


1010 Twin Court, Chestertown, MD 21620
Listing Courtesy of Kevin Dey Realty

A perfect pied-a-terre or full time residence, this adorable historic home is just steps from the farmers market, shops, restaurants, theater,art galleries and the Chester River. Zoned residential or business. Completely updated in 2021. Metal roof. Loaded with character and charm. Many more pictures to come!
Listing updated: August 6, 2026 at 5:04 PM
Listed by:
Peter D Heller (410) 708-3301, Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS · MLS #MDKE2006900
Est. monthly payment
Down payment
Based on $88,000 down (20% of list price), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| Aug 6, 2026 | Listed for sale | $440,000 |
| Jan 12, 2024 | Sold | $412,500 |
104 Church Alley, Chestertown, MD 21620
Est. monthly payment
at 20% down · $440,000 list
Tour for free, no strings attached
Mable Loans · Equal Housing Lender
NMLS #1949497
Similar homes sold within 0.5 miles in the last 90 days.

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110 S Queen Street
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Sold Jul 10, 2026 · Listed $525K
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
$2,742/mo
Est. · $440,000 list

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 8/6/2026.