
Deacon Jabez Sargeant (1720-1788) was born in Malden, Massachusetts, and later moved to the newly established town of Chester, Vermont in 1763. He is thought to have been the first settler of European ancestry in the town. Upon the outbreak of the Revolution, he served in Captain Little’s Company in 1778, returning home to Chester after. His son, Jabez Sargeant Jr. built this stately three-story late-Georgian residence in 1797 as a tavern along the Green Mountain Turnpike, a highway connecting Boston and Montreal. The dwelling originally fronted directly on the road, but was moved back sometime in the 19th or 20th centuries. The building boasted a large ballroom on the second floor, likely for community and fraternal organizations, and a tavern in the brick first floor. It is likely that Jabez and his family lived on the third floor. Outside, the property contained a large apple orchard and cider house, providing drinks to weary travellers. Although the tavern is built to a large size, it lacks many of the high-style features often found in large Georgian houses, telling for its time of construction in a sparsely developed area without seasoned builders.




