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Real Estate & Property for Sale in MD, 21665

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SoldAug 12, 2026
$535,000
5211 Al Jones Drive
Shady Side MD 20764
2
2
Single-Family
Listing courtesy of Schwartz Realty, Inc. and Hyatt & Company Real Estate, LLC
SoldAug 10, 2026
$1,825,000
222 E Chestnut St
St. Michaels MD 21663
3
3
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Unrepresented Buyer Office
SoldAug 7, 2026
$525,000
1191 Poplar Ave
Shady Side MD 20764
4
3
2
Single-Family
Listing courtesy of CENTURY 21 New Millennium and Compass
SoldAug 7, 2026
$360,000
4912 Beech St
Shady Side MD 20764
2
2
Single-Family
Listing courtesy of Samson Properties and Long & Foster Real Estate, Inc.
SoldAug 7, 2026
$3,950,000
7288 Bozman Neavitt Road
Talbot County MD 21612
4
6
3
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldAug 5, 2026
$2,125,000
203 E Chew Ave
St. Michaels MD 21663
5
6
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Monument Sotheby's International Realty
SoldAug 4, 2026
$152,500
21891 Sherwood Landing Road
Sherwood MD 21665
2
1
Single-Family
Listing courtesy of Benson & Mangold, LLC and Coldwell Banker Realty
SoldAug 4, 2026
$2,495,000
24878 W Ferry Neck Rd
Talbot County MD 21662
3
3
6
Single-Family
Listing courtesy of Benson & Mangold, LLC
SoldJul 31, 2026
$164,950
6508 Shady Side Rd
Shady Side MD 20764
Land
Listing courtesy of Schwartz Realty, Inc. and HomeSource Pro Real Estate
SoldJul 31, 2026
$143,850
1502 Garst Road
Shady Side MD 20764
2
1
Single-Family
Listing courtesy of Fusion Elite Realty
SoldJul 31, 2026
$500,000
5222 Spring Ave
Shady Side MD 20764
4
3
Single-Family
Listing courtesy of Northrop Realty and Curtis Real Estate Company
SoldJul 30, 2026
$1,840,000
9788 Pintail Place
St. Michaels MD 21663
4
3
8
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
SoldJul 29, 2026
$620,000
24561 Deepwater Point Dr
Talbot County MD 21663
3
3
Single-Family
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC and REMAX Executive | Chester
SoldJul 27, 2026
$1,250,000
21408 Broad Cove Lane
Tilghman Island MD 21671
4
3
1
Single-Family
Listing courtesy of Compass and NORTHROP REALTY
SoldJul 27, 2026
$2,100,000
8240 Tricefield Rd
Talbot County MD 21663
5
6
6
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Benson & Mangold, LLC
SoldJul 27, 2026
$1,135,000
107 East Chestnut Street
St. Michaels MD 21663
2
2
Single-Family
Listing courtesy of TTR Sotheby's International Realty and REMAX Executive | Chester
SoldJul 24, 2026
$465,000
4725 Frederick Avenue
Shady Side MD 20764
3
2
Single-Family
Listing courtesy of Redfin Corp and Douglas Realty, LLC
SoldJul 24, 2026
$354,500
1617 Winters Avenue
Shady Side MD 20764
2
2
Single-Family
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty and RE/MAX United Real Estate John L. Lesniewski
SoldJul 23, 2026
$2,900,000
5995 Elston Shore Road
Neavitt MD 21652
5
5
2
Single-Family
Listing courtesy of Benson & Mangold, LLC
SoldJul 20, 2026
$499,000
934 Calvert Avenue
St. Michaels MD 21663
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and TTR Sotheby's International Realty
SoldJul 17, 2026
$1,950,000
8670 Bozman Neavitt Road
St. Michaels MD 21663
3
3
1
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Unrepresented Buyer Office
64 - 84 of 262

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