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Maryland 55+ active adult communities & homes for sale - Page 16

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

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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.
Village Crest 8120 HICKORY HIGH CT C, ELLICOTT CITY, M..., Ellicott City, MD 21043
$380,000

2 beds

|

2 baths

|

1,574 sq ft

|

Condo

8120 HICKORY HIGH CT C, ELLICOTT CITY, M...
Community: Village Crest
Hearthstone at Wedgewood 204 HEARTHSTONE DR, BERLIN, NJ, 08009, Berlin, NJ 08009
$395,000

2 beds

|

2 baths

|

1,754 sq ft

204 HEARTHSTONE DR, BERLIN, NJ, 08009
Traditions at Whitehall 130 BURLINA BLVD, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$575,000

2 beds

|

3 baths

|

2,275 sq ft

130 BURLINA BLVD, MIDDLETOWN, DE, 19709
Cindy Certified
1650 SILVER HILL DR 1807, MCLEAN, VA, 22..., Mclean, VA 22102
$1,299,000

2 beds

|

3 baths

|

1,689 sq ft

|

Condo

1650 SILVER HILL DR 1807, MCLEAN, VA, 22...
Virginia Heritage at Lee's Parke 5612 CEDAR MOUNTAIN CT, FREDERICKSBURG, ..., Fredericksburg, VA 22407
$539,900

2 beds

|

2 baths

|

1,736 sq ft

5612 CEDAR MOUNTAIN CT, FREDERICKSBURG, ...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Gatherings at Perry Hall Place 4211 MARKET PLACE DR 1, PERRY HALL, MD, ..., Perry Hall, MD 21128
$459,900

3 beds

|

3 baths

|

2,270 sq ft

|

Condo

4211 MARKET PLACE DR 1, PERRY HALL, MD, ...
North Pointe Condominiums 443 PARKVIEW LN 22, HANOVER, PA, 17331, Hanover, PA 17331
$279,900

2 beds

|

2 baths

|

1,364 sq ft

|

Condo

443 PARKVIEW LN 22, HANOVER, PA, 17331
Four Seasons at Historic Virginia 17248 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$665,000

4 beds

|

3 baths

|

3,265 sq ft

17248 FOUR SEASONS DR, DUMFRIES, VA, 220...
Cindy Certified
LOT 5 ALESIA LINEBORO RD, MANCHESTER, MD..., Manchester, MD 21102
$700,000

3 beds

|

2 baths

|

2,109 sq ft

LOT 5 ALESIA LINEBORO RD, MANCHESTER, MD...
Leisure World® of Maryland 15101 INTERLACHEN DR 1-224, SILVER SPRIN..., Silver Spring, MD 20906
$245,000

2 beds

|

2 baths

|

1,210 sq ft

|

Condo

15101 INTERLACHEN DR 1-224, 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.
Cindy Certified
2905 BLEEKER ST 4-406, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$660,000

2 beds

|

2 baths

|

1,506 sq ft

|

Condo

2905 BLEEKER ST 4-406, FAIRFAX, VA, 2203...
Cadence at Lansdowne 43899 SIREN SONG TER, LEESBURG, VA, 2017..., Leesburg, VA 20176
$785,000

3 beds

|

4 baths

|

2,780 sq ft

43899 SIREN SONG TER, LEESBURG, VA, 2017...
The Preserves at Cumberland Village 143 BITTERN DR, GETTYSBURG, PA, 17325, Gettysburg, PA 17325
$449,000

3 beds

|

2 baths

|

1,926 sq ft

143 BITTERN DR, GETTYSBURG, PA, 17325
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 404, LEESBURG, V..., Leesburg, VA 20176
$330,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19375 CYPRESS RIDGE TER 404, LEESBURG, V...
Lansdowne Woods of Virginia 19385 CYPRESS RDG 515, LEESBURG, VA, 201..., Leesburg, VA 20176
$490,000

3 beds

|

2 baths

|

1,475 sq ft

|

Condo

19385 CYPRESS RDG 515, LEESBURG, VA, 201...
Leisure World® of Maryland 15100 INTERLACHEN DR 4-110, SILVER SPRIN..., Silver Spring, MD 20906
$249,500

2 beds

|

2 baths

|

1,195 sq ft

|

Condo

15100 INTERLACHEN DR 4-110, SILVER SPRIN...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Columbia Place 1208 COULEE WAY, WILMINGTON, DE, 19803, Wilmington, DE 19803
$1,619,900

3 beds

|

5 baths

|

4,290 sq ft

|

Condo

1208 COULEE WAY, WILMINGTON, DE, 19803
Community: Columbia Place
Element at Mill Creek 76 OLD MILL BOTTOM RD 301, ANNAPOLIS, MD..., Annapolis, MD 21409
$689,900

2 beds

|

2 baths

|

1,723 sq ft

|

Condo

76 OLD MILL BOTTOM RD 301, ANNAPOLIS, MD...
Heritage Hunt 13484 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$669,990

2 beds

|

2 baths

|

2,128 sq ft

13484 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Dunbarton 12028 RUTHERGLEN PL, BRISTOW, VA, 20136, Bristow, VA 20136
$775,000

