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522 HIGH ST, CHESTERTOWN, MD 21620

2 Beds

3 Baths

1,518SqFt

Active

✨ 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. 🏡✨

Property Details
Price $425,000
Bedrooms 2
Full Baths 3
Total Baths 3
Property Style Federal
Lot Size Area Units Square Feet
Acres 0.08
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 2
Year Built 1820
Fireplaces 1
Subdivision CHESTERTOWN HISTORIC DISTRICT
Roof Architectural Shingle
Heating Baseboard - Hot Water
Foundation Brick/Mortar
Accessibility 2+ Access Exits
Geographic Data
Directions West on High St, property will be on the left side, - East on High St, property is on the right side
County KENT
Latitude 39.21222
Longitude -76.071
Address Information
Address 522 HIGH ST, CHESTERTOWN, MD 21620
Postal Code 21620
City CHESTERTOWN
State MD
Country United States
Listing Information
Listing Office Benson & Mangold, LLC
Listing Office Email info@bensonandmangold.com
Listing Agent Taylor Leaverton
Special listing conditions Standard
Ownership Fee Simple
School Information
District KENT COUNTY PUBLIC SCHOOLS
MLS Information
Days on market 24
MLS Status Active
Listing Date May 30, 2026
Listing Last Modified Jun 22, 2026
Tax ID 1504009584
Tax Year 2025
Tax Annual Amount 4636
MLS # MDKE2006614

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Last updated: 2026-06-23T23:00:27.486496Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.