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Talbot County
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MD, 21665
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Real Estate & Property for Sale in
MD, 21665
Showing 106 - 126 of 406 properties
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Sold
Aug 28, 2026
$349,500
1314 Pine Street
Shady Side MD 20764
3
2
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4
Single-Family
Listing courtesy of Peninsula Properties, LLC.
Sold
Aug 28, 2026
$3,200,000
703 Riverview Terrace
Talbot County MD 21663
4
6
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2
Single-Family
Listing courtesy of Meredith Fine Properties and Unrepresented Buyer Office
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Sold
Aug 28, 2026
$2,950,000
8781 Tilghman Island Road
Talbot County MD 21676
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6
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11
Single-Family
Listing courtesy of Benson & Mangold, LLC
James Baldwin
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Pending
$718,000
21939 Sherwood Landing Road
Sherwood MD 21665
3
2
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Single-Family
Listing courtesy of Compass
Carrie Mock
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For Sale
$2,800,000
23820 Mt Pleasant Landing Circle
St. Michaels MD 21663
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3
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Single-Family
Listing courtesy of Engel & Völkers Annapolis
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Sold
Aug 26, 2026
$349,870
5235 Al Jones Drive
Shady Side MD 20764
Land
Listing courtesy of Long & Foster Real Estate, Inc.
Kelly Marburger
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Under Contract
$515,000
1175 Maple Avenue
Shady Side MD 20764
3
3
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2
Single-Family
Listing courtesy of Cummings & Co. Realtors
Mary Saltzman
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Pending
$699,000
5735 Irish Creek Road
Talbot County MD 21662
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2
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Single-Family
Listing courtesy of Compass
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Sold
Aug 25, 2026
$1,187,500
344 Perry Cabin Drive
St. Michaels MD 21663
3
3
Townhouse
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC
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Sold
Aug 21, 2026
$365,000
5658 Gates St
Talbot County MD 21662
3
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Long & Foster Real Estate, Inc.
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Sold
Aug 21, 2026
$455,000
5654 Trafalgar Circle
Tilghman Island MD 21671
3
2
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2
Single-Family
Listing courtesy of Benson & Mangold, LLC and Northrop Realty
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Sold
Aug 21, 2026
$265,000
21530 Coopertown Road
Tilghman Island MD 21671
3
1
Single-Family
Listing courtesy of Benson & Mangold, LLC and Unrepresented Buyer Office
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Sold
Aug 21, 2026
$107,000
1451 Shady Rest Road
Shady Side MD 20764
3
1
Other
Listing courtesy of eXp Realty, LLC (E - SR12 - Maryland) and Home Towne Real Estate
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Sold
Aug 20, 2026
$2,500,000
205 Cherry St
St. Michaels MD 21663
5
9
Single-Family
Listing courtesy of TTR Sotheby's International Realty and Coldwell Banker Realty
Sold
Aug 19, 2026
$110,000
1432 Heile Parkway
Shady Side MD 20764
2
1
Single-Family
Listing courtesy of Flag Real Estate Inc. and Samson Properties
Nicki Palermo
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For Sale
$409,990
1193 Oak Avenue
Shady Side MD 20764
3
3
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Single-Family
Listing courtesy of RE/MAX One
Sold
Aug 14, 2026
$3,015,000
6448 Partridge Ln
Talbot County MD 21662
6
7
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3
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Shore Living Real Estate
James Corson
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For Sale
$599,000
6280 Bellevue Rd
Talbot County MD 21662
3
3
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2
Single-Family
Listing courtesy of Benson & Mangold, LLC
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Sold
Aug 13, 2026
$729,000
6660 Reeses Pride Road
Sherwood MD 21665
3
3
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5
Single-Family
Listing courtesy of Meredith Fine Properties and Coldwell Banker Realty
Shelley Baden
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For Sale
$375,000
214 Madison Avenue
St. Michaels MD 21663
4
2
Single-Family
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty
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Sold
Aug 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
106 - 126 of 406
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View nearby Neighborhoods
21676
21671
21612
21652
21647
21624
21663
21662
21653
20764
Sales:
(619) 566-0008
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