4 beds

|

3 baths

|

3,754 sq ft

12028 RUTHERGLEN PL, BRISTOW, VA, 20136
Community: Dunbarton
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.
Village of Eastridge 105 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$439,000

3 beds

|

3 baths

|

2,171 sq ft

105 OSCAR MILL LN, SMYRNA, DE, 19977
The Woodlands of Urbana 3510 STARLIGHT ST 402, FREDERICK, MD, 21..., Frederick, MD 21704
$499,900

2 beds

|

2 baths

|

1,673 sq ft

|

Condo

3510 STARLIGHT ST 402, FREDERICK, MD, 21...
Central Parke at Victoria Falls 13123 WINDING TRAIL RD, LAUREL, MD, 2070..., Laurel, MD 20707
$610,000

4 beds

|

4 baths

|

2,999 sq ft

13123 WINDING TRAIL RD, LAUREL, MD, 2070...
Heritage Hunt 13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$530,000

3 beds

|

3 baths

|

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Cindy Certified
9475B SPRAGUE AVE 10, FAIRFAX, VA, 22031, Fairfax, VA 22031
$624,990

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

9475B SPRAGUE AVE 10, FAIRFAX, VA, 22031
Cindy Certified
9475B SPRAGUE AVE 8, FAIRFAX, VA, 22031, Fairfax, VA 22031
$1,159,990

3 beds

|

2 baths

|

1,978 sq ft

|

Condo

9475B SPRAGUE AVE 8, FAIRFAX, VA, 22031
Cindy Certified
9475B SPRAGUE AVE 7, FAIRFAX, VA, 22031, Fairfax, VA 22031
$1,054,990

3 beds

|

2 baths

|

1,755 sq ft

|

Condo

9475B SPRAGUE AVE 7, FAIRFAX, VA, 22031
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Cindy Certified
9475B SPRAGUE AVE 6, FAIRFAX, VA, 22031, Fairfax, VA 22031
$764,990

2 beds

|

2 baths

|

1,636 sq ft

|

Condo

9475B SPRAGUE AVE 6, FAIRFAX, VA, 22031
Cindy Certified
9475B SPRAGUE AVE 5, FAIRFAX, VA, 22031, Fairfax, VA 22031
$699,990

2 beds

|

2 baths

|

1,479 sq ft

|

Condo

9475B SPRAGUE AVE 5, FAIRFAX, VA, 22031
Emerald Hills 1604 MARTHA CT 201, BEL AIR, MD, 21015, Bel Air, MD 21015
$264,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

1604 MARTHA CT 201, BEL AIR, MD, 21015
Community: Emerald Hills
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
9475B SPRAGUE AVE 4, FAIRFAX, VA, 22031, Fairfax, VA 22031
$629,990

2 beds

|

2 baths

|

1,364 sq ft

|

Condo

9475B SPRAGUE AVE 4, FAIRFAX, VA, 22031
Summerlake 11488 CHELSEA CT, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407
$374,900

3 beds

|

3 baths

|

1,969 sq ft

11488 CHELSEA CT, FREDERICKSBURG, VA, 22...
Community: Summerlake
Bay Bridge Cove 521 MOORINGS CIR 245, STEVENSVILLE, MD, ..., Stevensville, MD 21666
$629,900

2 beds

|

2 baths

|

1,828 sq ft

|

Condo

521 MOORINGS CIR 245, STEVENSVILLE, MD, ...
Community: Bay Bridge Cove
Regency at Chancellorsville 7910 BURBANK AVE, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407
$619,000

3 beds

|

3 baths

|

3,512 sq ft

7910 BURBANK AVE, FREDERICKSBURG, VA, 22...
Bethany Glen 9973 HOPE PL, ELLICOTT CITY, MD, 21042, Ellicott City, MD 21042
$750,000

3 beds

|

4 baths

|

2,876 sq ft

9973 HOPE PL, ELLICOTT CITY, MD, 21042
Community: Bethany Glen
The Villages at Red Mill Pond 14692 PLEASANT POND WAY, LEWES, DE, 1995..., Lewes, DE 19958
$560,000

3 beds

|

2 baths

|

2,185 sq ft

14692 PLEASANT POND WAY, LEWES, DE, 1995...
The Enclave at Ellicott Station 2605 QUEENSLAND DR, ELLICOTT CITY, MD, 2..., Ellicott City, MD 21042
$759,000

5 beds

|

4 baths

|

5,140 sq ft

2605 QUEENSLAND DR, ELLICOTT CITY, MD, 2...
Leisure World® of Maryland 3671 S LEISURE WORLD BLVD 15-E, SILVER S..., Silver Spring, MD 20906
$189,900

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

3671 S LEISURE WORLD BLVD 15-E, SILVER S...
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
The Village of Cinderberry 7 FRANKENBERRY DR, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$365,000

3 beds

|

2 baths

|

1,670 sq ft

7 FRANKENBERRY DR, GEORGETOWN, DE, 19947
Four Seasons at Hatteras Hills 37 FRISCO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$509,990

3 beds

|

3 baths

|

1,778 sq ft

37 FRISCO DR, MAGNOLIA, DE, 19962
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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© 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.
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