Originally built by the
New York Central Railroad sometime in 1901, the station's canopy was rebuilt in 1911, then faced a major redesign in 1928. The Crestwood railroad station is depicted in the painting "Commuter" by
Norman Rockwell and was featured on the cover of the November 16, 1946 edition of the
Saturday Evening Post. In Norman Rockwell's depiction, you can see commuters approaching from the Crestwood side of the station. As with the rest of the Harlem Line, the merger of New York Central with
Pennsylvania Railroad in 1968 transformed it into a
Penn Central station, which received platform extensions in 1971. Penn Central commuter service was gradually merged with the
Metropolitan Transportation Authority (MTA), and officially became part of Metro-North in 1983. In the Spring of 1989, the platforms were reconstructed again, along with those of
Fleetwood,
Bronxville, and
Tuckahoe stations. Under the 2015–2019 MTA Capital Plan, the station, along with four other Metro-North Railroad stations, would receive a complete overhaul as part of the
Enhanced Station Initiative. Updates would include cellular service, Wi-Fi, USB charging stations, interactive service advisories, and maps. The renovations at Crestwood station cost $10.6 million and was completed at the end of October 2019. ==Station layout==