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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
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 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
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 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.
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 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
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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 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.
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
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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 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
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...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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.
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 Gatherings at Cabin Branch 13220 PETREL ST 4202, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$615,000

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13220 PETREL ST 4202, CLARKSBURG, MD, 20...
New The Village at Cabin Branch 13220 PETREL ST 4202, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$615,000

3 beds

|

2 baths

|

2,031 sq ft

|

Condo

13220 PETREL ST 4202, CLARKSBURG, MD, 20...
New Two Rivers 2864 SOFT RUSH WAY, ODENTON, MD, 21113, Odenton, MD 21113
$889,000

5 beds

|

4 baths

|

3,645 sq ft

2864 SOFT RUSH WAY, ODENTON, MD, 21113
Community: Two Rivers
New Village of Eastridge 74 FELIX VIEW CT, SMYRNA, DE, 19977, Smyrna, DE 19977
$370,000

2 beds

|

2 baths

|

1,584 sq ft

74 FELIX VIEW CT, SMYRNA, DE, 19977
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Braddock Preserve at Winslow 4 KRESSON COURT CT, BERLIN, NJ, 08009, Berlin, NJ 08009
$450,000

2 beds

|

2 baths

|

1,708 sq ft

4 KRESSON COURT CT, BERLIN, NJ, 08009
New Emerald Hills 1603 MARTHA CT 402, BEL AIR, MD, 21015, Bel Air, MD 21015
$279,900

2 beds

|

2 baths

|

1,320 sq ft

|

Condo

1603 MARTHA CT 402, BEL AIR, MD, 21015
Community: Emerald Hills
New Four Seasons at Forest Meadows 49 SHELLY ST, SICKLERVILLE, NJ, 08081, Sicklerville, NJ 08081
$499,900

3 beds

|

3 baths

|

2,012 sq ft

49 SHELLY ST, SICKLERVILLE, NJ, 08081
New Virginia Heritage at Lee's Parke 6215 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$715,000

4 beds

|

4 baths

|

4,270 sq ft

6215 NEW BERNE RD, FREDERICKSBURG, VA, 2...
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 Four Seasons at Kent Island 715 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$849,990

4 beds

|

3 baths

|

2,791 sq ft

715 WARBLER WAY, CHESTER, MD, 21619
New Four Seasons at Kent Island 723 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$799,990

4 beds

|

3 baths

|

2,791 sq ft

723 WARBLER WAY, CHESTER, MD, 21619
New Holiday City at Monroe 614 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$310,000

2 beds

|

2 baths

|

1,219 sq ft

614 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
New Four Seasons at Kent Island 532 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$929,990

3 beds

|

3 baths

|

2,772 sq ft

532 WARBLER WAY, CHESTER, MD, 21619
New Four Seasons at Kent Island 102 BOATSWAIN WAY 2933, CHESTER, MD, 216..., Chester, MD 21619
$829,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2933, CHESTER, MD, 216...
New Four Seasons at Kent Island 102 BOATSWAIN WAY 2921, CHESTER, MD, 216..., Chester, MD 21619
$869,990

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

102 BOATSWAIN WAY 2921, CHESTER, MD, 216...
New North Pointe Condominiums 623 NORTHLAND DR 67, HANOVER, PA, 17331, Hanover, PA 17331
$300,000

2 beds

|

2 baths

|

1,332 sq ft

|

Condo

623 NORTHLAND DR 67, HANOVER, PA, 17331
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Emerald Hills 1604 MARTHA CT 101, BEL AIR, MD, 21015, Bel Air, MD 21015
$274,999

2 beds

|

2 baths

|

1,240 sq ft

|

Condo

1604 MARTHA CT 101, BEL AIR, MD, 21015
Community: Emerald Hills
New Crestwood Village 7079 CATALPA RD, FREDERICK, MD, 21703, Frederick, MD 21703
$360,000

2 beds

|

2 baths

|

1,232 sq ft

7079 CATALPA RD, FREDERICK, MD, 21703
Community: Crestwood Village
New Parke Place 38 PITMAN PL, SEWELL, NJ, 08080, Sewell, NJ 08080
$425,000

2 beds

|

2 baths

|

1,518 sq ft

38 PITMAN PL, SEWELL, NJ, 08080
Community: Parke Place
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 Four Seasons at Kent Island 169 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619
$779,900

2 beds

|

2 baths

|

2,394 sq ft

169 HARRIER WAY, CHESTER, MD, 21619
New Legacy at Waterford Pines 22 JOSIE LN, ATCO, NJ, 08004, Atco, NJ 08004
$465,000

3 beds

|

3 baths

|

1,966 sq ft

22 JOSIE LN, ATCO, NJ, 08004
New Central Parke at Victoria Falls 13851 BELLE CHASSE BLVD 213, LAUREL, MD,..., Laurel, MD 20707
$395,000

3 beds

|

2 baths

|

1,703 sq ft

|

Condo

13851 BELLE CHASSE BLVD 213, LAUREL, MD,...
New Holiday City at Monroe 508 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0..., Williamstown, NJ 08094
$349,999

2 beds

|

2 baths

|

1,464 sq ft

508 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0...
New Creekside Village 18 DRESNER CIR, UPPER CHICHESTER, PA, 19..., Upper Chichester, PA 19061
$400,000

2 beds

|

2 baths

|

2,101 sq ft

|

Condo

18 DRESNER CIR, UPPER CHICHESTER, PA, 19...
Community: Creekside Village
New Four Seasons at Kent Island 110 BOATSWAIN WAY 3042, CHESTER, MD, 216..., Chester, MD 21619
$749,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

110 BOATSWAIN WAY 3042, CHESTER, MD, 216...
New Four Seasons at Kent Island 540 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$939,990

3 beds

|

3 baths

|

2,789 sq ft

540 WARBLER WAY, CHESTER, MD, 21619
New Emerald Pointe 19419 AMETHYST DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$425,000

2 beds

|

3 baths

|

2,394 sq ft

19419 AMETHYST DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Heritage Shores 336 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$445,000

3 beds

|

2 baths

|

1,176 sq ft

336 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
New Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 708, LEESBURG, V..., Leesburg, VA 20176
$384,900

2 beds

|

2 baths

|

1,105 sq ft

|

Condo

19355 CYPRESS RIDGE TER 708, LEESBURG, V...
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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Maryland 55+ Housing Market Trends Maryland 55+ Housing Market Trends

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