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

Maryland 55+ active adult communities & homes for sale - Page 11

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.
Four Seasons at Kent Island 715 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$819,990

4 beds

|

3 baths

|

2,791 sq ft

715 WARBLER WAY, CHESTER, MD, 21619
Four Seasons at Kent Island 723 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$749,990

4 beds

|

3 baths

|

2,791 sq ft

723 WARBLER WAY, CHESTER, MD, 21619
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
Four Seasons at Kent Island 532 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$899,990

3 beds

|

3 baths

|

2,772 sq ft

532 WARBLER WAY, CHESTER, MD, 21619
Four Seasons at Kent Island 102 BOATSWAIN WAY 2933, CHESTER, MD, 216..., Chester, MD 21619
$819,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2933, CHESTER, MD, 216...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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
Cindy Certified
672 ARMSTRONG AVE, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$385,000

4 beds

|

2 baths

|

1,705 sq ft

672 ARMSTRONG AVE, HAGERSTOWN, MD, 21740
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,...
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.
Holiday City at Monroe 508 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0..., Williamstown, NJ 08094
$329,900

2 beds

|

2 baths

|

1,464 sq ft

508 SAINT MARTIN CT, WILLIAMSTOWN, NJ, 0...
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
Four Seasons at Kent Island 110 BOATSWAIN WAY 3042, CHESTER, MD, 216..., Chester, MD 21619
$739,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

110 BOATSWAIN WAY 3042, CHESTER, MD, 216...
Four Seasons at Kent Island 540 WARBLER WAY, CHESTER, MD, 21619, Chester, MD 21619
$929,990

3 beds

|

3 baths

|

2,789 sq ft

540 WARBLER WAY, CHESTER, MD, 21619
Emerald Pointe 19419 AMETHYST DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$399,000

2 beds

|

2 baths

|

2,394 sq ft

19419 AMETHYST DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Heritage Shores 336 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$445,000

3 beds

|

2 baths

|

1,533 sq ft

336 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Longacre Village 216 N RED HAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$385,000

2 beds

|

2 baths

|

1,764 sq ft

216 N RED HAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Crestwood Village 5603 HONEYSUCKLE CT, FREDERICK, MD, 2170..., Frederick, MD 21703
$412,000

2 beds

|

1 baths

|

1,297 sq ft

5603 HONEYSUCKLE CT, FREDERICK, MD, 2170...
Community: Crestwood Village
Chesapeake 7401 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601
$534,900

3 beds

|

3 baths

|

2,342 sq ft

7401 CASEY AVE, EASTON, MD, 21601
Community: Chesapeake
Montebello 21630 HAWKSBILL HIGH CIR 204, STERLING, ..., Sterling, VA 20164
$577,590

2 beds

|

2 baths

|

1,640 sq ft

|

Condo

21630 HAWKSBILL HIGH CIR 204, STERLING, ...
Community: Montebello
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.
Spring Meadow 594 SORRELL CIR, SMYRNA, DE, 19977, Smyrna, DE 19977
$319,900

2 beds

|

2 baths

|

1,323 sq ft

594 SORRELL CIR, SMYRNA, DE, 19977
Community: Spring Meadow
The Greens 29 QUEENSFERRY DR, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$455,000

3 beds

|

3 baths

|

1,889 sq ft

29 QUEENSFERRY DR, WILLIAMSTOWN, NJ, 080...
Community: The Greens
Four Seasons at Kent Island 121 MERLIN DR, CHESTER, MD, 21619, Chester, MD 21619
$719,900

2 beds

|

2 baths

|

2,118 sq ft

121 MERLIN DR, CHESTER, MD, 21619
Heritage Shores 305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$349,900

2 beds

|

2 baths

|

1,508 sq ft

305 WATERSIDE SQ, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Leisure World® of Maryland 7 FINSBURY PARK CT 44-B, SILVER SPRING, ..., Silver Spring, MD 20906
$339,900

