Baldwin bred and raced a number of top Thoroughbred racehorses. He raced under the "nom de course" "Santa Anita Stable". One of his best filly runners, Los Angeles, competed at tracks on the East Coast of the United States where she won the 1887 Tyro and Spinaway Stakes plus the 1888 Monmouth Oaks and Latonia Derby. Among other successes, Baldwin's horses won the American Derby at the now defunct Washington Park Race Track four times: Volante (1885); Silver Cloud (1886); Emperor of Norfolk (1888); and Rey el Santa Anita (1894).