Layering of filling body is common in large-scale filling areas. In this paper, the cement–sand ratio of 1:8 is based on the configuration of 68%, 70%, 72% and 74%; four concentrations; and filling layers of one-, two-, three- and four-layered cemented filling samples. Combined with a uniaxial compression test and two-dimensional particle flow software (PFC2D), the mechanical properties and failure modes were explored. The results show that the concentration can strengthen the uniaxial compressive strength of the filling body while increasing the filling times weakens its power; therefore, the constitutive damage model was constructed. It was found that the initial layered damage existed in the layered filling, and the total damage showed an upward trend of first fast and then slow; the main failure modes of one-layer and two-layer backfills showed prominent shear failure characteristics, and the three-layer and four-layer fillings were closer to tensile failure. From the crack generation to the specimen failure, there is a mutual conversion between different energies.