About 349 & 351 High St
A Rare Opportunity in the Heart of Historic Chestertown Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage. Brimming with character and potential, the property currently features a townhouse on one side and two apartments on the other, offering a flexible layout ideal for renovation, income generation, or a creative reimagining. Whether you're envisioning a stately single-family residence, a dynamic live/work space, or a thoughtfully restored multi-unit investment, the possibilities are as expansive as the lot itself. That said, this is not a turnkey property. Significant settling has occurred over the years, and a substantial renovation will be required to bring it back to life. Offered strictly as-is, this is a true fixer-upper for the visionary buyer ready to take on a transformative project. Situated within both the Arts & Entertainment District and Enterprise Zone, this location supports both residential and business uses—making it an ideal candidate for those looking to merge lifestyle, business, and history. **See updated zoning info and description from town office in Documents. Bring your vision, creativity, and tools—and seize the chance to breathe new life into a piece of Chestertown’s storied past. Opportunities like this don’t come along often. Schedule your showing today and imagine the future you can build here.
Features of 349 & 351 High St
| MLS® # | MDKE2003720 |
|---|---|
| Price | $395,000 |
| Bathrooms | 0.00 |
| Square Footage | 3,664 |
| Acres | 0.13 |
| Year Built | 1900 |
| Type | Multi-Family |
| Sub-Type | Duplex, End of Row/Townhouse |
| Style | Victorian |
| Status | Active Under Contract |
Community Information
| Address | 349 & 351 High St |
|---|---|
| City | CHESTERTOWN |
| County | KENT-MD |
| State | MD |
| Municipality | Chestertown |
| Zip Code | 21620 |
Amenities
| Is Waterfront | No |
|---|
Interior
| Heating | Radiator |
|---|---|
| Cooling | Window Unit(s) |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| # of Stories | 3 |
| Has Basement | No |
Exterior
| Exterior | Frame |
|---|---|
| Foundation | Pilings |
School Information
| District | KENT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Zoning | RB PROFESSIONAL OFFICE |
|---|---|
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Coldwell Banker Chesapeake Real Estate Company |
|---|