Retaining a waterproof coal pillar is the most effective water conservation method for a roadway close to the gob, and determining a reasonable width of the waterproof coal pillar has been a common problem among mining scholars for a considerably long time. Based on the mining of the 15208 mining face in Xinjing Coal Mine, the structure of waterproof coal pillar is divided into a mine-pressure-influenced plastic zone, an effective waterproof elastic core zone, and a water pressure failure zone. The mine-pressure-influenced plastic zone width is determined by using the limit equilibrium theory, the parabolic strength theory, and the separation variable method. The effective waterproof elastic core zone width is determined by the semi-inverse solution method, and the water pressure failure zone width is determined by considering the infiltration and softening of water. After that, combined with the previous theoretical analysis of engineering examples, the theoretical value of waterproof coal pillar width is obtained. In addition, the physical shape distribution of the waterproof coal pillar is measured by ultrasonic detection technology. The results are consistent with the field measured results. The correctness of the model is verified. Finally, the rationality of the model is verified by comparing with the previous classical models. The research results are applied to the design of the waterproof coal pillar in Xinjing Coal Mine, which could provide a theoretical basis for determining the width of the waterproof coal pillar located close to a gob.