I found this photo of the 800 West block of Montrose in April 1891 in a Chicago Public Library collection:
Here's the same place yesterday:
A few things have changed. In 1891, Montrose was paved for the half-block between Clarnedon and the Lake, and the apartment developer had built a proper curb from Dayton to Clarendon on the south side. I expect that the city paved the rest of Montrose shortly after this photo.
The park to the left became a hospital in 1957, which closed in 2009 and was demolished in 2016. The high-rise center frame marks the shoreline in the top photo. Lake Michigan is now over a kilometer farther west after the construction of Montrose Harbor in the 1930s.