New York State Route 386 (NY 386) is a north–south state highway located in the western suburbs of the city of Rochester in Monroe County, New York, in the United States. Its southern terminus is at an intersection with NY 383 in the village of Scottsville. The northern end of the highway is located at a junction with NY 104 in the town of Greece. NY 386 meets Interstate 490 (I-490) in Chili and NY 531 in Gates and has short overlaps with NY 33A in Chili and NY 33 in Gates. The portion of the route south of NY 33A passes through mostly rural areas while the section north of NY 33A serves areas of mostly residential nature. The portion of NY 386 between Scottsville and Chili was originally designated as part of Route 16, an unsigned legislative route, in 1908. This section of Route 16 became part of Route 15 in 1921. In the 1930 renumbering of state highways in New York, this segment of Route 15 was incorporated into NY 251, a new route established as part of the renumbering. NY 386 was assigned by the following year to the portion of its modern routing north of NY 31. It was extended south to Scottsville over former NY 251 on July 1, 1977. In 2007, ownership and maintenance of most of NY 386 between NY 33A and NY 104 was transferred from the New York State Department of Transportation (NYSDOT) to Monroe County as part of a highway maintenance swap between the two levels of government. Route description NY 386 begins at a three-way intersection with NY 383 on the west side of the village of Scottsville. From this junction, NY 383 heads south and east while NY 386 takes the west exit, passing under the Rochester and Southern Railroad and turning to the northwest as it encircles the village. At North Road, which acts as a westward extension of NY 253, NY 386 passes the middle and high schools of the Wheatland–Chili Central School District and becomes Scottsville–Chili Road. The route continues onward, leaving Scottsville and entering an open, rural area of the town of Wheatland. NY 386 remains on a northwesterly track to the Chili town line, where it curves to the north as it approaches and crosses over the New York State Thruway (I-90). The highway continues generally northward through Chili, traversing open fields