History
NY 119 was established as part of the 1930 renumbering of state highways in New York and originally ran 13 miles (21 km) from Tarrytown through White Plains to Port Chester. The old route east of White Plains utilized Westchester Avenue, which is now designated as CR 62 between NY 127 and NY 120 and as NY 120A east of NY 120. Originally, NY 120 continued south past Westchester Avenue to Rye, as it does today. It was realigned c. 1939 to follow Westchester Avenue east to Port Chester, creating an overlap with NY 119. NY 120's former alignment to Rye became NY 119A.
In early 1961, the Cross-Westchester Expressway (I-287) was opened to traffic, utilizing the Westchester Avenue corridor from White Plains to just west of Port Chester. Westchester Avenue itself was split into two one-way highways located on both sides of the new freeway, essentially converting Westchester Avenue into a pair of service roads. NY 119 was moved onto both directions of the reconfigured Westchester Avenue and truncated to end at Purchase Street (NY 120) following the opening of the expressway. It was cut back to the junction of I-287 and NY 127 by the following year and to its current eastern terminus in White Plains in the 1970s.
Read more about this topic: New York State Route 119
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—Anton Pavlovich Chekhov (18601904)