The first building on the north side of the street at its western end is 173-175 Riverside Drive, a co-operative apartment building with entrances on both 89th and 90th Streets. On the south side of the street stands the former Isaac Rice Mansion, now Yeshiva Ketana of Manhattan and a designated New York City Landmark.
The block between Columbus Avenue and Central Park West is tree-shaded and lined with beautiful restored town houses. The corner of Central Park West is marked by The St. Urban, an apartment building "splendidly crowned by dome and cupola".[3]
To the east of Central Park, the street passes the 89th street facade of the National Academy of Design in a block of handsome town houses. Between Madison Avenue and Park Avenue is a handsome gothic Revival church, built by the Episcopalians in 1870, it became a Reformed Church and is now the Roman Catholic Church of St. Thomas More.[4] The block between Lexington Avenue and Third Avenue has a row of "spectacularly romantic" Queen Anne style town houses.[5]