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Est. $2,338/mo

$350,000

522 High Street,Chestertown, MD 21620

beds

baths

1,518

sqft

1820

built

Overview

✨ Historic Charm in the Heart of Downtown Chestertown ✨ Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3 full bathrooms, a welcoming kitchen with an eat-in area, and a generously sized dining room, this home offers a solid foundation for restoration and reimagining. While the property is in need of...

Listing updated: July 13, 2026 at 6:40 AM

Listed by:

Taylor Leaverton (410) 708-5775, Benson & Mangold, LLC

Source: Bright MLS · MLS #MDKE2006614

Property details

Your cost estimate

Est. monthly payment

$2,338/mo

Principal & interest

$1,835

Property tax

$386

Home insurance (est.)

$117

Down payment

$70,00020% of list price

Adjust down payment20%

0%25%50%

Based on 20% down ($70,000), 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

Date	Event	Price
Jul 13, 2026	Price reduced	$350,000(−$49,900)
Jun 29, 2026	Price reduced	$399,900(−$25,100)
Jun 13, 2026	Price reduced	$425,000(−$25,000)
May 30, 2026	Listed for sale	$450,000

Location

522 High Street, Chestertown, MD 21620

Est. monthly payment

$2,338/mo

at 20% down · $350,000 list

Tour for free, no strings attached

Ask a question (703) 349-5477

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.