66 Stanley Road is a 2 1/2 story, 5 bay, rectangular plan, Shingle Style, wood frame, residential building. Constructed c. 1900, the wood shingle-clad house features a hipped roof with hipped dormers, flanking brick chimneys, brownstone foundation and piers, and a Doric column-supported portico. This house was home to renowned modern art sculptor Tony Smith who grew up in South Orange. At one time, the ballroom floor was painted in a black & white tile pattern to complement one of his exhibitions mounted at home.