


107 Conley Drive, Chestertown, MD 21620
Listing Courtesy of Benson & Mangold, LLC

Extra-wide fenced lot, and just minutes from Chestertown and Chester Harbor. Introducing this spacious 4-bedroom, 2-bath ranch on an extra-wide fenced lot in Chester Harbor, just minutes from historic Chestertown. Offering comfortable single-level living, the home features a large family room, an expansive kitchen with abundant cabinet and counter space, and a functional floor plan that's move-in ready with the opportunity to add your own cosmetic updates. The generous layout includes four bedrooms, two full baths, and flexible space for guests, a home office, or hobbies. Outside, the oversiz...
Listing updated: August 6, 2026 at 9:54 AM
Listed by:
Christopher Craddock (703) 688-2635, EXP Realty, LLC, Co-Listing Agent: Alex Justin McCracken (202) 506-0202, EXP Realty, LLC
Source: Bright MLS · MLS #MDQA2018038
Est. monthly payment
Down payment
Based on $45,000 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.
| Date | Event | Price |
|---|---|---|
| Aug 6, 2026 | Listed for sale | $225,000 |
533 Round Top Road, Chestertown, MD 21620
Est. monthly payment
at 20% down · $225,000 list
Tour for free, no strings attached
Mable Loans · Equal Housing Lender
NMLS #1949497
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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.
$1,433/mo
Est. · $225,000 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: 8/6/2026.