Change Real Estate Presents:

109 Water Street
Chestertown MD 21620

Sold for $650,000.00 Closed

Close Date: 2026-02-27

Chestertown
4 bedrooms
2 bathrooms
2,064 build ft2
2,574 land ft2

About This Property

109 South Water, along with the historic Custom House, is a bookend to a small, but iconic, cluster of historic (c1900) townhouses that give pause to every passer-by, especially those equipped with a lens. Beautifully designed and maintained block-wide landscaping, individually maintained, provides exceptional street appeal. The smallest (2064 square feet) of the four clapboard houses, all with engaging front porches, has the benefit of additional light from its' six southern facing windows overlooking the waterside lawn, with sculpture, of the historic residence of the President of Washington College. Two quaint river side porches, one screened, guarantee that calm, cool, collected vibe. In 2024, a substantial restoration effort focused on new mechanical systems (including electrical) kitchen and laundry appliances, rebuilt front porch and roof, and the opening up of the two third-floor bedrooms into a beautiful street to riverside space, currently a tech-heavy creative office space but could be earmarked for an amazing primary suite. For the future-minded, well-funded buyer(s), a flawless expansion plan, with HDC approvals, by architect John Hutchinson, are available for use.

Listing Agent: Richard Keaveney. Cross Street Realtors LLC 410-708-6470 rdkeaveney@gmail.com

Property Features

Location Information
County:
Subdivision: DOWNTOWN CHESTERTOWN
Interior Features
Appliances: Built-In Range, Built-In Microwave, Dishwasher, Disposal, Washer - Front Loading, Dryer - Front Loading, Refrigerator, Extra Refrigerator/Freezer, Freezer
Interior:
Laundry:
Furnished: No
Flooring:
Water: Public
Cooling: Central A/C
Heating: Heat Pump - Gas BackUp, Energy Star Heating System
Fireplaces: 2
Windows:
Utilities: Propane, Cable TV, Electric Available
Sewer: Public Sewer
Rooms
Room Type: Living Room
Level: Main
Room Type: Dining Room
Level: Main
Room Type: Kitchen
Level: Main
Room Type: Breakfast Room
Level: Main
Exterior Features
Year Built: 1900
Subdivision Name: Downtown Chestertown
Parking: Crushed Stone
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Richard Keaveney. Cross Street Realtors LLC 410-708-6470 rdkeaveney@gmail.com

Property Photos [Click to enlarge]

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