With the Cardinals facing the Padres in the NLDS for the second consecutive season, Carpenter won both his starts and yielded a 2.03 ERA while striking out 12 in innings. He was less effective against the New York Mets in the NLCS, allowing a 5.73 ERA while losing one of two starts. Carpenter made his first World Series start in Game 3 against the Detroit Tigers on October 24 at Busch Stadium in St. Louis. He pitched eight shutout innings, allowing no runs on three hits and striking out six. Per the Elias Sports Bureau, that performance made him the first pitcher in Cardinals history to pitch eight innings and allow no walks and no more than three hits in a World Series contest. Just two other pitchers in the prior 20 seasons had accomplished the feat: Greg Maddux (1995) and Clemens (2000). The Cardinals prevailed in five games over the Tigers, giving him his first World Series ring. Carpenter finished third in the NL Cy Young balloting behind Brandon Webb and Trevor Hoffman, and 19th in the NL MVP voting, second to Hoffman among pitchers. His teammates voted him as that season's Darryl Kile Good Guy Award winner for the Cardinals. On December 4, 2006, the Cardinals announced they re-signed Carpenter to a five-year, US$65 million deal, keeping him with the team through 2011, with a $12 million option for 2012.