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522 High St photo 1
for saleNew — 2d on market
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$450,000

2beds
|
3baths
|
1,518sqft
|
1820built
522 High St,Chestertown, MD 21620

Est.$2,959/moCustomize payment

What's special

Just listed

On the market for 2 days

$296/sqft

Price per square foot

Built in 1820

206 years old

Overview

2728; Historic Charm in the Heart of Downtown Chestertown 2728; 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 ne...

Listing updated: May 31, 2026 at 6:56 AM

Listed by:

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

Source: Bright MLS · MLS #MDKE2006614Bright MLS

Property details

Cost estimate

Est. monthly payment

$2,895/mo
Principal & interest
$2,359
Property tax
$386
Home insurance (est.)
$150

Down payment

$90,00020% of list price
Adjust down payment20%
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Based on 20% down ($90,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
May 30, 2026Listed for sale$450,000

Location

522 High St, 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

$450,000

2 beds · 3 baths · 1,518 sqft

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: 5/31/2026.