Keon won four Stanley Cups with the Leafs, playing on the Cup-winning teams of 1961–62, 1962–63, 1963–64 and 1966–67. In the 1967 Cup Final, he shut down Jean Béliveau, the star centreman of the Montreal Canadiens, in the last two games of the series and was voted the most valuable player of the playoffs, winning the Conn Smythe Trophy. Keon's eight points is the fewest ever by a non-goalie Conn Smythe winner, and he remains the only Leaf to have won the trophy named for the former owner of the club.