Jan Brueghel edged out stablemate Illinois by a neck to give Aidan O'Brien his eighth St Leger victory.
Jockey Sean Levey said he timed his move perfectly, pushing Jan Brueghel ahead "when it mattered" in a thrilling St Leger finish.
Illinois, ridden by Wayne Lordan, narrowly missed out, with both horses starting as joint 11-4 favorites.
A steward's inquiry reversed the third and fourth places after Deira Mile and Sunway collided in the final stretch.
Levey praised Jan Brueghel, unbeaten in four races, as a future Gold Cup contender after his impressive performance at Doncaster in the season’s final flat classic. "The track and trip suited him perfectly," Levey added.
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