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Real Estate & Property for Sale in Chestertown

Showing 106 - 126 of 428 properties
SoldJun 12, 2026
$135,000
127 Wood Duck Lane
Chestertown MD 21620
3
2
Other
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
SoldJun 12, 2026
$3,150,000
148 Vernick Lane
Church Hill MD 21623
8
7
2
Single-Family
Listing courtesy of Coldwell Banker Realty and BHHS Fox & Roach - Hockessin
SoldJun 12, 2026
$75,000
1500 Roe Ingleside Road
Church Hill MD 21623
2
1
2
Single-Family
Listing courtesy of Long & Foster Real Estate, Inc. and Keller Williams Flagship of Maryland
SoldJun 12, 2026
$360,000
720 Deep Landing Rd
Chestertown MD 21620
3
2
5
Single-Family
Listing courtesy of Coldwell Banker Waterman Realty and Benson & Mangold, LLC
SoldJun 12, 2026
$249,000
112 Elm Street
Chestertown MD 21620
3
1
5
Single-Family
Listing courtesy of Coldwell Banker Waterman Realty and Bayside Realty
Pending
$54,900
110 Prospect Street
Chestertown MD 21620
3
2
Single-Family
Listing courtesy of ANR Realty, LLC
SoldJun 9, 2026
$112,500
21324 Persimmon Drive
Chestertown MD 21620
2
1
1
Townhouse
Listing courtesy of Coldwell Banker Realty and Benson & Mangold, LLC
Under Contract
$589,000
114 Front Street
Crumpton MD 21628
1
2
1
Single-Family
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
SoldJun 8, 2026
$293,000
301 Lincoln Drive
Chestertown MD 21620
3
2
Single-Family
Listing courtesy of Chesapeake Real Estate Associates, LLC and Foraker Realty Co.
Under Contract
$1,195,000
10672 Worton Road
Worton MD 21678
4
3
7
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC
For Sale
$110,000
1906 Pondtown Road
Chestertown MD 21620
Land
Listing courtesy of Keller Williams Flagship of Maryland
For Sale
$69,900
8886 Georgetown Road
Georgetown MD 21620
Land
Listing courtesy of Samson Properties
SoldJun 5, 2026
$660,000
202/118 Little Harbor Way
Chestertown MD 21620
3
2
1
Condo
Listing courtesy of Benson & Mangold, LLC and Doug Ashley Realtors, LLC
SoldJun 5, 2026
$805,000
114 Piper Ct
Church Hill MD 21623
4
4
2
Single-Family
Listing courtesy of Benson & Mangold, LLC and RLAH @properties
SoldJun 5, 2026
$175,000
113 Pear Tree Point Road
Chestertown MD 21620
3
1
2
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC and Long & Foster Real Estate, Inc.
SoldJun 5, 2026
$349,500
126 Char nor Manor Blvd
Chestertown MD 21620
3
2
2
Single-Family
Listing courtesy of REMAX Executive | Chester and REMAX Executive | Millersville
For Sale
$267,500
11106 Plum Drive
Butlertown MD 21678
3
1
3
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC
For Sale
$269,900
3C/116 The Pond Way
Church Hill MD 21623
2
2
1
Condo
Listing courtesy of Coldwell Banker Waterman Realty
Pending
$410,000
10790 Worton Road
Worton MD 21678
3
2
2
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC
SoldJun 4, 2026
$262,000
10971 Bottom Road
Butlertown MD 21678
2
2
3
Single-Family
Listing courtesy of Keller Williams Select Realtors and REMAX Chesapeake | Elkton
SoldJun 4, 2026
$7,200
253254 Carimon Road
Chestertown MD 21620
Land
Listing courtesy of Doug Ashley Realtors, LLC
106 - 126 of 428

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