The 1989 TranSouth 500 was the fifth stock car race of the 1989 NASCAR Winston Cup Series and the 33rd iteration of the event.

At race's end, Jackson Bros. Motorsports driver Harry Gant would manage to dominate the late stages of the race to take his 10th career NASCAR Winston Cup Series victory, his only victory of the season, and his first victory in 90 NASCAR Winston Cup Series races.

It is of a unique, somewhat egg-shaped design, an oval with the ends of very different configurations, a condition which supposedly arose from the proximity of one end of the track to a minnow pond the owner refused to relocate.

This situation makes it very challenging for the crews to set up their cars' handling in a way that is effective at both ends.

Mark Martin, driving for Roush Racing, would win the pole, setting a time of 30.523 and an average speed of 161.111 miles per hour (259.283 km/h) in the first round.