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Maryland 55+ active adult communities & homes for sale - Page 17

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


944 homes near Maryland

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3 rating (2 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.
Parklands
$300ks - $500ks
Parklands, White Plains, MD
New Construction | 55+ age-restricted | Built 2025 - present | 586 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
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 (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
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
Traditions at Whitehall
$400ks - $500ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Element at Mill Creek
$400ks - $600ks
Element at Mill Creek, Annapolis, MD
New Construction | 55+ age-restricted | Built 2022 - present | 140 homes
The Village of Cinderberr...
$200ks - $300ks
The Village of Cinderberr..., Georgetown, DE
New and Resale | 55+ age-restricted | Built 2003 - present | 170 homes
Four Seasons at Hatteras ...
$400ks - $500ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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 (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
3.1 rating (7 reviews) Celebrate
$300ks - $600ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
The Village at Cabin Bran...
$500ks
The Village at Cabin Bran..., Clarksburg, MD
New Construction | 55+ age-restricted | Built 2021 - present
1.7 rating (3 reviews) Silver Woods
$400ks - $500ks
Silver Woods, Ocean View, DE
New and Resale | Age-targeted | Built 2005 - present | 111 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
5 rating (1 reviews) Keswick Villas
$300ks - $500ks
Keswick Villas, Spotsylvania, VA
New Construction | 55+ age-restricted | Built 2020 - present | 84 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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
The Woodlands of Urbana
$500ks - $700ks
The Woodlands of Urbana, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 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.
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
Spring Valley Estates
$300ks - $400ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Rosehill Manor Villas
$300ks
Rosehill Manor Villas, Hagerstown, MD
New Construction | 55+ age-restricted | Built 2022 - present | 177 homes
The Gatherings at Lakevie...
$300ks - $400ks
The Gatherings at Lakevie..., Reisterstown, MD
New Construction | 55+ age-restricted | Built 2025 - present | 122 homes
The Flats at Northside
$600ks - $1Ms
The Flats at Northside, Potomac, MD
New Construction | Age-targeted | Built 2025 - present | 143 homes
Bay Bridge Cove
$300ks - $500ks
Bay Bridge Cove, Stevensville, MD
Resale Only | 55+ age-restricted | Built 2016 - 2022 | 273 homes
Liberty West
$400ks
Liberty West, Georgetown, DE
New Construction | Age-targeted | Built 2025 - present | 181 homes
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
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 rating (2 reviews) Dunbarton
$300ks - $500ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 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.
Winifred Manor 2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784
$227,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

2013 RUDY SERRA DR 2D, ELDERSBURG, MD, 2...
Community: Winifred Manor
Village of Eastridge 131 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$425,000

2 beds

|

2 baths

|

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977
Leisure World® of Maryland 14802 LINDSEY LN 225-B, SILVER SPRING, M..., Silver Spring, MD 20906
$279,000

2 beds

|

1 baths

|

850 sq ft

|

Condo

14802 LINDSEY LN 225-B, SILVER SPRING, M...
Four Seasons at Kent Island 111 MARSHGRASS WAY 21, CHESTER, MD, 2161..., Chester, MD 21619
$680,000

3 beds

|

3 baths

|

2,602 sq ft

|

Condo

111 MARSHGRASS WAY 21, CHESTER, MD, 2161...
The Ponds at Bayberry 4605 BOGART LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$780,000

5 beds

|

4 baths

|

5,325 sq ft

4605 BOGART LN, MIDDLETOWN, DE, 19709
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
River Crossing at Spring Arbor 5700 SPRING ARBOR CIR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$499,900

3 beds

|

3 baths

|

2,184 sq ft

5700 SPRING ARBOR CIR, FREDERICKSBURG, V...
Tiree Land Condominiums 301 TIREE CT 301, ABINGDON, MD, 21009, Abingdon, MD 21009
$269,999

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

301 TIREE CT 301, ABINGDON, MD, 21009
Village of Long Creek 29 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702
$489,900

2 beds

|

2 baths

|

1,875 sq ft

29 DEVALINDER DR, NEWARK, DE, 19702
Four Seasons at Kent Island 102 BOATSWAIN WAY 2933, CHESTER, MD, 216..., Chester, MD 21619
$829,990

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

102 BOATSWAIN WAY 2933, CHESTER, MD, 216...
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 604, LEESBURG, V..., Leesburg, VA 20176
$340,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19375 CYPRESS RIDGE TER 604, LEESBURG, V...
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.
Heritage Hunt 13972 REAL QUITE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$775,000

4 beds

|

4 baths

|

3,256 sq ft

13972 REAL QUITE CT, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Signature Club at Greenview 5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774
$859,900

5 beds

|

4 baths

|

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774
Traditions at Whitehall 264 BALDY LN 157 BLOOMFIELD MODEL, MIDDL..., Middletown, DE 19709
$639,999

2 beds

|

3 baths

|

2,053 sq ft

264 BALDY LN 157 BLOOMFIELD MODEL, MIDDL...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-526, SILVER SPRIN..., Silver Spring, MD 20906
$209,900

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-526, SILVER SPRIN...
Celebrate 33 DENISON ST, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$525,000

3 beds

|

3 baths

|

2,340 sq ft

33 DENISON ST, FREDERICKSBURG, VA, 22406
Community: Celebrate
Birchwood at Brambleton 23665 HAVELOCK WALK TER 406, ASHBURN, VA..., Ashburn, VA 20148
$525,000

1 beds

|

2 baths

|

1,229 sq ft

|

Condo

23665 HAVELOCK WALK TER 406, ASHBURN, VA...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Flats at Heathcote Village by Del Webb 6156 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$699,990

