open: Fri 4-6pm (7/3)
condo
1/49
$3,123/mo
$475,0002bd·2ba·1,011sf
105 N Water St # 2, Chestertown, MD 21620
Listing Courtesy of Northrop Realty
for saleNew — 5d on market
39 photos
1 / 39
2 / 39
3 / 39
4 / 39
5 / 39
6 / 39
7 / 39
8 / 39
9 / 39
10 / 39
11 / 39
12 / 39
13 / 39
14 / 39
15 / 39
16 / 39
17 / 39
18 / 39
19 / 39
20 / 39
21 / 39
22 / 39
23 / 39
24 / 39
25 / 39
26 / 39
27 / 39
28 / 39
29 / 39
30 / 39
31 / 39
32 / 39
33 / 39
34 / 39
35 / 39
36 / 39
37 / 39
38 / 39
39 / 39
$515,000
2beds
|3baths
|1,476sqft
|1900built
101 S Mill Street,Chestertown, MD 21620
Est.$3,386/moCustomize payment
What's special
Just listed
On the market for 5 days
$349/sqft
Price per square foot
Built in 1900
126 years old
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: June 19, 2026 at 4:09 AM
Listed by:
Michael Oneill 4434804275, Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS · MLS #MDKE2006674
Property details
Cost estimate
Est. monthly payment
$3,306/mo
Principal & interest
$2,700Property tax
$435Home insurance (est.)
$172Down payment
$103,00020% of list price
Adjust down payment20%
0%25%50%
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.
Price history
| Date | Event | Price |
|---|---|---|
| Jun 19, 2026 | Listed for sale | $515,000 |
Location
101 S Mill Street, Chestertown, MD 21620
Recently sold nearby
Similar homes sold within 0.5 miles in the last 90 days.
423 Calvert Street
Chestertown, MD
$190K
Sold Jun 26, 2026 · Listed $185K
3 bd2 ba1,136 sqft$163/sqft(-186%)
109 S College Avenue
Chestertown, MD
$410K
Sold Jun 26, 2026 · Listed $420K
3 bd3 ba1,216 sqft$345/sqft(-4%)
132 Prospect Street
Chestertown, MD
$155K
Sold May 13, 2026 · Listed $157K
2 bd1 ba910 sqft$173/sqft(-176%)
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.
