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under contract
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Est. $3,306/mo

$515,000

101 S Mill Street,Chestertown, MD 21620
2
beds
3
baths
1,476
sqft
1900
built

Overview

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 25, 2026 at 3:22 PM

Listed by:

Michael ONeill (443) 480-4275, Coldwell Banker Chesapeake Real Estate Company

Source: Bright MLS · MLS #MDKE2006674Bright MLS

Property details

Your cost estimate

Est. monthly payment

$3,306/mo
Principal & interest
$2,700
Property tax
$435
Home insurance (est.)
$172

Down payment

$103,00020% of list price
Adjust down payment20%
0%25%50%

Based on $103,000 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.

Personalized Mortgage Summary

Price history

DateEventPrice
Jul 25, 2026Under contract$515,000
Jun 19, 2026Listed for sale$515,000
May 21, 2025Sold$490,000

Location

101 S Mill Street, Chestertown, MD 21620

Recently sold nearby

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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.

Nearby homes

$3,306/mo

Est. · $515,000 list

Bright MLS

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: 8/17/2026.