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Maryland 55+ active adult communities & homes for sale - Page 6

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. Social Security…

Maryland offers the best of both worlds for retirees — proximity to Washington D.C. and Baltimore with suburban and rural communities just minutes away. Social Security benefits are exempt from state income tax, and the state is home to major academic health systems, including Johns Hopkins Medicine and the University of Maryland Medical System, both headquartered in Baltimore. According to the Maryland State Climatologist Office, Maryland has well-defined seasons, and winters in central and eastern Maryland fall between the colder Northeast and the milder South. Senior living communities in Maryland on 55places center on independent retirement living for active adults.

Maryland is home to 249 active adult communities, with homes ranging from the low $200Ks to over $1M and averaging about $518K. Leisure World of Maryland in Silver Spring is a gated community with more than 5,600 homes, according to the community. 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


254 communities near Maryland

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JerMae Estates
$300ks - $400ks
JerMae Estates, Thurmont, MD
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 108 homes
Railroad Cottages
$700ks - $900ks
Railroad Cottages, Falls Church, VA
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 10 homes
The Signature at Broadlan...
$300ks - $400ks
The Signature at Broadlan..., Ashburn, VA
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 45 homes
Boyers Retreat at Creeksi...
$400ks - $500ks
Boyers Retreat at Creeksi..., Bel Air, MD
New Construction | 55+ age-restricted | Built 2026 - present
Gatherings at Ellicott Mi...
$300ks
Gatherings at Ellicott Mi..., Ellicott City, MD
Resale Only | 55+ age-restricted | Built 2013 - 2018 | 127 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Hickory Crest
$400ks - $500ks
Hickory Crest, Columbia, MD
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 88 homes
5 rating (1 review) Gatherings at Lyndwood
$300ks - $400ks
Gatherings at Lyndwood, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 216 homes
Saintsbury Plaza
$300ks - $400ks
Saintsbury Plaza, Fairfax, VA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 111 homes
5 rating (1 review) Four Seasons at Vint Hill
$600ks
Four Seasons at Vint Hill, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 100 homes
Grace Woods 55+
$400ks
Grace Woods 55+, Aberdeen, MD
New Construction | 55+ age-restricted | Built 2025 - present | 96 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.
Independence Square Garag...
$400ks
Independence Square Garag..., Spotsylvania, VA
New Construction | Age-targeted | Built 2025 - 2026 | 42 homes
Mill Creek
$200ks - $300ks
Mill Creek, Spotsylvania, VA
Resale Only | 55+ age-restricted | Built 2006 - 2009 | 38 homes
The Villages at Broadland...
$400ks
The Villages at Broadland..., Ashburn, VA
New and Resale | 55+ age-restricted | Built 2013 - present | 78 homes
Summerlake
$200ks - $300ks
Summerlake, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 1987 - 1997 | 161 homes
North Pointe Condominiums
$200ks - $300ks
North Pointe Condominiums, Hanover, PA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 120 homes
Gatherings® at Quarry Pla...
$400ks - $500ks
Gatherings® at Quarry Pla..., Reisterstown, MD
Resale Only | 55+ age-restricted | Built 2014 - 2017 | 135 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cherry Tree
$200ks - $300ks
Cherry Tree, Hanover, PA
New Construction | 55+ age-restricted | Built 2018 - present | 100 homes
SummersGate
$300ks
SummersGate, Salisbury, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 216 homes
Enclave at Park Forest
$500ks - $600ks
Enclave at Park Forest, Elkridge, MD
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 45 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
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.
CobbleStone Estates
$400ks - $500ks
CobbleStone Estates, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes
The Enclave at Hines Farm
The Enclave at Hines Farm, Laurel, MD
Resale Only | 55+ age-restricted | Built 2025 - present | 63 homes
Crawfords Ridge
$500ks - $600ks
Crawfords Ridge, Odenton, MD
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 27 homes
Village of Cecil Woods
$100ks - $200ks
Village of Cecil Woods, Elkton, MD
Resale Only | 55+ age-restricted | Built 1997 - 2016 | 235 homes
Liberty Place
$300ks - $400ks
Liberty Place, Sykesville, MD
Resale Only | 55+ age-restricted | Built 2023 - present | 54 homes
Ballenger Run
$300ks - $400ks
Ballenger Run, Frederick, MD
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 36 homes
Trotter's Retreat
$900ks - $1Ms
Trotter's Retreat, Clarksville, MD
New Construction | 55+ age-restricted | Built 2025 - present | 25 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
4 rating (1 review) Village of Fountainview
$100ks - $200ks
Village of Fountainview, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes
Regency at Creekside
$700ks - $800ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
Robinson Manor
$600ks - $700ks
Robinson Manor, Gainesville, VA
New Construction | 55+ age-restricted | Built 2023 - present | 50 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.
Havenwood Villas
$400ks
Havenwood Villas, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2025 - present | 100 homes
Four Seasons at Belle Ter...
$400ks - $600ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Forest Landing at Bethany...
$300ks - $500ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Lexington Square
$800ks - $1Ms
Lexington Square, Ashburn, VA
New Construction | 55+ age-restricted | Built 2024 - present | 23 homes
Winifred Manor
$200ks
Winifred Manor, Eldersburg, MD
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 152 homes
The Village of Rocky Run
$400ks - $500ks
The Village of Rocky Run, Wilmington, DE
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes
Cedar Bay
$200ks - $300ks
Cedar Bay, Ocean View, DE
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 72 homes
Regency North
$300ks - $400ks
Regency North, Fredericksburg, VA
New Construction | 55+ age-restricted | Built 2021 - present | 133 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Village of Long Creek
$400ks
Village of Long Creek, Newark, DE
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 homes
Heatherwood
$200ks - $300ks
Heatherwood, Sewell, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 160 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 89 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$429,900

