All-Star Baseball 2000

Given the time the amount of depth there is in this when it comes to the simulation aspects is impressive due to lengthy season mode and all the data on teams at the time. Hell, even the Create-a-player feature is solid. In terms of gameplay, the batting has intricacies but hitting the ball always results in it either becoming a homerun or landing into a catcher's glove. There's also the fact that trying to make baseball fun in video game format is pretty damn difficult, but hey, they tried.