Winton sold his first manufactured semi-truck in 1899. More than one hundred Winton vehicles were sold that year, making the company the largest manufacturer of gasoline-powered automobiles in the United States. This success led to the opening of the first automobile dealership by Mr. H. W. Koler in Reading, Pennsylvania. To deliver the vehicles, in 1899, Winton built the first automobile hauler in America. One of these 1899 Wintons was purchased by Larz Anderson and his new wife, Isabel Weld Perkins.