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Real Estate & Property for Sale in MD, 21665

Showing 169 - 189 of 411 properties
For Sale
$7,500,000
7508 Cooper Point Road
Bozman MD 21612
6
8
2
Single-Family
Listing courtesy of Benson & Mangold, LLC
SoldJan 6, 2026
$200,000
21907 Sherwood Landing Road
Talbot County MD 21665
3
2
1
Single-Family
Listing courtesy of Benson & Mangold, LLC
SoldJan 2, 2026
$404,000
4727 Chestnut Road
Shady Side MD 20764
3
3
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and CENTURY 21 New Millennium
For Sale
$369,000
1/24700 Deepwater Point Dr
Talbot County MD 21663
2
3
Townhouse
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC
For Sale
$325,000
1223 Pine Ave
Shady Side MD 20764
2
1
Single-Family
Listing courtesy of Hutchins Properties
For Sale
$1,225,000
107 W Chestnut St
St. Michaels MD 21663
3
2
2
Single-Family
Listing courtesy of Chesapeake Bay Real Estate Plus, LLC
SoldDec 29, 2025
$625,000
5852 Irish Creek Road
Talbot County MD 21662
Land
Listing courtesy of Benson & Mangold, LLC
SoldDec 22, 2025
$276,000
1503 Callaway Drive
Shady Side MD 20764
3
2
Single-Family
Listing courtesy of RE/MAX Executive and RE/MAX Experience
For Sale
$599,990
4908 Olive Street
Shady Side MD 20764
4
3
2
Single-Family
Listing courtesy of Schwartz Realty, Inc.
SoldDec 19, 2025
$325,000
1731 Columbia Beach Road
Shady Side MD 20764
2
1
3
Single-Family
Listing courtesy of RE/MAX Excellence Realty and Hyatt & Company Real Estate LLC
Under Contract
$5,200,000
21384 Coopertown Road
Tilghman Island MD 21671
20
24
Single-Family
Listing courtesy of Compass
SoldDec 15, 2025
$240,000
Grace St
St. Michaels MD 21663
Land
Listing courtesy of Benson & Mangold, LLC and TTR Sotheby's International Realty
SoldDec 12, 2025
$399,000
8013 Ruby Harrison Road
Talbot County MD 21612
3
4
3
Single-Family
Listing courtesy of Benson & Mangold, LLC and Compass
SoldDec 12, 2025
$2,950,000
22540 Hardcastle Lane
Talbot County MD 21612
5
7
2
Single-Family
Listing courtesy of Urban Brokers, LLC and Meredith Fine Properties
SoldDec 12, 2025
$1,600,000
23869 New Land Drive
St. Michaels MD 21663
3
2
Rural
Listing courtesy of Meredith Fine Properties and Benson & Mangold, LLC
SoldDec 11, 2025
$485,000
22571 Crescendo Circle
Talbot County MD 21676
3
2
7
Single-Family
Listing courtesy of RE/MAX Executive and Unrepresented Buyer Office
SoldDec 10, 2025
$375,000
5440 Anchor Road
Tilghman Island MD 21671
3
2
Single-Family
Listing courtesy of Meredith Fine Properties and DOUGLAS REALTY, LLC
Pending
$99,000
1451 Shady Rest Road
Shady Side MD 20764
3
1
Single-Family
Listing courtesy of eXp Realty, LLC (E - SR12 - Maryland)
SoldDec 8, 2025
$347,000
4913 Chestnut Street
Shady Side MD 20764
3
2
6
Single-Family
Listing courtesy of Schwartz Realty, Inc. and Redfin Corp
For Sale
$1,795,000
North Saint Michaels Road
St. Michaels MD 21663
Land
Listing courtesy of Benson & Mangold, LLC
SoldDec 5, 2025
$510,000
5379 Anchor Road
Tilghman Island MD 21671
2
3
2
Single-Family
Listing courtesy of Meredith Fine Properties and Tilghman Island Realty Inc
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