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

Maryland 55+ active adult communities & homes for sale

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


246 communities 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
$200ks - $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
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 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
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
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 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.
Holiday City at Monroe
$200ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 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
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
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 Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 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
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
Bloomfields 55+
$700ks - $800ks
Bloomfields 55+, Frederick, MD
New Construction | 55+ age-restricted | Built 2026 - present
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
5 rating (1 reviews) Regency at Dominion Valle...
$300ks - $1Ms
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
5 rating (1 reviews) Four Seasons at Weatherby
$200ks - $400ks
Four Seasons at Weatherby, Woolwich, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 428 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.
Whitehall Gardens 3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08..., Williamstown, NJ 08094
$490,000

3 beds

|

2 baths

|

2,028 sq ft

3566 PROVIDENCE CT, WILLIAMSTOWN, NJ, 08...
Community: Whitehall Gardens
The Parke at Ocean Pines 6 EASTON AVE, OCEAN PINES, MD, 21811, Ocean Pines, MD 21811
$409,000

2 beds

|

2 baths

|

1,704 sq ft

6 EASTON AVE, OCEAN PINES, MD, 21811
Heritage Hunt 7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155
$399,900

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...
Community: Heritage Hunt
Auburn Meadows 101 HANOVER AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$475,000

3 beds

|

3 baths

|

2,361 sq ft

101 HANOVER AVE, SMYRNA, DE, 19977
Community: Auburn Meadows
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Kent Island 2000 HERONS NEST WAY 401, CHESTER, MD, 2..., Chester, MD 21619
$700,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

2000 HERONS NEST WAY 401, CHESTER, MD, 2...
Four Seasons at Kent Island 132 WHEELHOUSE WAY 11, CHESTER, MD, 2161..., Chester, MD 21619
$700,000

2 beds

|

3 baths

|

2,003 sq ft

|

Condo

132 WHEELHOUSE WAY 11, CHESTER, MD, 2161...
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
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
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.
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
New Chesapeake 29833 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601
$510,000

3 beds

|

3 baths

|

2,800 sq ft

29833 HILLARY AVE, EASTON, MD, 21601
Community: Chesapeake
New The Village Grande at Camelot 111 WEATHERBY LN, GLASSBORO, NJ, 08028, Glassboro, NJ 08028
$559,900

3 beds

|

3 baths

|

2,613 sq ft

111 WEATHERBY LN, GLASSBORO, NJ, 08028
New Crestwood Village 5679 BARBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703
$419,900

2 beds

|

2 baths

|

1,148 sq ft

5679 BARBERRY CT, FREDERICK, MD, 21703
Community: Crestwood Village
New HiddenBrooke 7871 ROLLING WOODS CT 401, SPRINGFIELD, ..., Springfield, VA 22152
$575,000

2 beds

|

2 baths

|

1,676 sq ft

|

Condo

7871 ROLLING WOODS CT 401, SPRINGFIELD, ...
Community: HiddenBrooke
New Montebello 21630 HAWKSBILL HIGH CIR 406, STERLING, ..., Sterling, VA 20164
$734,999

3 beds

|

2 baths

|

1,825 sq ft

|

Condo

21630 HAWKSBILL HIGH CIR 406, STERLING, ...
Community: Montebello
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Village of Eastridge 197 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$525,000

3 beds

|

4 baths

|

3,331 sq ft

197 LUPINE DR, SMYRNA, DE, 19977
New Leisure World® of Maryland 3005 S LEISURE WORLD BLVD 211, SILVER SP..., Silver Spring, MD 20906
$357,000

2 beds

|

2 baths

|

1,446 sq ft

|

Condo

3005 S LEISURE WORLD BLVD 211, SILVER SP...
New Leisure World® of Maryland 15100 INTERLACHEN DR 4-117, SILVER SPRIN..., Silver Spring, MD 20906
$224,000

2 beds

|

2 baths

|

1,317 sq ft

|

Condo

15100 INTERLACHEN DR 4-117, SILVER SPRIN...
New The Woodlands of Urbana 3226 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704
$625,000

3 beds

|

4 baths

|

2,226 sq ft

3226 STARLIGHT ST, FREDERICK, MD, 21704
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 Longacre Village 108 N RED HVN, DOVER, DE, 19901, Dover, DE 19901
$495,000

