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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
$300ks - $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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 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 Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 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
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
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
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
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 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
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.
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
Four Seasons at Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 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
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 Leisure World® of Maryland 15115 INTERLACHEN DR 3-309, SILVER SPRIN..., Silver Spring, MD 20906
$305,000

3 beds

|

3 baths

|

1,615 sq ft

|

Condo

15115 INTERLACHEN DR 3-309, SILVER SPRIN...
The Parke at Ocean Pines 116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811
$625,000

4 beds

|

3 baths

|

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...
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
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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
$300,000

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...
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
New Parklands 10359 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$572,490

3 beds

|

3 baths

|

3,404 sq ft

10359 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
New Parklands 10355 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$572,490

3 beds

|

3 baths

|

3,404 sq ft

10355 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
New Turnberry East at Lee's Hill 9502 AIRDRIE LN, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22408
$394,000

2 beds

|

2 baths

|

1,848 sq ft

9502 AIRDRIE LN, FREDERICKSBURG, VA, 224...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Regency at Belmont 43931 NORMAN NEWS TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$1,085,000

3 beds

|

4 baths

|

3,255 sq ft

43931 NORMAN NEWS TER, ASHBURN, VA, 2014...
Community: Regency at Belmont
New The Cascades 511 DAVIS FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$518,000

2 beds

|

2 baths

|

1,900 sq ft

511 DAVIS FALLS DR, NEWARK, DE, 19702
Community: The Cascades
New The Flats at Northside 1121 FORTUNE TER 408, POTOMAC, MD, 20854, Potomac, MD 20854
$889,969

2 beds

|

2 baths

|

1,566 sq ft

|

Condo

1121 FORTUNE TER 408, POTOMAC, MD, 20854
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 711, SILVER SP..., Silver Spring, MD 20906
$349,900

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 711, 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.
New The Flats at Northside 1125 POLARIS RD, ROCKVILLE, MD, 20854, Rockville, MD 20854
$1,250,000

4 beds

|

5 baths

|

2,411 sq ft

1125 POLARIS RD, ROCKVILLE, MD, 20854
New Leisure World® of Maryland 15111 GLADE DR 12-1G, SILVER SPRING, MD,..., Silver Spring, MD 20906
$235,000

3 beds

|

2 baths

|

1,415 sq ft

|

Condo

15111 GLADE DR 12-1G, SILVER SPRING, MD,...
New Four Seasons at Silver Maple 239 SILKY DOGWOOD LN, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$569,000

3 beds

|

2 baths

|

2,325 sq ft

239 SILKY DOGWOOD LN, MIDDLETOWN, DE, 19...
New Heritage Shores 324 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$439,990

3 beds

|

2 baths

|

1,892 sq ft

324 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
New Heritage Shores 87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$350,000

3 beds

|

2 baths

|

1,640 sq ft

87 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New Virginia Heritage at Lee's Parke 5809 E CARNIFEX FERRY RD, FREDERICKSBURG..., Fredericksburg, VA 22407
$595,000

3 beds

|

3 baths

|

3,375 sq ft

5809 E CARNIFEX FERRY RD, FREDERICKSBURG...
New Nells Acres 823 HERMAN WAY, SYKESVILLE, MD, 21784, Sykesville, MD 21784
$585,000

3 beds

|

4 baths

|

2,332 sq ft

823 HERMAN WAY, SYKESVILLE, MD, 21784
Community: Nells Acres
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Regency at Dominion Valley 5368 ANTIOCH RIDGE DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$875,000

2 beds

|

2 baths

|

2,338 sq ft

5368 ANTIOCH RIDGE DR, HAYMARKET, VA, 20...
New Spring Arbor 623 GARDEN GATE DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$495,000

2 beds

|

2 baths

|

1,775 sq ft

623 GARDEN GATE DR, MIDDLETOWN, DE, 1970...
Community: Spring Arbor
New Cedar Ridge at Piney Orchard 8605 WANDERING FOX TRL 105, ODENTON, MD,..., Odenton, MD 21113
$359,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

8605 WANDERING FOX TRL 105, ODENTON, 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 Leisure World® of Maryland 2921 N LEISURE WORLD BLVD 1-122, SILVER ..., Silver Spring, MD 20906
$145,000

2 beds

|

2 baths

|

953 sq ft

|

Condo

2921 N LEISURE WORLD BLVD 1-122, SILVER ...
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 107, LEESBURG, V..., Leesburg, VA 20176
$330,000

1 beds

|

1 baths

|

874 sq ft

|

Condo

19385 CYPRESS RIDGE TER 107, LEESBURG, V...
New Two Rivers 4068 CURLED DOCK LN, ODENTON, MD, 21113, Odenton, MD 21113
$975,000

4 beds

|

4 baths

|

3,258 sq ft

4068 CURLED DOCK LN, ODENTON, MD, 21113
Community: Two Rivers
New Regency at Chancellorsville 12605 BURBANK CT, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407
$479,900

2 beds

|

2 baths

|

1,770 sq ft

12605 BURBANK CT, FREDERICKSBURG, VA, 22...
New Heritage Harbour 2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$349,900

2 beds

|

2 baths

|

1,046 sq ft

|

Condo

2900 SHIPMASTER WAY 104, ANNAPOLIS, MD, ...
Community: Heritage Harbour
New Liberty West 36813 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$429,000

3 beds

|

2 baths

|

1,821 sq ft

36813 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
New Four Seasons at Silver Maple 171 SILVER MAPLE RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$579,900

3 beds

|

2 baths

|

3,558 sq ft

171 SILVER MAPLE RD, MIDDLETOWN, DE, 197...
New Auburn Meadows 850 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$439,250

2 beds

|

2 baths

|

1,728 sq ft

850 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Bridlewood Estates 120 PARASOL PL, SEWELL, NJ, 08080, Sewell, NJ 08080
$359,900

2 beds

|

2 baths

|

1,372 sq ft

120 PARASOL PL, SEWELL, NJ, 08080
Community: Bridlewood Estates
New Snowden Overlook 8887 WARM GRANITE DR 38, COLUMBIA, MD, 2..., Columbia, MD 21045
$750,000

3 beds

|

5 baths

|

4,208 sq ft

|

Condo

8887 WARM GRANITE DR 38, COLUMBIA, MD, 2...
Community: Snowden Overlook
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.
REIN updates its listings on a daily basis. Data last updated: Aug 02, 2026.
This application does not include information on all of the properties available for sale at this time.

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