Where does Jon Stewart live? Jon Stewart owns a duplex penthouse in lower Manhattan's TriBeCa neighborhood, a water front home in the Bay Point area of Sag Harbor, New York and his most recent purchase, a water front home in Red Bank, New Jersey. Stewart's New Jersey 1.26 acre water front estate is a cedar shake sided Victorian featuring turrets and wrap-around porches. Stewart's home is 4,999 square feet, with a detached two car garage and adjacent pool house, detached two car garage, and a sloping yard that meets with river frontage featuring a small deck, boat house, and private dock. Stewart's Manhattan duplex penthouse is 6,000 square feet with 1,800 square feet of outdoor space.