Change Real Estate Presents:

206 S Water Street
Chestertown MD 21620

For Sale: $619,000.00 Off Market

List Date: 2025-10-22

Chestertown
4 bedrooms
4 bathrooms
2,008 build ft2
1,888 land ft2

About This Property

Live in the heart of Chestertown’s Historic District—see your boat from your front porch! Beautifully rebuilt and expanded, this versatile home offers 3 1/2 baths and over 2,000 sq. ft. of finished living space. The rear addition features a sunroom/mudroom with separate entrance leading to a guest suite with walk-in closet and full bath. Upstairs, enjoy a second-story waterview deck—built strong enough to support a hot tub or additional living area (double 2x8 joists per owner). Andersen composite dual-pane windows with plantation shutters offer energy efficiency and easy operation. Ample storage includes two walk-in closets plus a walk-in attic. Located on desirable Water Street, you’re just steps from the waterfront, Wilmer Park, shops, restaurants, bakeries, pubs, Farmer’s Market, arts district, and more. Cook and entertain in style with Heartland appliances and handcrafted cabinetry in the kitchen. 206 S. Water Street—a “feels-like-new” historic home in Chestertown’s most walkable location. Note The vacant lot next door is not part of this property. Separate owner.

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
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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