5 W Entry Rd
ca. 1900

This two-story cottage was initially part of the Flagg Estate, and was transferred to the Richmond Country Country Club in the early 1900s. It displays many of Flagg's signature design elements, such as gambrel roofs, gabled windows and curved top chimneys. It also maintains more direct a stylistic relationship with Stone Court, implying that it could be one of the earliest structures to have been built. During the 1920s and 30s, it was the residence of New York Curb Exchange broker Gilliat Schroeder. Born in New York, he graduated from Columbia University in 1902 and was a member of the Board of Governors of the Exchange. Schroeder moved to Todt Hill with his first wife Helen Stevens, a relative of business tycoon John Jacob Astor, their two children and his mother-in-law. After the passing of his wife in 1927, he married Louisa Rapallo Donald the following year, and relocated to Manhattan by the end of the 1930s. He retired in 1932, and passed away in 1942.