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Maryland 55+ active adult communities & homes for sale - Page 2

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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Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
5 rating (2 reviews) Potomac Green
$400ks - $800ks
Potomac Green, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes
5 rating (1 review) Four Seasons at Historic ...
$400ks - $600ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
Emerald Pointe
$300ks - $500ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Parke Place
$200ks
Parke Place, Sewell, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2003 | 406 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Verona Woods
$300ks - $400ks
Verona Woods, Dover, DE
Resale Only | 55+ age-restricted | Built 2020 - present | 148 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.
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
5 rating (2 reviews) Four Seasons at Millville
$200ks
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 homes
Bay Crossing
$400ks - $600ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Four Seasons at Silver Ma...
$400ks - $500ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
3 rating (2 reviews) Spring Arbor
$300ks - $500ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
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Questions? Call us: (888) 625-4885
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Legacy at The Preserve at...
$400ks - $500ks
Legacy at The Preserve at..., Middletown, DE
New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes
Auburn Meadows
$400ks - $500ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
The Crest of Alexandria
$400ks - $800ks
The Crest of Alexandria, Alexandria, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 250 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.
4.5 rating (2 reviews) Villages at Aberdeen
$200ks - $300ks
Villages at Aberdeen, Clayton, NJ
Resale Only | 55+ age-restricted | Built 2008 - 2016 | 160 homes
Ashland
$300ks - $400ks
Ashland, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Cromwell 55+
$300ks - $900ks
Cromwell 55+, Ijamsville, MD
New Construction | 55+ age-restricted | Built 2024 - present | 488 homes
Tanyard Shores
$400ks - $500ks
Tanyard Shores, Glen Burnie, MD
New Construction | 55+ age-restricted | Built 2020 - present | 190 homes
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
The Ponds at Bayberry
$300ks - $500ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Crossings at Christiana
$200ks
Crossings at Christiana, Bear, DE
Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes
Legacy Woods
$400ks
Legacy Woods, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 87 homes
Spring Hill
$400ks - $600ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 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.
Belmont Bay
$300ks - $600ks
Belmont Bay, Woodbridge, VA
New and Resale | Age-targeted | Built 2007 - present | 155 homes
Cascades at Embrey Mill
$400ks - $500ks
Cascades at Embrey Mill, Stafford, VA
New Construction | 55+ age-restricted | Built 2021 - present | 78 homes
Four Seasons at Virginia ...
$400ks - $500ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
Four Seasons at Scenic Ha...
$600ks - $1Ms
Four Seasons at Scenic Ha..., Lewes, DE
New Construction | 55+ age-restricted | Built 2024 - present | 319 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Doroly Gardens
$700ks
Doroly Gardens, Sykesville, MD
New Construction | 55+ age-restricted | Built 2023 - present | 28 homes
McKinsey Park
$300ks - $400ks
McKinsey Park, Severna Park, MD
Resale Only | 55+ age-restricted | Built 1993 - 2002 | 89 homes
Signature Club at Greenvi...
$400ks - $500ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Legacy at Gateway
$300ks
Legacy at Gateway, Bel Air, MD
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 70 homes
Cedar Ridge at Piney Orch...
$200ks - $300ks
Cedar Ridge at Piney Orch..., Odenton, MD
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 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 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
$395,000

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 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 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
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 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...
New Venue at Winchelsea 005 EDGAR DEGAS LN, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$559,900

3 beds

|

2 baths

|

3,578 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...
New Parks Edge at Bayberry 0004 EDGAR DEGAS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$539,900

3 beds

|

2 baths

|

2,189 sq ft

0004 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 Parklands 10617 GREAT BASIN PL, WHITE PLAINS, MD, ..., White Plains, MD 20695
$440,000

3 beds

|

3 baths

|

2,320 sq ft

10617 GREAT BASIN PL, WHITE PLAINS, MD, ...
Community: Parklands
New Doroly Gardens 1705 BOTANICAL CT 13, SYKESVILLE, MD, 21..., Sykesville, MD 21784
$699,900

3 beds

|

3 baths

|

2,513 sq ft

|

Condo

1705 BOTANICAL CT 13, SYKESVILLE, MD, 21...
Community: Doroly Gardens
New Leisure World® of Maryland 3556 FISKE TER 146-B, SILVER SPRING, MD,..., Silver Spring, MD 20906
$349,000

