1931: Riverside Drive and West 107th Street
Among the tidbits of lore that surround this stately residence is the fact that it was designed by the architect of Carnegie Hall, WilliamTuthill. But juicier is the rumored tunnel beneath it supposedly stretching under Riverside Drive all the way to the Hudson for rum running. The money that Morris used to commission his home was earned in his business at 120th and Broadway where he pioneered the automation of cigarette manufacture thanks to his patented machine to roll cigarettes.
h/t to Gil Tauber for some of the information above.