Change Real Estate Presents:

206 S Water Street
Chestertown MD 21620

For Sale: $549,000.00 Pending

List Date: 2026-01-14

Chestertown
2,008 build ft2
1,888 land ft2

About This Property

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-à-terre for DC, Baltimore, and Philadelphia weekenders. Quality finishes include Andersen composite windows with plantation shutters, Heartland appliances, handcrafted cabinetry, and excellent storage. Walk to parks, dining, shops, arts, and the harbor. Vacant lot next door is separately owned.

Listing Agent: Thomas C Williams Jr.. TTR Sotheby's International Realty 202-255-3650 tomwilliams@ttrsir.com

Property Features

Location Information
County:
Subdivision: CHESTERTOWN HISTORIC DISTRICT
click to open map in a new window
Interior Features
Appliances: Dishwasher, Disposal, Dryer, Oven/Range - Electric, Washer/Dryer Stacked, Washer
Interior: Breakfast Area, Crown Moldings, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Island, Kitchen - Table Space, Primary Bath(s), Wood Floors
Laundry:
Furnished: None
Flooring: Hardwood
Water: Public
Cooling: Ductless/Mini-Split, Zoned
Heating: Heat Pump(s)
Fireplaces: 1
Windows:
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 1900
Subdivision Name: Chestertown Historic District
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Thomas C Williams Jr.. TTR Sotheby's International Realty 202-255-3650 tomwilliams@ttrsir.com

Property Photos [Click to enlarge]

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