Overview
Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 3 bedrooms, 4 full baths and 1 half bath. Primary bedroom has his and hers private baths. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back for entertaining. Just steps to restaurants, bars, and shops. This is an ultra efficient "green" house.
Listing updated: July 27, 2026 at 7:07 PM
Listed by:
Lisa Raffetto (410) 708-0174, Coldwell Banker Chesapeake Real Estate Company
Source: Bright MLS · MLS #MDKE2006496
Property details
Your cost estimate
Est. monthly payment
Down payment
Based on $159,600 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.
Price history
| Date | Event | Price |
|---|---|---|
| Jul 27, 2026 | Pending | $798,000 |
| Jun 3, 2026 | Price reduced | $798,000(−$30,000) |
| May 7, 2026 | Listed for sale | $828,000 |
Location
407 High Street, Chestertown, MD 21620
Nearby schools
School district: Kent County Public Schools
Kent County
High School
Est. monthly payment
at 20% down · $798,000 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.
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