Interferometric Synthetic Aperture Radar (InSAR) has become the main choice of remote sensing detection method for monitoring large surface subsidence and deformation caused by underground coal mining. Time Series InSAR (TS-InSAR) has been intensively researched in mining-caused deformation monitoring for its ability to provide surface deformation time series, with Short Baseline Subset InSAR (SBAS-InSAR) and Permanent Scatter InSAR (PS-InSAR) being two classical methods. To obtain the incline and curvature in mining areas and assess the building damage, this paper exploits the results from SBAS-InSAR and PS-InSAR methods for the estimation of surface incline and curvature, following the principle of directional derivatives, and the surface beneath the villages and the industrial square near the 7221 Grout-filled working face, in the Huaibei mining area of Anhui Province, China, was analyzed. The estimated surface incline and curvature with SBAS-InSAR were within the threshold values specified for Class I damage, while PS-InSAR showed less than 1% measurements which exceeded this threshold. This paper provides a method for monitoring the surface deformation beneath the buildings around the mine area. Meanwhile, the dynamic analysis of the damage degree of buildings provides a basis for the determination of the influence range with grout-filled working faces.