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Maryland 55+ active adult communities & homes for sale - Page 24

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.
Beechfield Manors 4003 SEASIDE ALDER RD 0208 - ROSE, BOWIE..., Bowie, MD 20720
$378,850

2 beds

|

2 baths

|

1,294 sq ft

|

Condo

4003 SEASIDE ALDER RD 0208 - ROSE, BOWIE...
Community: Beechfield Manors
Beechfield Manors 4003 SEASIDE ALDER RD 0204 - VIOLET, BOW..., Bowie, MD 20720
$379,350

2 beds

|

2 baths

|

1,288 sq ft

|

Condo

4003 SEASIDE ALDER RD 0204 - VIOLET, BOW...
Community: Beechfield Manors
Beechfield Manors 4003 SEASIDE ALDER RD 0203- LILY, BOWIE,..., Bowie, MD 20720
$380,260

2 beds

|

2 baths

|

1,223 sq ft

|

Condo

4003 SEASIDE ALDER RD 0203- LILY, BOWIE,...
Community: Beechfield Manors
Village of Eastridge 00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997..., Smyrna, DE 19977
$406,000

2 beds

|

2 baths

|

1,720 sq ft

00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997...
Village of Eastridge 00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,..., Smyrna, DE 19977
$382,000

2 beds

|

2 baths

|

1,600 sq ft

00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Traditions at Whitehall 1102 HIGHLAND ST 137 ASHTON, MIDDLETOWN,..., Middletown, DE 19709
$504,900

2 beds

|

3 baths

|

1,794 sq ft

1102 HIGHLAND ST 137 ASHTON, MIDDLETOWN,...
Traditions at Whitehall 204 BALDY LN BRISTOLE MODEL, MIDDLETOWN,..., Middletown, DE 19709
$546,000

3 beds

|

2 baths

|

2,441 sq ft

204 BALDY LN BRISTOLE MODEL, MIDDLETOWN,...
Traditions at Whitehall 120 BURLINA BLVD BLOOMFIELD MODEL, MIDDL..., Middletown, DE 19709
$526,000

2 beds

|

2 baths

|

2,053 sq ft

120 BURLINA BLVD BLOOMFIELD MODEL, MIDDL...
Traditions at Whitehall 204 BALDY LN BELVILLE MODEL, MIDDLETOWN,..., Middletown, DE 19709
$522,000

2 beds

|

2 baths

|

2,059 sq ft

204 BALDY LN BELVILLE MODEL, MIDDLETOWN,...
Traditions at Whitehall 204 BALDY LN COTTONWOOD MODEL, MIDDLETOW..., Middletown, DE 19709
$622,000

3 beds

|

2 baths

|

2,477 sq ft

204 BALDY LN COTTONWOOD MODEL, MIDDLETOW...
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.
Traditions at Whitehall 204 BALDY LN CHELSEA MODEL, MIDDLETOWN, ..., Middletown, DE 19709
$607,000

3 beds

|

2 baths

|

2,296 sq ft

204 BALDY LN CHELSEA MODEL, MIDDLETOWN, ...
Traditions at Whitehall 204 BALDY LN CAYOT MODEL, MIDDLETOWN, DE..., Middletown, DE 19709
$587,000

3 beds

|

2 baths

|

2,004 sq ft

204 BALDY LN CAYOT MODEL, MIDDLETOWN, DE...
The Gatherings at Lakeview Community 626 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$470,990

3 beds

|

3 baths

|

2,475 sq ft

|

Condo

626 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
The Gatherings at Lakeview Community 624 QUARRY PLACE CT, REISTERSTOWN, MD, 2..., Reisterstown, MD 21136
$362,990

3 beds

|

3 baths

|

1,569 sq ft

|

Condo

624 QUARRY PLACE CT, REISTERSTOWN, MD, 2...
Columbia Place 1115 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,106,131

3 beds

|

4 baths

|

2,800 sq ft

|

Condo

1115 INVERMERE RD, WILMINGTON, DE, 19803
Community: Columbia Place
Columbia Place 1108 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803
$989,800

3 beds

|

4 baths

|

2,600 sq ft

|

Condo

1108 INVERMERE RD, WILMINGTON, DE, 19803
Community: Columbia Place
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Baymont Farms 13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1..., Middletown, DE 19709
$543,990

2 beds

|

3 baths

|

1,859 sq ft

13 GOLDEN RAINTREE CT, MIDDLETOWN, DE, 1...
Chesapeake 29830 HILLARY AVE, EASTON, MD, 21601, Easton, MD 21601
$499,000

3 beds

|

3 baths

|

3,052 sq ft

29830 HILLARY AVE, EASTON, MD, 21601
Community: Chesapeake
Beechfield Manors 4005 SEASIDE ALDER RD D- DAISY - 9101, B..., Bowie, MD 20720
$339,990

1 beds

|

1 baths

|

1,005 sq ft

|

Condo

4005 SEASIDE ALDER RD D- DAISY - 9101, B...
Community: Beechfield Manors
The Village at Cabin Branch 13210 PETREL ST 3304, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$474,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST 3304, CLARKSBURG, MD, 20...
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.
Gatherings at Cabin Branch 13210 PETREL ST 3304, CLARKSBURG, MD, 20..., Clarksburg, MD 20871
$474,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST 3304, CLARKSBURG, MD, 20...
Silver Woods 138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$399,990

3 beds

|

3 baths

|

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
Four Seasons at Hatteras Hills 253 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$406,990

3 beds

|

2 baths

|

1,627 sq ft

253 BUXTON CIR, MAGNOLIA, DE, 19962
The Meadows at Wicklow 2647 BALTIMORE PIKE, OXFORD, PA, 19363, Oxford, PA 19363
$534,900

3 beds

|

2 baths

2647 BALTIMORE PIKE, OXFORD, PA, 19363



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