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522 High St
For Sale $399,900 ($263.44 per Sq Ft)
$399,900 ($263.44 per Sq Ft)
- 2 Bedrooms
- 3 Bathrooms
- 1,518 Sq Ft
- 3,640 Sq Ft
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. ??
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Amenities
Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt
Property Details
| List Price | $399,900 |
| Property Type | Single Family Homes |
| Usable Sqft | 1,518 |
| Number of Stories | 0 stories |
| Parking Spots | 0 spots |
| Year Built | 1820 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| APN # | 1504009584 |
| MLS # | MDKE2006614 |
| Property ID | 322892116 |
| Lot Sqft | 3,640 |
| Zoning | R-5 |
| Days on Market | 41 |
| Original List Price | Unknown |
| Date Updated | June 28, 2026 |
| Date Created | May 29, 2026 |
Listing Provided By
Taylor Leaverton an agent of . Lic #5021988
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Data last updated: July 09, 2026.
Robert Crawford
REAL ESTATE AGENT