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


247 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) Noble's Pond
$200ks - $300ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
5 rating (2 reviews) Heritage Shores
$300ks - $500ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 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
Chesapeake
$300ks - $400ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
5 rating (3 reviews) Heritage Hunt
$400ks - $600ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 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
Gatherings at Cabin Branc...
$400ks - $600ks
Gatherings at Cabin Branc..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2024 - present | 135 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
The Villas at The Preserv...
$400ks
The Villas at The Preserv..., Townsend, DE
New Construction | 55+ age-restricted | Built 2017 - present | 144 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
5 rating (3 reviews) Village of Eastridge
$300ks - $400ks
Village of Eastridge, Smyrna, DE
New Construction | 55+ age-restricted | Built 2014 - present | 189 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Sundance Club
$500ks - $800ks
Sundance Club, Frankford, DE
New Construction | 55+ age-restricted | Built 2026 - present | 180 homes
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 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
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 Baymont F...
$400ks - $500ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 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
Gerst Farm
$500ks - $700ks
Gerst Farm, Perry Hall, MD
New Construction | 55+ age-restricted | Built 2026 - present | 202 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - 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
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.
Leisure World® of Maryland 15115 INTERLACHEN DR 3-309, SILVER SPRIN..., Silver Spring, MD 20906
$305,000

3 beds

|

3 baths

|

1,615 sq ft

|

Condo

15115 INTERLACHEN DR 3-309, SILVER SPRIN...
The Parke at Ocean Pines 116 CENTRAL PARKE E, OCEAN PINES, MD, 21..., Ocean Pines, MD 21811
$625,000

4 beds

|

3 baths

|

2,808 sq ft

116 CENTRAL PARKE E, OCEAN PINES, MD, 21...
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
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
$300,000

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
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...
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
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 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
Verona Woods 76 BALTHASAR DR, DOVER, DE, 19901, Dover, DE 19901
$399,000

3 beds

|

2 baths

|

1,704 sq ft

76 BALTHASAR DR, DOVER, DE, 19901
Community: Verona Woods
New Spicer Estates 419 WOODRUFF TRL, MULLICA HILL, NJ, 0806..., Mullica Hill, NJ 08062
$370,000

2 beds

|

2 baths

|

1,435 sq ft

419 WOODRUFF TRL, MULLICA HILL, NJ, 0806...
Community: Spicer Estates
New McKinsey Park 600 MCKINSEY PARK DR 502, SEVERNA PARK, ..., Severna Park, MD 21146
$420,000

2 beds

|

2 baths

|

1,231 sq ft

|

Condo

600 MCKINSEY PARK DR 502, SEVERNA PARK, ...
Community: McKinsey Park
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 7, HAYMARKET, VA, 201..., Haymarket, VA 20169
$474,990

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

5800 MOONSTONE WAY 7, HAYMARKET, VA, 201...
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 6, HAYMARKET, VA, 201..., Haymarket, VA 20169
$374,990

1 beds

|

2 baths

|

995 sq ft

|

Condo

5800 MOONSTONE WAY 6, HAYMARKET, VA, 201...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 5, HAYMARKET, VA, 201..., Haymarket, VA 20169
$609,990

3 beds

|

2 baths

|

1,850 sq ft

|

Condo

5800 MOONSTONE WAY 5, HAYMARKET, VA, 201...
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 4, HAYMARKET, VA, 201..., Haymarket, VA 20169
$549,990

2 beds

|

2 baths

|

1,520 sq ft

|

Condo

5800 MOONSTONE WAY 4, HAYMARKET, VA, 201...
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 3, HAYMARKET, VA, 201..., Haymarket, VA 20169
$599,990

3 beds

|

2 baths

|

1,735 sq ft

|

Condo

5800 MOONSTONE WAY 3, HAYMARKET, VA, 201...
New The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 2, HAYMARKET, VA, 201..., Haymarket, VA 20169
$424,990

2 beds

|

2 baths

|

1,345 sq ft

|

Condo

5800 MOONSTONE WAY 2, HAYMARKET, VA, 201...
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 The Flats at Heathcote Village by Del Webb 5800 MOONSTONE WAY 1, HAYMARKET, VA, 201..., Haymarket, VA 20169
$494,990

