Now in Lewisboro, NY 138 enters the hamlet of Goldens Bridge, where it crosses north of the parking lot for the Metro-North station.

After passing the station entranceway, the route crosses over I-684, which is connected only by a ramp to the southbound lanes.

Passing north of Lake Katonah, the route reaches a junction with Increase Miller Road, where it turns northeast past Fox Valley Park.

The alignment of SH 775 was first given a contract on February 19, 1910, to construct the 4.42 miles (7.11 km) segment of highway at the cost of $48,714.64 (1910 USD).

The contract for SH 770 was let May 13, 1910 and completed on January 23, 1912, at the cost of $54,794.77 (1912 USD), half of which was paid by the state.