3 beds

|

2 baths

|

2,176 sq ft

108 N RED HVN, DOVER, DE, 19901
Community: Longacre Village
New Venue at Winchelsea 3034 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$595,000

3 beds

|

4 baths

|

2,151 sq ft

3034 IVYHOUSE LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
New Celebrate 35 BATTERY POINT DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406
$615,000

3 beds

|

3 baths

|

3,026 sq ft

35 BATTERY POINT DR, FREDERICKSBURG, VA,...
Community: Celebrate
New Four Seasons at Baymont Farms 112 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$639,990

3 beds

|

4 baths

|

2,441 sq ft

112 AUSTRIAN PINE CT, MIDDLETOWN, DE, 19...
New Four Seasons at Baymont Farms 13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$624,900

3 beds

|

3 baths

|

1,859 sq ft

13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
New The Courtyards at Waverly Woods 2121 JOHN STUART RD E, MARRIOTTSVILLE, M..., Marriottsville, MD 21104
$369,000

2 beds

|

2 baths

|

1,436 sq ft

|

Condo

2121 JOHN STUART RD E, MARRIOTTSVILLE, M...
New Emerald Pointe 19418 PEARL DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$435,000

2 beds

|

2 baths

|

2,735 sq ft

19418 PEARL DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Legacy Woods 11730 LEGACY WOODS DR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$440,000

3 beds

|

2 baths

|

1,895 sq ft

11730 LEGACY WOODS DR, FREDERICKSBURG, V...
Community: Legacy Woods
New Leisure World® of Maryland 3498 GLENEAGLES DR 79-F, SILVER SPRING, ..., Silver Spring, MD 20906
$215,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3498 GLENEAGLES DR 79-F, SILVER SPRING, ...
New Leisure World® of Maryland 15311 BEAVERBROOK CT 90-3K, SILVER SPRIN..., Silver Spring, MD 20906
$250,000

3 beds

|

2 baths

|

1,340 sq ft

|

Condo

15311 BEAVERBROOK CT 90-3K, SILVER SPRIN...
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 Cameron Grove 1 ROSEBUD CT, UPPER MARLBORO, MD, 20774, Upper Marlboro, MD 20774
$400,000

2 beds

|

2 baths

|

1,306 sq ft

1 ROSEBUD CT, UPPER MARLBORO, MD, 20774
Community: Cameron Grove
New Saintsbury Plaza 2907 SAINTSBURY PLZ 404, FAIRFAX, VA, 22..., Fairfax, VA 22031
$249,990

2 beds

|

1 baths

|

892 sq ft

|

Condo

2907 SAINTSBURY PLZ 404, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
New The Village of Cinderberry 14 MULBERRY ST, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$342,000

2 beds

|

2 baths

|

1,591 sq ft

14 MULBERRY ST, GEORGETOWN, DE, 19947
New Birchwood at Brambleton 23665 HAVELOCK WALK TER 406, ASHBURN, VA..., Ashburn, VA 20148
$499,900

1 beds

|

2 baths

|

1,229 sq ft

|

Condo

23665 HAVELOCK WALK TER 406, ASHBURN, VA...
New Venue at Winchelsea 3314 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$593,250

3 beds

|

4 baths

|

2,151 sq ft

3314 ROOKERY LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
New Village of Cecil Woods 73 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921
$125,000

2 beds

|

2 baths

|

1,176 sq ft

73 WOODS WAY, ELKTON, MD, 21921
New Venue at Winchelsea 3315 ROOKERY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$579,250

3 beds

|

3 baths

|

2,065 sq ft

3315 ROOKERY LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
New Venue at Winchelsea 2213 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$442,509

3 beds

|

3 baths

|

2,443 sq ft

2213 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Signature Club at Greenview 10521 EDWARDIAN LN 142, NEW MARKET, MD, ..., New Market, MD 21774
$609,900

3 beds

|

3 baths

|

2,549 sq ft

|

Condo

10521 EDWARDIAN LN 142, NEW MARKET, MD, ...
New Leisure World® of Maryland 15100 INTERLACHEN DR 4-124, SILVER SPRIN..., Silver Spring, MD 20906
$239,000

2 beds

|

2 baths

|

1,195 sq ft

15100 INTERLACHEN DR 4-124, SILVER SPRIN...
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

Want to learn more about 55+ communities in Maryland?

Call us: (888) 625-4885
246 communities
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: Jul 24, 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