Call us at (888) 625-4885 to learn more about active adult communities in Maryland

Maryland 55+ active adult communities & homes for sale - Page 13

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


1,011 homes near Maryland

Sort by:

Relevance

Relevance

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
The Flats at Heathcote Vi...
$300ks - $500ks
The Flats at Heathcote Vi..., Haymarket, VA
New Construction | 55+ age-restricted | Built 2026 - present | 500 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 (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
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 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 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) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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
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.
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
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 Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Longacre Village
$300ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Venue at Winchelsea
$400ks - $600ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 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.
Cindy Certified
7887 JONES BRANCH DR 1802, MCLEAN, VA, 2..., Mclean, VA 22102
$1,750,000

2 beds

|

2 baths

|

1,596 sq ft

|

Condo

7887 JONES BRANCH DR 1802, MCLEAN, VA, 2...
Heritage Hunt 6845 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$739,000

4 beds

|

3 baths

|

2,068 sq ft

6845 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
The Villages at Red Mill Pond 16512 GREENSPRING AVE, LEWES, DE, 19958, Lewes, DE 19958
$629,900

3 beds

|

3 baths

|

2,400 sq ft

16512 GREENSPRING AVE, LEWES, DE, 19958
Snowden Overlook 8893 SHINING OCEANS WAY 15, COLUMBIA, MD..., Columbia, MD 21045
$629,000

3 beds

|

4 baths

|

3,480 sq ft

|

Condo

8893 SHINING OCEANS WAY 15, COLUMBIA, MD...
Community: Snowden Overlook
Four Seasons at Kent Island 233 PEREGRINE DR, CHESTER, MD, 21619, Chester, MD 21619
$724,999

4 beds

|

3 baths

|

3,151 sq ft

233 PEREGRINE DR, CHESTER, MD, 21619
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Village of Cinderberry 4 FRANKENBERRY DR 138, GEORGETOWN, DE, 1..., Georgetown, DE 19947
$360,000

2 beds

|

2 baths

|

1,868 sq ft

|

Condo

4 FRANKENBERRY DR 138, GEORGETOWN, DE, 1...
Silver Woods 246 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$489,990

4 beds

|

4 baths

|

2,500 sq ft

246 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Gerst Farm 9430 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$529,990

3 beds

|

3 baths

|

2,690 sq ft

9430 GERST RD, PERRY HALL, MD, 21128
Community: Gerst Farm
Leisure World® of Maryland 3330 N LEISURE WORLD BLVD 5-102, SILVER ..., Silver Spring, MD 20906
$299,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

3330 N LEISURE WORLD BLVD 5-102, SILVER ...
Vistas at Lansdowne 44238 SILVERPALM GROVE TER, LEESBURG, VA..., Leesburg, VA 20176
$865,000

3 beds

|

5 baths

|

3,891 sq ft

44238 SILVERPALM GROVE TER, LEESBURG, VA...
Community: Vistas at Lansdowne
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.
Celebrate 76 DENISON ST, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$439,900

2 beds

|

2 baths

|

1,484 sq ft

76 DENISON ST, FREDERICKSBURG, VA, 22406
Community: Celebrate
Four Seasons at Kent Island 1000 HERONS NEST WAY 23, CHESTER, MD, 21..., Chester, MD 21619
$490,000

2 beds

|

3 baths

|

Condo

1000 HERONS NEST WAY 23, CHESTER, MD, 21...
Leisure World® of Maryland 2904 N LEISURE WORLD BLVD 308, SILVER SP..., Silver Spring, MD 20906
$300,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

2904 N LEISURE WORLD BLVD 308, SILVER SP...
The Parke at Ocean Pines 11421 MANKLIN CREEK RD 1, BERLIN, MD, 21..., Berlin, MD 21811
$295,000

3 beds

|

2 baths

|

1,181 sq ft

|

Condo

11421 MANKLIN CREEK RD 1, BERLIN, MD, 21...
Gatherings at Forest Glen 8609 WINTERGREEN CT 208, ODENTON, MD, 21..., Odenton, MD 21113
$369,900

2 beds

|

2 baths

|

1,400 sq ft

|

Condo

8609 WINTERGREEN CT 208, ODENTON, MD, 21...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 108-6, SILVER ..., Silver Spring, MD 20906
$169,200

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 108-6, SILVER ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Ballenger Run 5307 CRAPE MYRTLE DR, FREDERICK, MD, 217..., Frederick, MD 21703
$529,900

3 beds

|

4 baths

|

2,669 sq ft

5307 CRAPE MYRTLE DR, FREDERICK, MD, 217...
Community: Ballenger Run
The Villages at Red Mill Pond 17563 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958
$549,900

3 beds

|

2 baths

|

2,228 sq ft

17563 CLOUD NINE DR, LEWES, DE, 19958
Carroll's Creek 1403 WIGEON WAY 302, GAMBRILLS, MD, 2105..., Gambrills, MD 21054
$369,900

2 beds

|

2 baths

|

1,343 sq ft

|

Condo

1403 WIGEON WAY 302, GAMBRILLS, MD, 2105...
Community: Carroll's Creek
Two Rivers 3108 WOODCHUCK WAY, ODENTON, MD, 21113, Odenton, MD 21113
$539,900

