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for sale
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104 Acorn Drive,Chestertown, MD 21620
3
beds
3
baths
1,900
sqft
2004
built

Overview

Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private ...

Listing updated: July 14, 2026 at 3:00 PM

Listed by:

Sarah E. King (410) 708-2528, Cross Street Realtors LLC

Source: Bright MLS · MLS #MDKE2006668Bright MLS

Property details

Your cost estimate

Est. monthly payment

$1,853/mo
Principal & interest
$1,442
Property tax
$255
Home insurance (est.)
$92
HOA fee
$65

Down payment

$55,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($55,000), 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 14, 2026Price reduced$275,000($9,900)
Jun 12, 2026Listed for sale$284,900

Location

104 Acorn Drive, Chestertown, MD 21620

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

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

$1,853/mo

Est. · $275,000 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: 7/16/2026.