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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.