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$549,000

4beds
|
3baths
|
2,008sqft
|
1900built
206 S Water St,Chestertown, MD 21620

Est.$3,610/moCustomize payment

What's special

$273/sqft

Price per square foot

Built in 1900

126 years old

Overview

Seller says sell! Massive price reduction ! Below market for this pristine home well situated in chestertown historic district! A rare Water Street opportunity - see your boat from the front porch and enjoy walkable waterfront living in Chestertown. This thoughtfully rebuilt historic home offers 4 bedrooms, 3.5 baths, flexible guest spaces, and a water-view deck built to support a hot tub. Perfect as a primary residence or low-maintenance Chesapeake pied-e0;-terre for DC, Baltimore, and Philadelphia weekenders. Quality finishes include Andersen composite windows with plantation shutters, Heart...

Listed by Thomas C Williams Jr., TTR Sotheby's International Realty

202-255-3650 · tomwilliams@ttrsir.com · Office 301-967-3344

MLS #MDKE2006058 · Listed January 14, 2026

Property details

Cost estimate

Est. monthly payment

$3,707/mo
Principal & interest
$2,878
Property tax
$646
Home insurance (est.)
$183

Down payment

$109,80020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($109,800), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Customize scenario

Price history

DateEventPrice
Jan 14, 2026Listed for sale$549,000

Location

206 S Water St, Chestertown, MD 21620

Nearby homes

$549,000

4 beds · 3 baths · 2,008 sqft