Four. Two with the Canadiens (1986, 1993) and two with the Avalanche (1996, 2001).
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Patrick Roy won the Stanley Cup four times in his career. He won two championships with the Montreal Canadiens in 1986 and 1993, and then won another two with the Colorado Avalanche in 1996 and 2001.
Yes, and he won the cup in the 1985-1986 season.
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Stanley Roy Snedigar
Tie Domi, 333
Marrtin Brodeur (who just passed Patrick Roy)