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Maryland 55+ active adult communities & homes for sale - Page 3

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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5 rating (1 reviews) Four Seasons at Historic ...
$400ks - $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
Courtyards at Waverly Woo...
$300ks - $600ks
Courtyards at Waverly Woo..., Woodstock, MD
Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes
5 rating (1 reviews) Gatherings at Wellington
$300ks - $400ks
Gatherings at Wellington, Manassas, VA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes
Grace Woods 55+
$400ks
Grace Woods 55+, Aberdeen, MD
New Construction | 55+ age-restricted | Built 2025 - present | 96 homes
The Preserves at Cumberla...
$200ks - $400ks
The Preserves at Cumberla..., Gettysburg, PA
Resale Only | 55+ age-restricted | Built 2010 - present | 93 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Winifred Manor
$200ks
Winifred Manor, Eldersburg, MD
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes
Emerald Hills
$200ks
Emerald Hills, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2006 - 2019 | 240 homes
Legacy at Fallston Common...
$500ks
Legacy at Fallston Common..., Fallston, MD
Resale Only | 55+ age-restricted | Built 2011 - 2018 | 187 homes
Bethany Glen
- $600ks
Bethany Glen, Ellicott City, MD
New Construction | 55+ age-restricted | Built 2024 - present | 116 homes
Heritage at St. Charles
$300ks - $500ks
Heritage at St. Charles, White Plains, MD
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 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 Courtyards at Waverly...
$300ks - $1Ms
The Courtyards at Waverly..., Marriottsville, MD
Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes
Gatherings at Ellicott Mi...
$300ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2013 - 2018 | 127 homes
5 rating (1 reviews) Gatherings at Lyndwood
$300ks - $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Watershed
$600ks - $700ks
Watershed, Laurel, MD
New Construction | 55+ age-restricted | 84 homes
Cascades at Embrey Mill
$400ks - $500ks
Cascades at Embrey Mill, Stafford, VA
New Construction | 55+ age-restricted | Built 2021 - present | 78 homes
The Village at Freedom Hi...
$300ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Belle Ter...
$400ks - $600ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Regency at Belmont
$600ks - $900ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 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.
Walden Woods
$500ks - $600ks
Walden Woods, Laurel, MD
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 97 homes
The Enclave at Ellicott S...
$400ks - $500ks
The Enclave at Ellicott S..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 69 homes
Villages Of Wildewood
$100ks - $200ks
Villages Of Wildewood, California, MD
New and Resale | 55+ age-restricted | Built 1994 - present | 474 homes
The Harbours at Solomons ...
$400ks - $500ks
The Harbours at Solomons ..., Dowell, MD
Resale Only | 55+ age-restricted | Built 2014 - 2018 | 210 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Suffield Meadows
$400ks
Suffield Meadows, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 112 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
River Crossing at Spring ...
$300ks - $400ks
River Crossing at Spring ..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2014 - present | 63 homes
Tiree Land Condominiums
$200ks - $300ks
Tiree Land Condominiums, Abingdon, MD
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 96 homes
HiddenBrooke
$400ks - $600ks
HiddenBrooke, West Springfield, VA
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 91 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.
4.3 rating (3 reviews) Falls Run
$200ks - $500ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
3.7 rating (3 reviews) Four Seasons at Ashburn V...
$300ks - $400ks
Four Seasons at Ashburn V..., Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 80 homes
1 rating (1 reviews) Brittany Hills
$300ks - $400ks
Brittany Hills, Avondale, PA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 126 homes
Crawfords Ridge
$500ks - $600ks
Crawfords Ridge, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 27 homes
Liberty Grove
$200ks - $300ks
Liberty Grove, Manassas, VA
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 61 homes
The Villages At Woodholme
$400ks - $500ks
The Villages At Woodholme, Baltimore, MD
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes
Fairway Overlook
$400ks - $500ks
Fairway Overlook, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 25 homes
Regency at Ashburn
$300ks - $800ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Villas at Cattail
$300ks
Villas at Cattail, Hanover, PA
Resale Only | 55+ age-restricted | Built 2007 - 2013 | 48 homes
Central Parke at Lowes Is...
$300ks - $600ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 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
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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...
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 Noble's Pond 1318 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$358,250

2 beds

|

2 baths

|

1,518 sq ft

1318 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
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 861 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$432,570

2 beds

|

2 baths

|

2,151 sq ft

861 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
New Four Seasons at Historic Virginia 17239 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$695,000

4 beds

|

3 baths

|

4,425 sq ft

17239 FOUR SEASONS DR, DUMFRIES, VA, 220...
New Vistas at Lansdowne 44239 SILVERPALM GROVE TER, LEESBURG, VA..., Leesburg, VA 20176
$889,000

3 beds

|

4 baths

|

3,933 sq ft

44239 SILVERPALM GROVE TER, LEESBURG, VA...
Community: Vistas at Lansdowne
New The Villages At Woodholme 4415 SUMMER GRAPE 4415, PIKESVILLE, MD, ..., Pikesville, MD 21208
$500,000

3 beds

|

4 baths

|

4,378 sq ft

|

Condo

4415 SUMMER GRAPE 4415, PIKESVILLE, MD, ...
New Four Seasons at Historic Virginia 17633 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$685,000

4 beds

|

3 baths

|

3,669 sq ft

17633 FOUR SEASONS DR, DUMFRIES, VA, 220...
New Village of Fountainview 2000 FOUNTAINVIEW CIR 114, NEWARK, DE, 1..., Newark, DE 19713
$202,500

2 beds

|

2 baths

|

1,034 sq ft

|

Condo

2000 FOUNTAINVIEW CIR 114, NEWARK, DE, 1...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Leisure World® of Maryland 14805 PENNFIELD CIR 307, SILVER SPRING, ..., Silver Spring, MD 20906
$299,000

