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Route 27 moves through downtown Princeton, passing by the main gates to Princeton University near Nassau Hall, and intersecting County Route 571 (Washington Road, also signed as County Route 526).
In 1938, the New Jersey State Highway Department and New Jersey General Assembly put forth a proposal detailing that a highway from State Highway Route 31 (co-signed with U.S. Route 206) in the city of Princeton eastward through Mercer County onto current-day County Route 571.