Highway 14 was one of the original 15 provincial highways (2-17, with 13 skipped) which formed in the early 1920s. The predecessor of the Ministry of Transportation, the Department of Public Highways in Ontario (DPHO) had assumed control of two roads in Eastern Ontario, the Picton-Belleville road, and the Foxboro-Belleville Road. Its routing led from the town of Foxboro, to the town of Picton. At first, the road was not given a route number, and was simply referred to as the Foxboro-Picton Highway. In 1925, the Provincial Government and Department of Highways had decided to number the provincially controlled highways, and the road was given the designation of Highway 14. Most of the road had been paved by 1925, and the last gravel sections (south of Belleville, and north of Bloomfield) were paved in 1927. This road was the second provincial highway to be fully paved, with Highway 5 being the first. At this point, the road had become in length.