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The son of Henry D. Winton and Elizabeth Nicholson, he was born in St. John's. In 1860, he was publishing the St. John's Daily News in partnership with his brother. In 1866, he began publishing the Day Book, later the Morning Chronicle. By 1894, Winton had moved to Pittsburgh, Pennsylvania, where he owned a newspaper called the Morning Chronicle. Winton and his wife both died there in 1908.