3 beds

|

3 baths

|

2,625 sq ft

6156 AMBER LN, HAYMARKET, VA, 20169
The Flats at Heathcote Village by Del Webb 6156 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169
$739,990

3 beds

|

3 baths

|

3,424 sq ft

6156 AMBER LN 2, HAYMARKET, VA, 20169
The Flats at Heathcote Village by Del Webb 6152 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$709,990

3 beds

|

3 baths

|

2,763 sq ft

6152 AMBER LN, HAYMARKET, VA, 20169
The Flats at Heathcote Village by Del Webb 6152 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169
$749,990

3 beds

|

3 baths

|

3,531 sq ft

6152 AMBER LN 2, HAYMARKET, VA, 20169
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.
Parklands 3917 GLACIER BAY PL, WHITE PLAINS, MD, 2..., White Plains, MD 20695
$379,900

2 beds

|

2 baths

|

1,478 sq ft

3917 GLACIER BAY PL, WHITE PLAINS, MD, 2...
Community: Parklands
Crestwood Village 5738 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703
$329,900

2 beds

|

2 baths

|

1,264 sq ft

5738 BOX ELDER CT, FREDERICK, MD, 21703
Community: Crestwood Village
The Villages at Red Mill Pond 34258 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$540,000

3 beds

|

2 baths

|

1,824 sq ft

34258 SPRING BROOK AVE, LEWES, DE, 19958
Heritage Hunt 13891 CHELMSFORD DR 110, GAINESVILLE, VA..., Gainesville, VA 20155
$425,000

3 beds

|

2 baths

|

1,424 sq ft

|

Condo

13891 CHELMSFORD DR 110, GAINESVILLE, VA...
Community: Heritage Hunt
Bay Bridge Cove 845 MOORINGS CIR 138, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$574,900

2 beds

|

2 baths

|

2,088 sq ft

|

Condo

845 MOORINGS CIR 138, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
The Woodlands of Urbana 3234 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704
$639,990

3 beds

|

4 baths

|

2,276 sq ft

3234 STARLIGHT ST, FREDERICK, MD, 21704
Parke Place 41 GRANDVIEW PL, SEWELL, NJ, 08080, Sewell, NJ 08080
$399,999

2 beds

|

2 baths

|

2,004 sq ft

41 GRANDVIEW PL, SEWELL, NJ, 08080
Community: Parke Place
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Bridlewood Estates 104 TRELLIS LN, SEWELL, NJ, 08080, Sewell, NJ 08080
$360,000

2 beds

|

2 baths

|

1,372 sq ft

104 TRELLIS LN, SEWELL, NJ, 08080
Community: Bridlewood Estates
Four Seasons at Kent Island 1000 HERONS NEST WAY 22, CHESTER, MD, 21..., Chester, MD 21619
$485,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

1000 HERONS NEST WAY 22, CHESTER, MD, 21...
River Crossing at Spring Arbor 5701 SPRING ARBOR CIR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$475,000

3 beds

|

4 baths

|

2,249 sq ft

5701 SPRING ARBOR CIR, FREDERICKSBURG, V...
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.
Longacre Village 392 WINESAP LN, DOVER, DE, 19901, Dover, DE 19901
$520,000

3 beds

|

3 baths

|

1,916 sq ft

392 WINESAP LN, DOVER, DE, 19901
Community: Longacre Village
Heritage Harbour 2576 HIDDEN COVE RD 154, ANNAPOLIS, MD, ..., Annapolis, MD 21401
$650,000

5 beds

|

4 baths

|

3,326 sq ft

|

Condo

2576 HIDDEN COVE RD 154, ANNAPOLIS, MD, ...
Community: Heritage Harbour
The Village of Cinderberry 46 FRANKENBERRY DR, GEORGETOWN, DE, 1994..., Georgetown, DE 19947
$395,000

3 beds

|

2 baths

|

2,003 sq ft

46 FRANKENBERRY DR, GEORGETOWN, DE, 1994...
Celebrate 130 AMBROSE LN, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$325,000

2 beds

|

2 baths

|

1,505 sq ft

130 AMBROSE LN, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Heritage Shores 329 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$549,000

3 beds

|

3 baths

|

3,028 sq ft

329 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Leisure World® of Maryland 14801 PENNFIELD CIR 206, SILVER SPRING, ..., Silver Spring, MD 20906
$345,000

2 beds

|

2 baths

|

1,312 sq ft

|

Condo

14801 PENNFIELD CIR 206, SILVER SPRING, ...
The Village of Cinderberry 26 CINDER WAY 38, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$315,000

2 beds

|

2 baths

|

1,693 sq ft

26 CINDER WAY 38, GEORGETOWN, DE, 19947
Leisure World® of Maryland 3411 S LEISURE WORLD BLVD 90-E, SILVER S..., Silver Spring, MD 20906
$200,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3411 S LEISURE WORLD BLVD 90-E, SILVER S...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Keswick Villas 7609 LOUGHTON LN, SPOTSYLVANIA, VA, 2255..., Spotsylvania, VA 22551
$444,900

4 beds

|

3 baths

|

2,462 sq ft

7609 LOUGHTON LN, SPOTSYLVANIA, VA, 2255...
Community: Keswick Villas
Virginia Heritage at Lee's Parke 5327 W PHILIPPI PL, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407
$567,000

4 beds

|

3 baths

|

2,555 sq ft

5327 W PHILIPPI PL, FREDERICKSBURG, VA, ...
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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This application does not include information on all of the properties available for sale at this time.

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