522 HIGH ST, Chestertown, MD 21620

• 2 beds |
• 3 baths |
• 1,518 sqft

Property Description

✨ Historic Charm in the Heart of Downtown Chestertown ✨ 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 need of some repairs and renovation, it presents an incredible opportunity for the buyer who has always dreamed of owning a piece of history; or the savvy investor looking for their next restoration project. Outside, escape to your own private backyard sanctuary complete with a brick patio, fountain, and peaceful garden setting, an unexpected retreat right in town. Please note that the home is currently furnished and filled with décor and personal property. All furniture, décor, and contents currently in the home will be auctioned prior to settlement and are not included in the sale unless otherwise agreed upon. If you've been waiting for the right historic home to make your own, this is your chance to bring new life to a true Chestertown treasure. 🏡✨

Listing Status:

Active

Data Last Updated:

July 7, 2026 at 10:20PM

Listing Office:

Benson & Mangold, LLC : 4108226665

Listing Agent:

Taylor Leaverton : 4107085775

MLS ID:

MDKE2006614

Interior

• Laundry: Dryer In UnitWasher In Unit
• Flooring: Wood
• A/C: None
• Heating: Baseboard - Hot WaterPropane - Owned
• Fireplace: Gas/PropaneFireplaceFireplaces: 1
• Disability Feature: 2+ Access Exits

Exterior

• General: Above GradeBelow Grade
• Style: Federal

Construction

• Roofing: Architectural Shingle
• General: Brick2Brick/Mortar

Location

• Originating MLS: BRIGHT_MAIN
• School District: KENT COUNTY PUBLIC SCHOOLS
• County: KENT-MD

Lot

• Zoning: R-51504009584

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN