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Real Estate & Property for Sale in Fairlee

Showing 148 - 168 of 478 properties
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SoldFeb 17, 2026
$850,000
4938 Huntingfield Road
Rock Hall MD 21661
4
4
6
Single-Family
Listing courtesy of TTR Sotheby's International Realty and Benson & Mangold, LLC
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SoldFeb 17, 2026
$337,000
21122 Striper Run
Rock Hall MD 21661
3
3
2
Townhouse
Listing courtesy of Gunther-McClary Real Estate and Chesapeake Real Estate Associates, LLC
Jyaire McCall Jyaire McCall
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For Sale
$235,000
25044 Travis Trail
Butlertown MD 21678
3
2
Single-Family
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
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SoldFeb 13, 2026
$160,000
21316 Persimmon Drive
Chestertown MD 21620
2
1
Townhouse
Listing courtesy of Doug Ashley Realtors, LLC and Samson Properties
Kaitlyn Collins Kaitlyn Collins
5
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Pending
$675,000
202/118 Little Harbor Way
Chestertown MD 21620
3
2
1
Condo
Listing courtesy of Benson & Mangold, LLC
Sarah Ulrick Sarah Ulrick
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For Sale
$399,000
6416 Edesville Road
Edesville MD 21661
3
3
3
Single-Family
Listing courtesy of Rock Hall Properties Real Estate
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SoldFeb 12, 2026
$150,000
21250 Green Lane
Rock Hall MD 21661
2
1
Single-Family
Listing courtesy of Northrop Realty and Select Land & Homes, LLC
Grace Crockett Grace Crockett
5
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For Sale
$598,000
204 Double Creek Road
Chestertown MD 21620
3
3
4
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC
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SoldFeb 3, 2026
$359,000
8833 Georgetown Road
Georgetown MD 21620
4
2
4
Single-Family
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
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SoldFeb 2, 2026
$2,100,000
10121 Fairlee Road
Chestertown MD 21620
6
5
Rural
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company and Unrepresented Buyer Office
SoldJan 30, 2026
$325,000
303 Cedar Street
Chestertown MD 21620
3
3
2
Single-Family
Listing courtesy of Select Land & Homes, LLC and Cross Street Realtors LLC
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SoldJan 30, 2026
$379,000
104 Iris Road
Kingstown MD 21620
3
2
Single-Family
Listing courtesy of Doug Ashley Realtors, LLC and RE/MAX Executive
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SoldJan 30, 2026
$307,000
6345 Rock Hall Rd
Edesville MD 21661
3
2
1
Single-Family
Listing courtesy of Rock Hall Properties Real Estate and Unrepresented Buyer Office
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SoldJan 30, 2026
$424,000
165 Char Nor Manor Boulevard
Chestertown MD 21620
4
3
2
Single-Family
Listing courtesy of RE/MAX Executive and Long & Foster Real Estate, Inc.
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SoldJan 28, 2026
$392,500
108 Primrose Road
Kingstown MD 21620
3
2
6
Single-Family
Listing courtesy of Coldwell Banker Chesapeake Real Estate Company
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SoldJan 23, 2026
$1,100,000
24028 Cliff Drive Extension
Worton MD 21678
3
3
6
Single-Family
Listing courtesy of Gunther-McClary Real Estate and Unrepresented Buyer Office
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SoldJan 23, 2026
$325,000
676 Deep Landing Rd
Chestertown MD 21620
3
3
1
Single-Family
Listing courtesy of Cross Street Realtors LLC and Bayside Realty
Michael Roenigk Michael Roenigk
5
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Under Contract
$749,989
20992 Rock Hall Avenue
Rock Hall MD 21661
4
3
4
Single-Family
Listing courtesy of Chaney Homes, LLC
Courtney Chipouras Courtney Chipouras
5
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For Sale
$299,900
21103 Striper Run
Rock Hall MD 21661
3
3
4
Townhouse
Listing courtesy of TTR Sotheby's International Realty
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SoldJan 20, 2026
$235,000
7521 Pine Avenue
Chestertown MD 21620
3
1
10
Single-Family
Listing courtesy of Chesapeake Real Estate Associates, LLC and Doug Ashley Realtors, LLC
Robin Fithian Robin Fithian
4.9
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For Sale
$390,000
21124 Striper Run
Rock Hall MD 21661
3
3
2
Townhouse
Listing courtesy of Rock Hall Properties Real Estate
148 - 168 of 478

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