4 beds

|

3 baths

|

2,042 sq ft

89 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Verona Woods 66 KALLISTO CT, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,576 sq ft

66 KALLISTO CT, DOVER, DE, 19901
Community: Verona Woods
Twin Lake Villas 35031 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508
$389,900

3 beds

|

2 baths

|

1,369 sq ft

35031 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
Noble's Pond 18 MATISSE PL, DOVER, DE, 19904, Dover, DE 19904
$610,000

3 beds

|

3 baths

|

2,727 sq ft

18 MATISSE PL, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$339,900

3 beds

|

2 baths

|

1,733 sq ft

1 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Shores 85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$314,900

2 beds

|

2 baths

|

1,574 sq ft

85 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New Auburn Meadows 753 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$379,850

2 beds

|

2 baths

|

1,728 sq ft

753 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
New Gatherings at Potomac Station 700 MOUNT AIRY TER 204, LEESBURG, VA, 20..., Leesburg, VA 20176
$479,900

2 beds

|

2 baths

|

1,476 sq ft

|

Condo

700 MOUNT AIRY TER 204, LEESBURG, VA, 20...
New Four Seasons at Kent Island 731 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$829,990

2 beds

|

3 baths

|

2,010 sq ft

731 WARBLER WAY, CHESTER, MD, 21619
New Falls Run 36 ASHLAND CIR, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$405,000

2 beds

|

2 baths

|

1,640 sq ft

36 ASHLAND CIR, FREDERICKSBURG, VA, 2240...
Community: Falls Run
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 Hatteras Hills 519 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,778 sq ft

519 KITTY HAWK WAY, MAGNOLIA, DE, 19962
New Four Seasons at Scenic Harbor 34605 SWAN CREEK DR, LEWES, DE, 19958, Lewes, DE 19958
$669,990

2 beds

|

3 baths

|

2,024 sq ft

34605 SWAN CREEK DR, LEWES, DE, 19958
New Ellicott's Retreat 8911 CARLS CT A, ELLICOTT CITY, MD, 2104..., Ellicott City, MD 21043
$425,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

8911 CARLS CT A, ELLICOTT CITY, MD, 2104...
Community: Ellicott's Retreat
New Four Seasons at Hatteras Hills 551 KITTY HAWK WAY, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$519,990

3 beds

|

2 baths

|

1,925 sq ft

551 KITTY HAWK WAY, MAGNOLIA, DE, 19962
New Tiree Land Condominiums 301 TIREE CT 203, ABINGDON, MD, 21009, Abingdon, MD 21009
$264,900

2 beds

|

2 baths

|

1,340 sq ft

|

Condo

301 TIREE CT 203, ABINGDON, MD, 21009
New Leisure World® of Maryland 15107 INTERLACHEN DR 2-110, SILVER SPRIN..., Silver Spring, MD 20906
$255,000

2 beds

|

2 baths

|

1,225 sq ft

|

Condo

15107 INTERLACHEN DR 2-110, SILVER SPRIN...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Montebello 21894 HAWKSBILL HIGH CIR 406, STERLING, ..., Sterling, VA 20164
$675,000

3 beds

|

2 baths

|

1,646 sq ft

|

Condo

21894 HAWKSBILL HIGH CIR 406, STERLING, ...
Community: Montebello
New Montebello 6 COPLEY CIR, WEST BERLIN, NJ, 08091, West Berlin, NJ 08091
$819,000

4 beds

|

3 baths

|

2,871 sq ft

6 COPLEY CIR, WEST BERLIN, NJ, 08091
Community: Montebello
New Heritage Harbour 940 ASTERN WAY 101, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$450,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

940 ASTERN WAY 101, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
New Auburn Meadows 799 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$414,000

