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Maryland 55+ active adult communities & homes for sale - Page 6

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.
Leisure World® of Maryland 3501 S LEISURE WORLD BLVD 31-1B, SILVER ..., Silver Spring, MD 20906
$165,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

3501 S LEISURE WORLD BLVD 31-1B, SILVER ...
Courtyards at Waverly Woods East 11180 CHAMBERS CT P, WOODSTOCK, MD, 2116..., Woodstock, MD 21163
$450,000

2 beds

|

2 baths

|

1,614 sq ft

|

Condo

11180 CHAMBERS CT P, WOODSTOCK, MD, 2116...
Little Falls Village 339 REGIS FALLS AVE, WILMINGTON, DE, 198..., Wilmington, DE 19808
$469,900

2 beds

|

2 baths

|

2,100 sq ft

339 REGIS FALLS AVE, WILMINGTON, DE, 198...
Bishop's Landing 30034 SEASHORE PARK DR, MILLVILLE, DE, 1..., Millville, DE 19967
$664,900

4 beds

|

3 baths

|

3,027 sq ft

30034 SEASHORE PARK DR, MILLVILLE, DE, 1...
Community: Bishop's Landing
The Flats at Heathcote Village by Del Webb 6091 AZURITE WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169
$797,540

3 beds

|

3 baths

|

2,625 sq ft

6091 AZURITE WAY, HAYMARKET, VA, 20169
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 6099 AZURITE WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169
$752,083

3 beds

|

3 baths

|

2,763 sq ft

6099 AZURITE WAY, HAYMARKET, VA, 20169
Heritage Shores 104 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$499,999

4 beds

|

3 baths

|

2,965 sq ft

104 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Gerst Farm 9412 GERST RD, PERRY HALL, MD, 21128, Perry Hall, MD 21128
$589,985

3 beds

|

3 baths

|

2,690 sq ft

9412 GERST RD, PERRY HALL, MD, 21128
Community: Gerst Farm
Big Elk 223 LETITIA MANOR DR, WEST GROVE, PA, 19..., West Grove, PA 19390
$600,000

3 beds

|

3 baths

|

2,877 sq ft

223 LETITIA MANOR DR, WEST GROVE, PA, 19...
Community: Big Elk
The Flats at Heathcote Village by Del Webb 5926 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$839,324

3 beds

|

3 baths

|

2,763 sq ft

5926 SUNSTONE LN, 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.
The Flats at Heathcote Village by Del Webb 5928 SUNSTONE LN, HAYMARKET, VA, 20169, Haymarket, VA 20169
$809,871

3 beds

|

4 baths

|

2,763 sq ft

5928 SUNSTONE LN, HAYMARKET, VA, 20169
Two Rivers 1339 CHICORY WAY, ODENTON, MD, 21113, Odenton, MD 21113
$820,000

3 beds

|

2 baths

|

2,160 sq ft

1339 CHICORY WAY, ODENTON, MD, 21113
Community: Two Rivers
Four Seasons at Kent Island 1000 HERONS NEST WAY 43, CHESTER, MD, 21..., Chester, MD 21619
$600,000

2 beds

|

3 baths

|

1,832 sq ft

|

Condo

1000 HERONS NEST WAY 43, CHESTER, MD, 21...
Dunbarton 12975 DUNBARTON DR, BRISTOW, VA, 20136, Bristow, VA 20136
$749,999

5 beds

|

3 baths

|

3,322 sq ft

12975 DUNBARTON DR, BRISTOW, VA, 20136
Community: Dunbarton
Traditions at Inniscrone 647 MARTIN DR, AVONDALE, PA, 19311, Avondale, PA 19311
$525,000

3 beds

|

3 baths

|

1,712 sq ft

647 MARTIN DR, AVONDALE, PA, 19311
Chesapeake 7316 CASEY AVE, EASTON, MD, 21601, Easton, MD 21601
$540,000

3 beds

|

3 baths

|

3,506 sq ft

7316 CASEY AVE, EASTON, MD, 21601
Community: Chesapeake
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Leisure World® of Maryland 3322 CHISWICK CT 61-1F, SILVER SPRING, M..., Silver Spring, MD 20906
$98,000

1 beds

|

1 baths

|

635 sq ft

3322 CHISWICK CT 61-1F, SILVER SPRING, M...
Leisure World® of Maryland 15107 INTERLACHEN DR 2-620, SILVER SPRIN..., Silver Spring, MD 20906
$220,000

2 beds

|

2 baths

|

990 sq ft

|

Condo

15107 INTERLACHEN DR 2-620, SILVER SPRIN...
Liberty Grove 8609 LIBERTY TRL, MANASSAS, VA, 20110, Manassas, VA 20110
$595,000

3 beds

|

4 baths

|

2,404 sq ft

|

Condo

8609 LIBERTY TRL, MANASSAS, VA, 20110
Community: Liberty Grove
Heritage Harbour 2656 SHADOW CV, ANNAPOLIS, MD, 21401, Annapolis, MD 21401
$655,900

4 beds

|

3 baths

|

2,208 sq ft

|

Condo

2656 SHADOW CV, ANNAPOLIS, MD, 21401
Community: Heritage Harbour
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.
Ashland 28 PEGASUS LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$409,900