2 beds

|

1 baths

|

850 sq ft

|

Condo

3556 FISKE TER 146-B, SILVER SPRING, MD,...
New
Cindy Certified
2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$650,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

2907 BLEEKER ST 3-206, FAIRFAX, VA, 2203...
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 Gerst Farm 9403 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$679,990

4 beds

|

4 baths

|

3,337 sq ft

9403 FOUNDERS LN, PERRY HALL, MD, 21128
Community: Gerst Farm
New Auburn Meadows 129 DAVENPORT RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$444,995

2 beds

|

2 baths

|

1,866 sq ft

129 DAVENPORT RD, SMYRNA, DE, 19977
Community: Auburn Meadows
New Holiday City at Monroe 521 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$350,000

2 beds

|

2 baths

|

1,434 sq ft

521 BARBADOS DR, WILLIAMSTOWN, NJ, 08094
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 919, SILVER SP..., Silver Spring, MD 20906
$280,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 919, SILVER SP...
New The Flats at Heathcote Village by Del Webb 5992 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$732,845

3 beds

|

3 baths

|

2,625 sq ft

5992 SUNSTONE LN, HAYMARKET, VA, 20169
New Keswick Villas 7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$406,506

3 beds

|

4 baths

|

2,189 sq ft

7734 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
New Keswick Villas 7740 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$414,756

4 beds

|

4 baths

|

2,189 sq ft

7740 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Longacre Village 391 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$419,000

3 beds

|

3 baths

|

2,533 sq ft

391 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
New Leisure World® of Maryland 3244 GLENEAGLES DR 103-A, SILVER SPRING,..., Silver Spring, MD 20906
$395,000

2 beds

|

2 baths

|

1,278 sq ft

|

Condo

3244 GLENEAGLES DR 103-A, SILVER SPRING,...
New Dunbarton 13242 ORMOND DR, BRISTOW, VA, 20136, Bristow, VA 20136
$540,000

2 beds

|

2 baths

|

1,763 sq ft

13242 ORMOND DR, BRISTOW, VA, 20136
Community: Dunbarton
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 Virginia Heritage at Lee's Parke 9720 BALLS BLUFF DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$429,000

2 beds

|

2 baths

|

1,356 sq ft

9720 BALLS BLUFF DR, FREDERICKSBURG, VA,...
New Heritage Hunt 13733 CURRANT LOOP, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$725,000

3 beds

|

4 baths

|

3,535 sq ft

13733 CURRANT LOOP, GAINESVILLE, VA, 201...
Community: Heritage Hunt
New Parke Place 34 H PRISTINE PL, SEWELL, NJ, 08080, Sewell, NJ 08080
$298,000

2 beds

|

2 baths

|

1,652 sq ft

34 H PRISTINE PL, SEWELL, NJ, 08080
Community: Parke Place
New Dunbarton 12000 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136
$745,000

4 beds

|

3 baths

|

3,281 sq ft

12000 RUTHERGLEN PL, BRISTOW, VA, 20136
Community: Dunbarton
New Doroly Gardens 1709 BOTANICAL CT 11, SYKESVILLE, MD, 21..., Sykesville, MD 21784
$722,000

3 beds

|

3 baths

|

2,649 sq ft

|

Condo

1709 BOTANICAL CT 11, SYKESVILLE, MD, 21...
Community: Doroly Gardens
New Leisure World® of Maryland 3631 S LEISURE WORLD BLVD 18-A, SILVER S..., Silver Spring, MD 20906
$185,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3631 S LEISURE WORLD BLVD 18-A, SILVER S...
New Noble's Pond 58 STEEPLECHASE DR, DOVER, DE, 19904, Dover, DE 19904
$429,900

3 beds

|

2 baths

|

1,853 sq ft

58 STEEPLECHASE DR, DOVER, DE, 19904
Community: Noble's Pond
New Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-1017, SILVER..., Silver Spring, MD 20906
$239,999

2 beds

|

2 baths

|

2,230 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-1017, SILVER...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Four Seasons at Historic Virginia 3766 BLOWING LEAF PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025
$575,000

2 beds

|

2 baths

|

2,286 sq ft

3766 BLOWING LEAF PL, DUMFRIES, VA, 2202...
New Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 718, SILVER SP..., Silver Spring, MD 20906
$243,000

2 beds

|

2 baths

|

1,035 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 718, 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.



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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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