2 beds

|

2 baths

|

1,004 sq ft

|

Condo

7 FINSBURY PARK CT 44-B, SILVER SPRING, ...
The Ponds at Bayberry 4200 CROSBY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$679,900

4 beds

|

3 baths

|

2,700 sq ft

4200 CROSBY LN, MIDDLETOWN, DE, 19709
Leisure World® of Maryland 15107 INTERLACHEN DR 2-115, SILVER SPRIN..., Silver Spring, MD 20906
$235,000

2 beds

|

2 baths

|

1,120 sq ft

|

Condo

15107 INTERLACHEN DR 2-115, SILVER SPRIN...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Potomac Green 20515 LITTLE CREEK TER 101, ASHBURN, VA,..., Ashburn, VA 20147
$429,900

2 beds

|

2 baths

|

1,347 sq ft

|

Condo

20515 LITTLE CREEK TER 101, ASHBURN, VA,...
Community: Potomac Green
Leisure World® of Maryland 2900 N LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906
$329,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

2900 N LEISURE WORLD BLVD 211, SILVER SP...
Ashland 145 E CLARENDON DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$385,000

2 beds

|

2 baths

|

1,796 sq ft

145 E CLARENDON DR, SMYRNA, DE, 19977
Community: Ashland
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
1650 SILVER HILL DR 1206, MCLEAN, VA, 22..., Mclean, VA 22102
$1,325,000

2 beds

|

2 baths

|

1,617 sq ft

|

Condo

1650 SILVER HILL DR 1206, MCLEAN, VA, 22...
Leisure World® of Maryland 3466 CHISWICK CT 43-2A, SILVER SPRING, M..., Silver Spring, MD 20906
$175,000

2 beds

|

1 baths

|

1,200 sq ft

|

Condo

3466 CHISWICK CT 43-2A, SILVER SPRING, M...
Leisure World® of Maryland 3210 N LEISURE WORLD BLVD 1014, SILVER S..., Silver Spring, MD 20906
$309,000

2 beds

|

2 baths

|

1,090 sq ft

|

Condo

3210 N LEISURE WORLD BLVD 1014, SILVER S...
Two Rivers 3020 TURNSTILE LN, ODENTON, MD, 21113, Odenton, MD 21113
$865,000

3 beds

|

4 baths

|

4,086 sq ft

3020 TURNSTILE LN, ODENTON, MD, 21113
Community: Two Rivers
Brittany Hills 315 CARLISLE DR, AVONDALE, PA, 19311, Avondale, PA 19311
$599,900

4 beds

|

3 baths

|

3,058 sq ft

315 CARLISLE DR, AVONDALE, PA, 19311
Community: Brittany Hills
Bishop's Landing 30243 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967
$649,900

5 beds

|

4 baths

|

3,300 sq ft

30243 BRANDYWINE DR, MILLVILLE, DE, 1996...
Community: Bishop's Landing
Cromwell 55+ 6144 BECK OVERLOOK, IJAMSVILLE, MD, 2175..., Ijamsville, MD 21754
$699,990

2 beds

|

2 baths

|

3,387 sq ft

6144 BECK OVERLOOK, IJAMSVILLE, MD, 2175...
Community: Cromwell 55+
Whispering Woods 1428 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$423,000

2 beds

|

2 baths

|

1,275 sq ft

1428 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cindy Certified
636 WALLINGFORD RD 3G, BEL AIR, MD, 2101..., Bel Air, MD 21014
$415,000

2 beds

|

3 baths

|

1,671 sq ft

|

Condo

636 WALLINGFORD RD 3G, BEL AIR, MD, 2101...
Central Parke at Victoria Falls 7208 PAPERBARK TER, LAUREL, MD, 20707, Laurel, MD 20707
$400,000

2 beds

|

2 baths

|

1,502 sq ft

7208 PAPERBARK TER, LAUREL, MD, 20707
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