In 1877, physician Henry T. T. Dupree and his wife, Pattie, traded their 1859 town cottage at 101 Dupree Street (see JM75) for the 1,100-acre plantation they named Edgewood. They built a two-story Italianate wooden house and connected it to the front of an existing three-room dogtrot house (c. 1850) via a cross-hall breezeway. A two-tiered porch surrounds the other three sides, supported on attenuated wooden posts with jigsawn brackets. The facade is distinctive with recessed, horizontal, unpainted wooden panels that resemble those at the Duprees’ former house. The center-hall plan is typical for nineteenth-century Mississippi houses. According to oral histories, Dupree used convict labor to work his cotton and corn fields, gristmill, and sawmill, and he operated his businesses from the rear wing; a sliding window indicates the office where pay was dispensed.
Reduced to twenty-seven acres, the property retains its small washhouse with undercut gallery. A hall-parlor galleried cottage (c. 1840) was moved here in 1998 from Raymond’s Main Street to save it from demolition. Pattie Dupree and her daughter Mamie lived in this cottage after Henry Dupree’s death in 1919; it is now a bed-and-breakfast. Southwest of the main house, a segment of the Natchez Trace Parkway cuts through Dupree’s original property.