2 beds

|

2 baths

|

1,152 sq ft

|

Condo

14805 PENNFIELD CIR 307, SILVER SPRING, ...
New The Village at Freedom Hills 13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$475,000

4 beds

|

2 baths

|

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740
New Holiday City at Monroe 575 RIVIERA DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$325,000

2 beds

|

2 baths

|

1,369 sq ft

575 RIVIERA DR, WILLIAMSTOWN, NJ, 08094
New Heritage at St. Charles 11253 INWOOD LN, WHITE PLAINS, MD, 20695, White Plains, MD 20695
$499,900

3 beds

|

3 baths

|

2,427 sq ft

11253 INWOOD LN, WHITE PLAINS, MD, 20695
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 Villas of Rock Oak 1301 JADE CT 4, ODENTON, MD, 21113, Odenton, MD 21113
$525,000

3 beds

|

3 baths

|

1,841 sq ft

1301 JADE CT 4, ODENTON, MD, 21113
New The Village of Cinderberry 13 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947
$380,000

3 beds

|

2 baths

|

1,372 sq ft

|

Condo

13 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
New Crossings at Christiana 428 SWEETMAN DR, BEAR, DE, 19701, Bear, DE 19701
$329,900

2 beds

|

2 baths

|

1,425 sq ft

428 SWEETMAN DR, BEAR, DE, 19701
New Leisure World® of Maryland 3381 S LEISURE WORLD BLVD 93-1A, SILVER ..., Silver Spring, MD 20906
$149,000

1 beds

|

1 baths

|

1,014 sq ft

|

Condo

3381 S LEISURE WORLD BLVD 93-1A, SILVER ...
New Chesapeake 7432 KAREN AVE, EASTON, MD, 21601, Easton, MD 21601
$509,000

3 beds

|

3 baths

|

2,342 sq ft

7432 KAREN AVE, EASTON, MD, 21601
Community: Chesapeake
New Spicer Estates 779 CHICKORY TRL, MULLICA HILL, NJ, 0806..., Mullica Hill, NJ 08062
$419,000

2 beds

|

2 baths

|

1,372 sq ft

779 CHICKORY TRL, MULLICA HILL, NJ, 0806...
Community: Spicer Estates
New Birchwood at Brambleton 23663 KINSTON FERRY TER, ASHBURN, VA, 20..., Ashburn, VA 20148
$749,900

3 beds

|

3 baths

|

2,181 sq ft

23663 KINSTON FERRY TER, ASHBURN, VA, 20...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Springmill 25 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$410,000

2 beds

|

2 baths

|

1,783 sq ft

25 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
New Four Seasons at Kent Island 230 SWITCHGRASS WAY 12, CHESTER, MD, 216..., Chester, MD 21619
$550,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

230 SWITCHGRASS WAY 12, CHESTER, MD, 216...
New Virginia Heritage at Lee's Parke 10012 HAZELNUT CT, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$675,000

3 beds

|

3 baths

|

3,813 sq ft

10012 HAZELNUT CT, 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 Auburn Meadows 106 BERKS RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$455,000

3 beds

|

3 baths

|

2,246 sq ft

106 BERKS RD, SMYRNA, DE, 19977
Community: Auburn Meadows
New Leisure World® of Maryland 15000 EARDLEY CT 282-A, SILVER SPRING, M..., Silver Spring, MD 20906
$259,900

2 beds

|

3 baths

|

1,359 sq ft

|

Condo

15000 EARDLEY CT 282-A, SILVER SPRING, M...
New Carroll Vista 105 BUTTERFLY DR 104, TANEYTOWN, MD, 217..., Taneytown, MD 21787
$480,000

2 beds

|

3 baths

|

2,504 sq ft

|

Condo

105 BUTTERFLY DR 104, TANEYTOWN, MD, 217...
Community: Carroll Vista
New Carroll Vista 850 HORSESHOE LN 176, TANEYTOWN, MD, 217..., Taneytown, MD 21787
$349,900

3 beds

|

3 baths

|

1,419 sq ft

|

Condo

850 HORSESHOE LN 176, TANEYTOWN, MD, 217...
Community: Carroll Vista
New Two Rivers 3026 SUNNY RIDGE DR, ODENTON, MD, 21113, Odenton, MD 21113
$850,000

4 beds

|

4 baths

|

3,666 sq ft

3026 SUNNY RIDGE DR, ODENTON, MD, 21113
Community: Two Rivers
New Heritage Hunt 7055 HERITAGE HUNT DR 111, GAINESVILLE, ..., Gainesville, VA 20155
$450,000

2 beds

|

2 baths

|

1,421 sq ft

|

Condo

7055 HERITAGE HUNT DR 111, GAINESVILLE, ...
Community: Heritage Hunt
New Longacre Village 118 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901
$484,900

3 beds

|

3 baths

|

3,089 sq ft

118 WINESAP LN, DOVER, DE, 19901
Community: Longacre Village
New The Atrium at MetroWest 2960 VADEN DR 2-413, FAIRFAX, VA, 22031, Fairfax, VA 22031
$749,900

2 beds

|

2 baths

|

1,391 sq ft

|

Condo

2960 VADEN DR 2-413, FAIRFAX, VA, 22031
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Keswick Villas 7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$503,700

4 beds

|

4 baths

|

2,189 sq ft

7732 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Virginia Heritage at Lee's Parke 5705 W KESSLERS XING, FREDERICKSBURG, VA..., Fredericksburg, VA 22407
$495,000

4 beds

|

3 baths

|

2,144 sq ft

5705 W KESSLERS XING, FREDERICKSBURG, VA...
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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