


105 N Water St # 2, Chestertown, MD 21620
Listing Courtesy of Northrop Realty







































Saturday, July 18
10am-12pm
Please grab some fresh produce and flowers from the Chestertown's Farmer's Market then walk a block up to this special residence.
This cute as a button downtown stunner is recently updated and ready for the next owner to fall in love with the lifestyle that comes with living in the Historic District. Located on a quiet side street just a block from Chestertown's dining, shopping, and galleries, this is the perfect blend of social and tranquil. This means that walking down to Evergrain or Modern Stone Age Kitchen for a croissant and cappuccino before a morning stroll along the waterfront promenade could become part of your morning routine. The thoughtful updates over the years have opened the floor plan and allowed for ...
Listing updated: July 15, 2026 at 3:05 PM
Listed by:
Michael Oneill (443) 480-4275, Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS · MLS #MDKE2006674
Est. monthly payment
Down payment
Based on 20% down ($103,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| Jun 19, 2026 | Listed for sale | $515,000 |
| May 21, 2025 | Sold | $490,000 |
101 S Mill Street, Chestertown, MD 21620
Est. monthly payment
at 20% down · $515,000 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.

110 S Queen Street
Chestertown, MD
$542K
Sold Jul 10, 2026 · Listed $525K

144 Prospect Street
Chestertown, MD
$165K
Sold Jul 7, 2026 · Listed $159K

423 Calvert Street
Chestertown, MD
$190K
Sold Jun 26, 2026 · Listed $185K
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.
$3,306/mo
Est. · $515,000 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: 7/16/2026.