2 beds

|

2 baths

|

1,614 sq ft

3108 WOODCHUCK WAY, ODENTON, MD, 21113
Community: Two Rivers
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.
Tanyard Shores 828 TEACHER MITCHELL RD, GLEN BURNIE, MD..., Glen Burnie, MD 21060
$499,000

3 beds

|

3 baths

|

2,008 sq ft

828 TEACHER MITCHELL RD, GLEN BURNIE, MD...
Community: Tanyard Shores
Liberty West 36802 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$464,990

3 beds

|

2 baths

|

1,976 sq ft

36802 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Cindy Certified
8121 RIVER RD 423, BETHESDA, MD, 20817, Bethesda, MD 20817
$1,790,000

2 beds

|

3 baths

|

2,709 sq ft

|

Condo

8121 RIVER RD 423, BETHESDA, MD, 20817
Liberty West 36801 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$474,990

3 beds

|

2 baths

|

1,976 sq ft

36801 W OLD GATE DR, GEORGETOWN, DE, 199...
Community: Liberty West
Signature Club at Greenview 10562 EDWARDIAN LN 125, NEW MARKET, MD, ..., New Market, MD 21774
$630,000

4 beds

|

4 baths

|

3,549 sq ft

|

Condo

10562 EDWARDIAN LN 125, NEW MARKET, MD, ...
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176
$439,900

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19385 CYPRESS RIDGE TER 903, LEESBURG, V...
Heritage Shores 59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$479,000

3 beds

|

3 baths

|

2,784 sq ft

59 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Belmont Bay 641 BOWFIN DR, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191
$850,000

3 beds

|

4 baths

|

2,841 sq ft

641 BOWFIN DR, WOODBRIDGE, VA, 22191
Community: Belmont Bay
Regency at Chancellorsville 7808 GENERAL WRIGHT DR, FREDERICKSBURG, ..., Fredericksburg, VA 22407
$529,900

2 beds

|

2 baths

|

2,016 sq ft

7808 GENERAL WRIGHT DR, FREDERICKSBURG, ...
Leisure World® of Maryland 3310 N LEISURE WORLD BLVD 1011-6, SILVER..., Silver Spring, MD 20906
$250,000

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

3310 N LEISURE WORLD BLVD 1011-6, SILVER...
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.
Cindy Certified
6718 LOWELL AVE 407, MCLEAN, VA, 22101, Mclean, VA 22101
$1,289,900

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

6718 LOWELL AVE 407, MCLEAN, VA, 22101
Cindy Certified
6773 AZALEA GARDEN LN, HAYMARKET, VA, 20..., Haymarket, VA 20169
$785,000

3 beds

|

3 baths

|

1,927 sq ft

6773 AZALEA GARDEN LN, HAYMARKET, VA, 20...
Independence 30189 ETHAN ALLEN CT, MILLSBORO, DE, 199..., Millsboro, DE 19966
$665,000

4 beds

|

3 baths

|

2,243 sq ft

30189 ETHAN ALLEN CT, MILLSBORO, DE, 199...
Community: Independence
Heritage Harbour 708 SYDNEY TER, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$715,000

3 beds

|

3 baths

|

2,296 sq ft

708 SYDNEY TER, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
The Villages At Woodholme 4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD..., Pikesville, MD 21208
$499,000

3 beds

|

4 baths

|

3,594 sq ft

|

Condo

4300 SCOTCH ROSE CT 4300, PIKESVILLE, MD...
Bethany Glen 9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21..., Ellicott City, MD 21042
$829,940

4 beds

|

5 baths

|

3,775 sq ft

9800 BLUE IVY WAY, ELLICOTT CITY, MD, 21...
Community: Bethany Glen
Parks Edge at Bayberry 2817 BERNSTEIN CIR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$621,619

2 beds

|

2 baths

2817 BERNSTEIN CIR, MIDDLETOWN, DE, 1970...
Central Parke at Victoria Falls 7409 NEAR THICKET WAY, LAUREL, MD, 20707, Laurel, MD 20707
$650,000

4 beds

|

3 baths

|

2,163 sq ft

7409 NEAR THICKET WAY, LAUREL, MD, 20707
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cindy Certified
513 HOLLY RIDGE WAY, GLEN BURNIE, MD, 21..., Glen Burnie, MD 21060
$555,000

3 beds

|

3 baths

|

2,504 sq ft

513 HOLLY RIDGE WAY, GLEN BURNIE, MD, 21...
Spring Meadow 543 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$449,900

4 beds

|

3 baths

|

2,776 sq ft

543 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
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

Trend Shown:

Number of Listings

Maryland 55+ Housing Market Trends Maryland 55+ Housing Market Trends

Connect with an agent
Want to learn more about 55+ communities in Maryland?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (888) 625-4885

Thanks! A local 55+ expert will be in touch shortly.

Want to learn more about 55+ communities in Maryland?

Call us: (888) 625-4885
1,011 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 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 23, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top