Different from the traditional goaf-side entry in the mining face, a goaf-side entry driving heading mining face can greatly alleviate the problem of mining and excavation replacement tension under the high-intensity mining condition of a single-wing mine, withstanding the whole process of the fracture, rotation, and sinking of key blocks in the overlying rock layer, which is extremely difficult to maintain. Taking the roadway layout in a single-wing mining face of a coal mine in Neimenggu, China as the research background, first, the stress environment and structural stability characteristics of a goaf-side entry driving heading mining face is qualitatively analyzed with the theoretical analysis method according to five different stages. Secondly, the distribution and evolution law of stress and displacement with a goaf-side entry driving heading mining face are systematically studied during the whole process of advanced mining, excavation, and mining with the numerical simulation method, and the reasonable width of the section of the coal pillar is determined to be 6.0 m. Finally, the deformation laws of a goaf-side entry driving heading mining face are revealed with the field survey method: (1) the stage of advanced mining—the function relation between the distance of the excavation and mining face and roadway displacement is approximately the logistic function; (2) the stage of goaf-side entry driving—the function relation between roadway displacement and the driving distance basically forms the exponential function. Based on the above research, the dynamic segmentation control principle of “high-resistance support, dynamic monitoring, sectional control, consolidation coal sides, and stable roof control” and the dynamic segmentation control technology of “section combined strong support of anchor, net, cable, and beam, narrow coal pillar grouting and reinforcement in key periods, strengthening support of the roof with a single pillar π steel beam”, and industrial tests are carried out on site. The monitoring results of the underground pressure show that the deformation failure of the goaf-side entry driving heading mining face is effectively controlled with the control principle and technology, the difficult problem of mining and excavation replacement tension is alleviated with the single-wing mine, and the useful reference and reference for the engineering practice under similar conditions are provided.