This Italian Renaissance Revival building was once the headquarters of the New York, Westchester, and Boston Railway (NYW\&B), which operated from 1912-1937. Though its name suggests the line went to Boston, tracks were never laid past Westchester. The New York IRT Dyre Avenue Line took over the building as its station house in 1940.

To the west of the station were the crew quarters, which are located in the present-day 180th Street Yard. The Yard has been operational since 1918 and was the first to receive a new line of train cars, the R142s, in 1999.

The Gun Hill Road Station is yet another remnant of the NYW\&B Railway. The company hoped to compete with the New York Central Line, which ran from Grand Central Terminal to Westchester.

After the company declared bankruptcy, New York City purchased its tracks, stations, and the right-of-way between the 180th Street and Dyre Avenue stations. A shuttle operated between the stations once a third-rail was installed.

The IRT Dyre Avenue Line's Morris Park Station was of the stops to receive shuttle service on repurposed NYW\&B track. The shuttle was nicknamed "The Dinky" and brought passengers from the old NYW\&B stations to the main station at 180th Street.

Designed by Cass Gilbert, the Morris Park Station of the NYW\&B was closed in 1937. The station never saw shuttle service after the Railway's closure. Today, it is painted the colors of the American Flag and was used as an outpost for a local gun club.

The Pelham Bay Park Station was the site of the thriller novel, "The Taking of Pelham One Two Three" which was adapted to film and TV in 1974, 1998, and 2009. The story told of a train hijacked at Pelham Station at 1:23 AM. Due to its popularity, the Transit Authority banned conductors from scheduling trains at both 1:23 in the morning and afternoon. This policy has since been rescinded, though dispatchers avoid those times due to superstition.