


104 Acorn Dr, Chestertown, MD 21620
Listing Courtesy of Cross Street Realtors LLC



























Est.$1,624/moCustomize payment
Friday, June 19
11:00 – 13:00
Just listed
On the market for 1 day
$193/sqft
Price per square foot
Built in 1979
47 years old
Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you'll find three bedrooms and a full bath. Notable updates include a new HVAC system installed in 2020 and a sewer line replacement completed approximately four years ago, providing added peace of mind for the next owner. Enjoy outdoor entertaining, gardening, or relaxing in the...
Listing updated: June 17, 2026 at 6:01 PM
Listed by:
Heather Kooser 443-805-4363, Cummings & Co. Realtors
Source: Bright MLS · MLS #MDKE2006686
Est. monthly payment
Down payment
Based on 20% down ($49,400), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| Jun 17, 2026 | Listed for sale | $247,000 |
104 Conley Dr, Chestertown, MD 21620
Similar homes sold within 0.5 miles in the last 90 days.

115 Acorn Dr
Chestertown, MD
$290K
Sold Jun 5, 2026 · Listed $296K

109 Metcalf Rd
Chestertown, MD
$265K
Sold May 26, 2026 · Listed $265K

108 Oak Leaf Dr
Chestertown, MD
$297K
Sold May 22, 2026 · Listed $300K
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.

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: 6/17/2026.