The Terwilliger–Smith Farm is located on Cherrytown Road near the hamlet of Kerhonkson in the Town of Rochester in Ulster County, New York, United States.

With the newest of the farm buildings dating to the early 20th century, it is a rare example of a complete historic farmstead in the county, reflecting different eras in the evolution of local agriculture.

[2] There are 13 buildings and one site on the property, most of them concentrated around the horseshoe-shaped driveway, sheltered by mature maple trees, to the front.

It is topped with a metal clad gable roof with snow guards, pierced by brick chimneys at either end.

A three-bay hip roofed porch supported by four square wooden pillars shelters the main entrance.

[2] The entrance, flanked by sidelights, opens into a center hall with the original wood flooring, trim, and door hardware.

[2] To its east is the chicken house, a two-story frame building on stone foundation with novelty siding and metal roof.

Its north end is a large roost area with windows facing downhill; the second floor has a loft door.

The garage, east the barn along the driveway, is a concrete block structure faced in imitation stonework and topped with a metal hipped roof.

Open stairs along the west gable lead to the hoop shop upstairs with built-in workbench lit by three large windows.

[2] Behind the hoop shop is the swine house, a one-story frame saltbox building with metal roof and board-and-batten siding.

It is a heavy timber-frame building on a stone foundation with wide exposure clapboard siding and standing seam metal roof.

Two doors on either side open into a room with the remains of a central brick hearth and flue with 3-foot (1 m) scalding pot.

He would build the new barn, garage, milkhouse and icehouse, reflecting the transition among local farmers from a wide mix of produce to almost exclusively dairy farming, with the railroads allowing them access to the New York City market.

The farm has passed through other owners since then, but there have been almost no significant changes to the buildings save for shingle siding on the main house at the time it was listed on the National Register.