,080 sq ft

7300 COLCHIS CT, LAUREL, MD, 20707
New Montebello 21630 HAWKSBILL HIGH CIR 204, STERLING, ..., Sterling, VA 20164
$597,000

2 beds

|

2 baths

|

1,640 sq ft

|

Condo

21630 HAWKSBILL HIGH CIR 204, STERLING, ...
Community: Montebello
New Albert Courts 131 CODY DR 12, THURMONT, MD, 21788, Thurmont, MD 21788
$300,000

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

131 CODY DR 12, THURMONT, MD, 21788
Community: Albert Courts
New Leisure World® of Maryland 3576 CHISWICK CT 34-2C, SILVER SPRING, M..., Silver Spring, MD 20906
$199,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

3576 CHISWICK CT 34-2C, SILVER SPRING, M...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Spring Meadow 594 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$319,900

2 beds

|

2 baths

|

1,323 sq ft

594 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
New The Greens 29 QUEENSFERRY DR, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$465,000

3 beds

|

3 baths

|

1,821 sq ft

29 QUEENSFERRY DR, WILLIAMSTOWN, NJ, 080...
Community: The Greens
New Four Seasons at Kent Island 121 MERLIN DR, CHESTER, MD, 21619, Chester, MD 21619
$719,900

2 beds

|

2 baths

|

2,118 sq ft

121 MERLIN DR, CHESTER, MD, 21619
New The Villages At Woodholme 4502 COFFEE TREE CT 4502, PIKESVILLE, MD..., Pikesville, MD 21208
$475,000

4 beds

|

4 baths

|

3,811 sq ft

|

Condo

4502 COFFEE TREE CT 4502, PIKESVILLE, MD...
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 Heritage Shores 305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$349,900

2 beds

|

2 baths

|

1,508 sq ft

305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
New Leisure World® of Maryland 7 FINSBURY PARK CT 44-B, SILVER SPRING, ..., Silver Spring, MD 20906
$349,900

2 beds

|

2 baths

|

1,004 sq ft

|

Condo

7 FINSBURY PARK CT 44-B, SILVER SPRING, ...
New Holiday City at Monroe 574 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$240,000

2 beds

|

2 baths

|

1,318 sq ft

574 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
New The Ponds at Bayberry 4200 CROSBY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$699,900

4 beds

|

3 baths

|

2,700 sq ft

4200 CROSBY LN, MIDDLETOWN, DE, 19709
New Leisure World® of Maryland 15107 INTERLACHEN DR 2-115, SILVER SPRIN..., Silver Spring, MD 20906
$235,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-115, SILVER SPRIN...
New Albert Courts 108 STULL CT, THURMONT, MD, 21788, Thurmont, MD 21788
$275,000

3 beds

|

3 baths

|

1,576 sq ft

108 STULL CT, THURMONT, MD, 21788
Community: Albert Courts
New Potomac Green 20515 LITTLE CREEK TER 101, ASHBURN, VA,..., Ashburn, VA 20147
$429,900

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20515 LITTLE CREEK TER 101, ASHBURN, VA,...
Community: Potomac Green
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Leisure World® of Maryland 2900 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906
$329,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

2900 N LEISURE WORLD BLVD 211, SILVER SP...
New Ashland 145 E CLARENDON DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$400,000

2 beds

|

2 baths

|

1,796 sq ft

145 E CLARENDON DR, SMYRNA, DE, 19977
Community: Ashland
New Leisure World® of Maryland 3330 GLENEAGLES DR 68-2D, SILVER SPRING,..., Silver Spring, MD 20906
$165,000

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3330 GLENEAGLES DR 68-2D, SILVER SPRING,...
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 Regency at Dominion Valley 5416 ZOYSIA CT, HAYMARKET, VA, 20169, Haymarket, VA 20169
$850,000

4 beds

|

4 baths

|

3,962 sq ft

5416 ZOYSIA CT, HAYMARKET, VA, 20169
New Leisure World® of Maryland 14800 PENNFIELD CIR 408, SILVER SPRING, ..., Silver Spring, MD 20906
$220,000

1 beds

|

2 baths

|

946 sq ft

|

Condo

14800 PENNFIELD CIR 408, SILVER SPRING, ...
New Leisure World® of Maryland 3466 CHISWICK CT 43-2A, SILVER SPRING, M..., Silver Spring, MD 20906
$175,000

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3466 CHISWICK CT 43-2A, SILVER SPRING, M...
New Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 1014, SILVER S..., Silver Spring, MD 20906
$325,000

2 beds

|

2 baths

|

1,090 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 1014, SILVER S...
New Two Rivers 3020 TURNSTILE LN, ODENTON, MD, 21113, Odenton, MD 21113
$865,000

3 beds

|

4 baths

|

4,086 sq ft

3020 TURNSTILE LN, ODENTON, MD, 21113
Community: Two Rivers
New Brittany Hills 315 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$599,900

4 beds

|

3 baths

|

3,058 sq ft

315 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
New Bishop's Landing 30243 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967
$649,900

5 beds

|

4 baths

|

3,300 sq ft

30243 BRANDYWINE DR, MILLVILLE, DE, 1996...
Community: Bishop's Landing
New Holiday City at Monroe 504 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0..., Williamstown, NJ 08094
$385,000

2 beds

|

2 baths

|

1,626 sq ft

504 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Whispering Woods 1428 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$423,000

2 beds

|

2 baths

|

1,275 sq ft

1428 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
New Longacre Village 103 CANDOR LN, DOVER, DE, 19901, Dover, DE 19901
$330,000

3 beds

|

3 baths

|

2,231 sq ft

103 CANDOR LN, DOVER, DE, 19901
Community: Longacre Village
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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