2 beds

|

2 baths

|

2,151 sq ft

799 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
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 Winifred Manor 2023 RUDY SERRA DR 3-B, ELDERSBURG, MD, ..., Eldersburg, MD 21784
$264,900

2 beds

|

2 baths

|

Condo

2023 RUDY SERRA DR 3-B, ELDERSBURG, MD, ...
Community: Winifred Manor
New Heritage Harbour 2900 SHIPMASTER WAY 108, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$355,000

2 beds

|

2 baths

|

1,048 sq ft

|

Condo

2900 SHIPMASTER WAY 108, ANNAPOLIS, MD, ...
Community: Heritage Harbour
New Venue at Winchelsea 3156 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$419,259

3 beds

|

3 baths

|

2,443 sq ft

3156 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
New Cedar Ridge at Piney Orchard 8608 WANDERING FOX TRL 307, ODENTON, MD,..., Odenton, MD 21113
$519,000

3 beds

|

2 baths

|

1,900 sq ft

|

Condo

8608 WANDERING FOX TRL 307, ODENTON, MD,...
New Potomac Green 20579 ROSEWOOD MANOR SQ, ASHBURN, VA, 20..., Ashburn, VA 20147
$660,000

2 beds

|

2 baths

|

1,667 sq ft

20579 ROSEWOOD MANOR SQ, ASHBURN, VA, 20...
Community: Potomac Green
New Brittany Hills 346 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$445,000

3 beds

|

3 baths

|

2,022 sq ft

346 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
New Cameron Grove 12900 FOX BOW DR 207, UPPER MARLBORO, MD..., Upper Marlboro, MD 20774
$275,000

2 beds

|

2 baths

|

928 sq ft

|

Condo

12900 FOX BOW DR 207, UPPER MARLBORO, MD...
Community: Cameron Grove
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Heritage Shores 12 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$428,000

3 beds

|

2 baths

|

1,902 sq ft

12 WHISTLING DUCK DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 219, LEESBURG, V..., Leesburg, VA 20176
$329,900

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19385 CYPRESS RIDGE TER 219, LEESBURG, V...
New Falls Run 20 DAYTON CIR, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$545,000

4 beds

|

4 baths

|

3,767 sq ft

20 DAYTON CIR, FREDERICKSBURG, VA, 22406
Community: Falls Run
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 3111 BECKENHAM CT 254-A, SILVER SPRING, ..., Silver Spring, MD 20906
$289,900

2 beds

|

2 baths

|

998 sq ft

|

Condo

3111 BECKENHAM CT 254-A, SILVER SPRING, ...
New Leisure World® of Maryland 3418 CHISWICK CT 46-E, SILVER SPRING, MD..., Silver Spring, MD 20906
$240,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3418 CHISWICK CT 46-E, SILVER SPRING, MD...
New Riverbend 569 ARROWGRASS LN, NEW CASTLE, DE, 19720, New Castle, DE 19720
$399,990

3 beds

|

3 baths

|

2,278 sq ft

569 ARROWGRASS LN, NEW CASTLE, DE, 19720
Community: Riverbend
New Heritage Creek 216 HAY ST, MILTON, DE, 19968, Milton, DE 19968
$519,000

4 beds

|

4 baths

|

3,274 sq ft

216 HAY ST, MILTON, DE, 19968
Community: Heritage Creek
New Celebrate 35 MEARES WAY, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$649,500

3 beds

|

3 baths

|

3,006 sq ft

35 MEARES WAY, FREDERICKSBURG, VA, 22406
Community: Celebrate
New Bishop's Landing 38652 LONGS CHAPEL LN, MILLVILLE, DE, 19..., Millville, DE 19967
$675,000

5 beds

|

3 baths

|

2,988 sq ft

38652 LONGS CHAPEL LN, MILLVILLE, DE, 19...
Community: Bishop's Landing
New Carroll Vista 602 CLUBSIDE DR 404, TANEYTOWN, MD, 2178..., Taneytown, MD 21787
$350,000

2 beds

|

2 baths

|

1,548 sq ft

|

Condo

602 CLUBSIDE DR 404, TANEYTOWN, MD, 2178...
Community: Carroll Vista
New Parks Edge at Bayberry 0002 EDGAR DEGAS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$524,900

2 beds

|

2 baths

|

1,910 sq ft

0002 EDGAR DEGAS LN, MIDDLETOWN, DE, 197...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Venue at Winchelsea 005 EDGAR DEGAS LN, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$559,900

3 beds

|

2 baths

|

2,746 sq ft

005 EDGAR DEGAS LN, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
New
Cindy Certified
1650 SILVER HILL DR 1706, MCLEAN, VA, 22..., Mclean, VA 22102
$1,299,900

2 beds

|

2 baths

|

1,617 sq ft

|

Condo

1650 SILVER HILL DR 1706, MCLEAN, VA, 22...
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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© 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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