Glen Street station was built by the Glen Cove Branch Rail Road (an LIRR subsidiary) and opened on May 16, 1867, as the original Glen Cove Station, having finally reached the intended destination of the railroad's namesake.[4][5] It was the terminus of the branch until the line was extended to Locust Valley in 1869.[4][5] The first incarnation of this station was located to the northwest of the current station on the land now occupied by a Burger King. It was replaced by the current station in 1888.[5]
In 1895, the current Glen Cove station was constructed further north, at the behest of the "Gold Coast" millionaires (such as the Pratts and J.P. Morgan), who felt that the Glen Street station was not dignified enough for them to utilize.[4] Following that station's opening, this station was renamed as Glen Street.[4]
This station has two high-level side platforms, each long enough for one and a half cars to receive and discharge passengers. A small freight yard existed on the east bound side of the tracks, which is now occupied by a soccer field.