1560 Amsterdam Avenue, west side, between West 136th and West 138th Streets, showing the Hebrew Orphans Asylum, date unknown. Hebrew Orphans Asylum was established in 1860 for the care of orphaned Jewish children. The large building was constructed in 1884 in a Renaissance Revival style and designed by William H. Hume. The building functioned as an institutional home for children until 1941. It was demolished in 1956.

The High School of Music & Art, April 3, 1926. The High School of Music & Art for Gifted Children opened for the spring term of 1936, in a William H. Gompert-designed school building at 135th Street and Convent Avenue. Built in 1924 for the New York Training School for Teachers and the associated New York Model School (where the training teachers taught), by the mid-1930s, the hilltop Collegiate Gothic structure housed P.S. 193 and an annex of the Wadleigh High School for Girls. The New York Times reported that the initial Music & Art enrollment of 215 “specially gifted students” would receive instruction “not only to develop their abilities in fine arts or music but to pursue courses leading either to the academic high school diploma for college entrance or the general high school diploma.” Piano instruction was also compulsory. Music & Art opened during the administration of Mayor Fiorello La Guardia, himself an enthusiastic patron of the performing arts. In his remarks at the school’s dedication ceremony, La Guardia predicted that “in five years this will be one of the outstanding high schools in the country.” Over 70 years later, the Mayor’s prediction has been validated by the lengthy list of notable alumcross every discipline of the arts. The “castle on the hill” campus was home to Music & Art from 1936 to 1984, when the school merged with the High School of Performing Arts upon moving into a new campus at Lincoln Center. The new facility was named the Fiorello H. La Guardia High School for Music & Art and Performing Arts. Today, over 2,700 students are enrolled at La Guardia, each with a studio or performing arts concentration. Gompert’s building is today part of the City College south campus, and includes the A. Philip Randolph Campus High School.

Adolph Lewisohn Stadium, during a formal reception for Italian legation when Italy entered World War I., ca. 1915. The Lewisohn Stadium was an amphitheater and athletic facility built where City College's North Academic Center presently stands. Designed by Arnold W. Brunner, the arena opened in 1915 and was the site of City College's athletic events and commencement ceremonies from its inception to 1973, when it was demolished. The structure could not have been built without the financial support of philanthropist Adolph Lewisohn, who donated the money for construction. It was through his contribution that the school was able to construct a great open space that not only served the student body but the public. The stadium was a destination for elaborate theatrical events, summer concerts, including the production of The Trojan Women at the dedication ceremony. In 1973, the structure was demolished to make way for the $125 million North Academic Center.

A. Philip Randolph Campus High School, Manhattan Established in 1979, the A. Philip Randolph Campus High School (H.S. 540) occupies the former High School of Music & Art, located on West 135th Street in Harlem. Designed by William H. Gompert and built between 1924 and 1926 in Collegiate Gothic style, the L-shaped building is clad in limestone and mottled buff-to-brown ironspot brick features distinctive square towers. Designated as a New York City Landmark in 1977, the school is named in honor of Asa Philip Randolph, founder of the Brotherhood of Sleeping Car Porters, who is considered to be the greatest African-American labor leader in American history.

College of the City of New York: The Main Building, 1911. Described in the LPC designation report as being shaped from above as a stubby anchor, Shepard Hall (originally known as Main Hall) is the largest of the buildings on the City College of New York North Campus. Built in a lavish neo-Gothic style with terra cotta quoins and a seven-story tower, Shepard Hall is the "cathedral" of this campus. Designed, along with most of the other university buildings nearby, by George B. Post between 1903 and 1907, it was the particular project a former graduate Edward Morse Shepard. Shepard would oversee the design and decoration of the enormous room within the Main Building called the Great Hall, which could accommodate more than 1000 people.

Townsend - Harris Hall, City College, ca. 1910.

New York Training School for Teachers, 1926. Known as the "Castle on the Hill," the school building seen here was built in an "abstracted contemporary Collegiate Gothic style," according to the Landmarks Preservation Commission. Designed by William H. Gompert, Architect and Superintendent of School Buildings for the Board of Education and constructed in 1924-1926, the building originally housed the New York Training School for Teachers. In this buildings teachers were educated and allowed to "practice" teaching. It became the New York Teachers Training College for a few years, but was closed in 1933 when, during the Depression the city had a surplus of 5000 teachers waiting for appointments. Next, the building became Public School 193 briefly before becoming the High School of Music and Art, which it remained for nearly 50 years. Created by Mayor LaGuardia in 1936, it is considered to be the first public high school in the country to have a specialized study of art and music. The school merged with the High School for Performing Arts in 1984 and moved to Lincoln Center. Today the building is occupied by the A. Philip Randolph Campus High School, a public school where screened applicants offered a place in one of three academic academies within. An educational collaboration between the Board of Education and CCNY, the school was established in 1979 and moved into this building in 1983.