#4. Andre Agassi (2005 US Open)- 35 years and 135 days
During 2005, Andre Agassi was way past his prime but still had some juice left in him. He reached the quarter-finals of the Australian open but had a disappointing outing at the French Open where he was eliminated in the first round after losing to Jarkko Nieminen. He pulled out of Wimbledon owing to injury.At the US Open, Agassi was seeded 7th and won his opening two matches in straight sets before defeating Tomas Berdych and Xavier Malisse in four and five sets respectively to reach the quarter-finals where he came from two sets down to beat compatriot James Blake. In the semis, he defeated another compatriot in Robby Ginepri to set up a clash against Roger Federer in his first Grand Slam final since the Australian Open in 2003. Agassi lost the match in four sets in what would be his last Grand Slam final.
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