Now the Black Sheep Inn, the Timothy M. Younglove Octagon House is one of the unique buildings in the county. The eight-sided house was built in 1859 by its namesake, who worked as a surveyor (he surveyed the town of Hammondsport). It was designed in the Octagon Mode style incorporating Italianate architectural elements. Octagon houses became popular in the mid-1800s thanks to phrenologist Orson Follower, who came up with the idea of the octagon house style.
The house remained in the family until the 1960s when it was sold and divided into two residences. Several families and renters lived in it during the following decades. It is not clear when it became the Black Sheep Inn. The house was added to the National Register of Historic Places in 2002.