About 349 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. 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. **See updated zoning info from the town in documents
Features of 349 High St
| MLS® # | MDKE2004076 |
|---|---|
| Price | $395,000 |
| Bedrooms | 7 |
| Bathrooms | 3.50 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 3,664 |
| Acres | 0.13 |
| Year Built | 1900 |
| Type | Residential |
| Sub-Type | End of Row/Townhouse |
| Style | Victorian |
| Status | Active Under Contract |
Community Information
| Address | 349 High St |
|---|---|
| Subdivision | HISTORIC DISTRICT CHESTERTOWN |
| City | CHESTERTOWN |
| County | KENT-MD |
| State | MD |
| Municipality | Chestertown |
| Zip Code | 21620 |
Amenities
| Is Waterfront | No |
|---|
Interior
| Heating | Radiator |
|---|---|
| Cooling | Window Unit(s) |
| Has Basement | No |
| Fireplace | No |
| # of Stories | 3 |
| Stories | 3 |
Exterior
| Exterior | Frame |
|---|---|
| Foundation | Pillar/Post/Pier |
School Information
| District | KENT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Date Listed | June 3rd, 2024 |
|---|---|
| Days on Market | 453 |
| Zoning | RB PROFESSIONAL OFFICE |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Coldwell Banker Chesapeake Real Estate Company |
|---|