2 beds

|

2 baths

|

1,720 sq ft

28 PEGASUS LN, SMYRNA, DE, 19977
Community: Ashland
Dunbarton 13244 ORMOND DR, BRISTOW, VA, 20136, Bristow, VA 20136
$529,900

2 beds

|

2 baths

|

1,763 sq ft

13244 ORMOND DR, BRISTOW, VA, 20136
Community: Dunbarton
The Enclave at Ellicott Station 2605 ROCKHAMPTON RD, ELLICOTT CITY, MD, ..., Ellicott City, MD 21042
$745,000

5 beds

|

4 baths

|

3,555 sq ft

2605 ROCKHAMPTON RD, ELLICOTT CITY, MD, ...
Village Crest 8155 CYPRUS CEDAR LN K, ELLICOTT CITY, M..., Ellicott City, MD 21043
$399,000

2 beds

|

2 baths

|

1,330 sq ft

|

Condo

8155 CYPRUS CEDAR LN K, ELLICOTT CITY, M...
Community: Village Crest
Heritage Hunt 13728 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$725,000

3 beds

|

3 baths

|

2,320 sq ft

13728 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Gatherings at Lyndwood 6150 SHADYWOOD RD 403, ELKRIDGE, MD, 210..., Elkridge, MD 21075
$450,000

2 beds

|

2 baths

|

1,600 sq ft

|

Condo

6150 SHADYWOOD RD 403, ELKRIDGE, MD, 210...
Cameron Grove 13310 NEW ACADIA LN 107, UPPER MARLBORO,..., Upper Marlboro, MD 20774
$265,000

1 beds

|

1 baths

|

1,025 sq ft

|

Condo

13310 NEW ACADIA LN 107, UPPER MARLBORO,...
Community: Cameron Grove
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Springmill 406 MORNING GLORY LN, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$476,000

2 beds

|

2 baths

|

2,375 sq ft

406 MORNING GLORY LN, MIDDLETOWN, DE, 19...
Community: Springmill
Legacy Woods 11703 LEGACY WOODS DR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$575,000

5 beds

|

4 baths

|

3,911 sq ft

11703 LEGACY WOODS DR, FREDERICKSBURG, V...
Community: Legacy Woods
Leisure World® of Maryland 3346 CHISWICK CT 58-1B, SILVER SPRING, M..., Silver Spring, MD 20906
$175,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

3346 CHISWICK CT 58-1B, SILVER SPRING, M...
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.
Legacy at Gateway 259 BECKENHAM CIR 201, BEL AIR, MD, 2101..., Bel Air, MD 21014
$307,000

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

259 BECKENHAM CIR 201, BEL AIR, MD, 2101...
Community: Legacy at Gateway
Whispering Woods 1426 WHISPERING WOODS RD, MIDDLETOWN, DE..., Middletown, DE 19709
$499,000

2 beds

|

2 baths

|

1,675 sq ft

1426 WHISPERING WOODS RD, MIDDLETOWN, DE...
Community: Whispering Woods
Venue at Winchelsea 2239 WINCHELSEA PKWY, MIDDLETOWN, DE, 19..., Middletown, DE 19709
$439,250

3 beds

|

3 baths

|

2,443 sq ft

2239 WINCHELSEA PKWY, MIDDLETOWN, DE, 19...
Community: Venue at Winchelsea
Grace Woods 55+ 4771 NAPLES AVE, ABERDEEN, MD, 21001, Aberdeen, MD 21001
$599,000

3 beds

|

3 baths

|

2,601 sq ft

4771 NAPLES AVE, ABERDEEN, MD, 21001
Community: Grace Woods 55+
The Flats at Northside 1135 POLARIS RD NOTTINGHAM 93, POTOMAC, ..., Potomac, MD 20854
$1,474,900

4 beds

|

5 baths

|

3,470 sq ft

1135 POLARIS RD NOTTINGHAM 93, POTOMAC, ...
The Flats at Northside 1135 POLARIS RD EDINBURGH 75, POTOMAC, M..., Potomac, MD 20854
$1,294,900

4 beds

|

3 baths

|

2,840 sq ft

1135 POLARIS RD EDINBURGH 75, POTOMAC, M...
The Flats at Northside 1135 POLARIS RD CAMBRIDGE 79, POTOMAC, M..., Potomac, MD 20854
$1,067,115

4 beds

|

5 baths

|

2,350 sq ft

1135 POLARIS RD CAMBRIDGE 79, POTOMAC, M...
Four Seasons at Hatteras Hills 76 MANTEO DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$649,900

3 beds

|

3 baths

|

2,455 sq ft

76 MANTEO DR, MAGNOLIA, DE, 19962
Want to learn more about 55+ communities in Maryland? 55places can help!
Questions? Call us: (888) 625-4885
Signature Club at Greenview 10633 NATHANIEL WAY, NEW MARKET, MD, 217..., New Market, MD 21774
$525,000

4 beds

|

4 baths

|

2,266 sq ft

|

Condo

10633 NATHANIEL WAY, NEW MARKET, MD, 217...
Hawthorne Greene 56 CAMDEN CIR, LA PLATA, MD, 20646, La Plata, MD 20646
$379,000

2 beds

|

2 baths

|

1,485 sq ft

56 CAMDEN CIR, LA PLATA, MD, 20646
Community: Hawthorne Greene
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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This application does not include information on all of the properties available for sale at this time.

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