About 200-204 High St
A rare turnkey, profitable, investment property in downtown Chestertown. Renovated to the studs in 2022, 200-202-204 High Street has 5 apartments and 3 storefronts and since renovations has had no vacancies, with solid leases in place. During the renovations every major system in the building was replaced, including new electric service, meters and new wiring throughout, all new plumbing using PEX, new water and septic service lines to the building, new energy efficient water heaters and appliances, rebuilt foundation, new Jeldwen Auralast windows, insulation and air sealing, new roof on rear portions of building (front 50-year cedar roof was replaced in early 2000s), new rear egress, a monitored fire alarm system and much more. Two of the storefronts are rented to a local arts non-profit and a yoga/pilates studio recently moved into the third commercial space. The 5 apartments consist of two 2-bedroom units and three 1-bedroom apartments. The steady income stream from the units is complemented by a generous property tax credit through 2032 (buyer to verify transferability). The property also has a Limited Lead-Free certificate, which requires only an exterior visual inspection every two years, and exempts the owner from MDE registration requirements. Complete income and expense information available after signing a confidentiality agreement. Limited photos posted for tenants' privacy. Contact for a private tour today. Please do not disrupt the businesses, they are tenants and the businesses are not part of the sale.
Features of 200-204 High St
| MLS® # | MDKE2006810 |
|---|---|
| Price | $2,300,000 |
| Bathrooms | 0.00 |
| Square Footage | 6,918 |
| Acres | 0.14 |
| Year Built | 1860 |
| Type | Commercial Sale |
| Sub-Type | Five Or More Units |
| Status | Active |
Community Information
| Address | 200-204 High St |
|---|---|
| Subdivision | DOWNTOWN CHESTERTOWN |
| City | CHESTERTOWN |
| County | KENT-MD |
| State | MD |
| Zip Code | 21620 |
Amenities
| Parking | Private, Surface |
|---|---|
| Is Waterfront | No |
Interior
| Heating | Heat Pump - Electric BackUp, Programmable Thermostat |
|---|---|
| Cooling | Central A/C, Ductless/Mini-Split, Energy Star Cooling System, Heat Pump(s), Multi Units, Programmable Thermostat |
Exterior
| Exterior | Advanced Framing, Combination, HardiPlank Type, Spray Foam Insulation, Wood Siding |
|---|---|
| Lot Description | Corner |
| Roof | Architectural Shingle, Asphalt, Rubber, Shake |
| Construction | Advanced Framing, Combination, HardiPlank Type, Spray Foam Insulation, Wood Siding |
| Garages | 6 |
Additional Information
| Date Listed | July 15th, 2026 |
|---|---|
| Days on Market | 59 |
| Zoning | C2 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Taylor Properties |
|---|