2 beds

|

2 baths

|

1,475 sq ft

|

Condo

5800 MOONSTONE WAY 1, HAYMARKET, VA, 201...
New Four Seasons at Kent Island 123 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,100,000

3 beds

|

3 baths

|

2,789 sq ft

123 FLYCATCHER WAY, CHESTER, MD, 21619
New Four Seasons at Kent Island 117 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,200,000

3 beds

|

4 baths

|

2,930 sq ft

117 FLYCATCHER WAY, CHESTER, MD, 21619
New Four Seasons at Kent Island 111 FLYCATCHER WAY, CHESTER, MD, 21619, Chester, MD 21619
$1,200,000

5 beds

|

5 baths

|

3,225 sq ft

111 FLYCATCHER WAY, CHESTER, MD, 21619
New Noble's Pond 1330 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$353,250

2 beds

|

2 baths

|

1,518 sq ft

1330 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
New Gerst Farm 9312 FOUNDERS LN, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$629,990

3 beds

|

3 baths

|

2,296 sq ft

9312 FOUNDERS LN, PERRY HALL, MD, 21128
Community: Gerst Farm
New Auburn Meadows 844 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$470,896

3 beds

|

3 baths

|

2,151 sq ft

844 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Leisure World® of Maryland 3615 CHORLEY WOODS WAY 6A, SILVER SPRING..., Silver Spring, MD 20906
$325,000

2 beds

|

2 baths

|

1,193 sq ft

|

Condo

3615 CHORLEY WOODS WAY 6A, SILVER SPRING...
New Four Seasons at Kent Island 209 HARRIER WAY, CHESTER, MD, 21619, Chester, MD 21619
$747,900

4 beds

|

3 baths

|

3,142 sq ft

209 HARRIER WAY, CHESTER, MD, 21619
New Village of Fountainview 1000 FOUNTAINVIEW CIR 407, NEWARK, DE, 1..., Newark, DE 19713
$202,500

2 beds

|

2 baths

|

1,067 sq ft

|

Condo

1000 FOUNTAINVIEW CIR 407, NEWARK, DE, 1...
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 Village of Fountainview 2000 FOUNTAINVIEW CIR 2108, NEWARK, DE, ..., Newark, DE 19713
$209,900

2 beds

|

2 baths

|

1,075 sq ft

|

Condo

2000 FOUNTAINVIEW CIR 2108, NEWARK, DE, ...
New Four Seasons at Millville 113 WHARTON ST, MILLVILLE, NJ, 08332, Millville, NJ 08332
$315,000

2 beds

|

2 baths

|

1,487 sq ft

113 WHARTON ST, MILLVILLE, NJ, 08332
New Heritage Hunt 6872 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$699,999

2 beds

|

2 baths

|

2,066 sq ft

6872 SADDLE RUN WAY, GAINESVILLE, VA, 20...
Community: Heritage Hunt
New Leisure World® of Maryland 3100 N LEISURE WORLD BLVD 918, SILVER SP..., Silver Spring, MD 20906
$412,000

2 beds

|

2 baths

|

1,510 sq ft

|

Condo

3100 N LEISURE WORLD BLVD 918, SILVER SP...
New Holiday City at Monroe 425 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080..., Williamstown, NJ 08094
$369,900

2 beds

|

2 baths

|

1,318 sq ft

425 TRINIDAD BLVD, WILLIAMSTOWN, NJ, 080...
New Four Seasons at Kent Island 193 SPINNAKER WAY, CHESTER, MD, 21619, Chester, MD 21619
$856,000

3 beds

|

3 baths

|

2,527 sq ft

193 SPINNAKER WAY, CHESTER, MD, 21619
New Celebrate 173 HYANNIS PL, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$390,000

2 beds

|

2 baths

|

1,356 sq ft

173 HYANNIS PL, FREDERICKSBURG, VA, 2240...
Community: Celebrate
New Parklands 10338 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$618,190

3 beds

|

3 baths

|

3,488 sq ft

10338 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
New Parklands 10356 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$611,590

3 beds

|

3 baths

|

3,488 sq ft

10356 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
New Parklands 10364 YOSEMITE ST, WHITE PLAINS, MD, 206..., White Plains, MD 20695
$612,190

3 beds

|

3 baths

|

3,488 sq ft

10364 YOSEMITE ST, WHITE PLAINS, MD, 206...
Community: Parklands
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
247 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: Aug 05, 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