Broken granules of different sizes and poor bearing capacities produced by repeated mining of coal seams contribute to natural disasters, such as rock strata movement. In this study, mechanical tests were performed on broken sandstone granules to explore their compaction and recrushing characteristics under repeated mining. The change characteristics of the relevant mechanical parameters of sandstone granules with different particle sizes and changes in energy density were examined, and compaction and recrushing mechanisms of sandstone granules under cyclic loading were identified. The results show that an increase in the initial particle size of sandstone granules has a significant effect on the increase in the strain under load. The cumulative dissipation energy corresponding to final crushing was greater for granules with larger initial sizes. The particle size of sandstone was found to be proportional to the fractal dimension after compaction and crushing. The probability of granular particles with larger initial particle sizes being broken into smaller particles is greater, resulting in the porosity attenuating most rapidly during the stress loading process of granular particles under repeated mining. Therefore, the degree of sample breakage was relatively severe. Particles were rearranged after compaction and crushing. Repeated mining results in dynamic evolution of the pore compaction, deformation, and fractur of the rock mass, as well as stable recombination. The study results provide important theoretical support for understanding of the movement mechanism of rock strata in the goaf under repeated mining.