In the present study damage behavior of resilient sleepers on concrete ballasts is analyzed. Cracks of resilient sleepers in a railway track system are concentrated on inside of blocks to which the tie bars are connected. Finite element analysis is performed by dividing a block into the straight section and the curved section according to the load condition of the resilient sleeper, and limited the interpretation within the range of resilience. In addition, the value of stress obtained from the interpretation was compared with the allowable stress of concrete to determine the safety. According to the result of numerical analysis, compared with the stress before unequal settlement, the tensile stress of the inside of the block increased significantly after the settlement considering the entire block, and the tensile stress of this part exceeded the allowable stress of concrete, so was undesirable in terms of safety. In reality, the arrangement of tensile stiffeners inside blocks connected to tie bars is improper in the design of resilient sleepers, and when unequal settlement occurs, tensile stress increases on this part and consequently causes cracking damage. It is necessary to arrange wire meshes or tensile reinforcing bars in a structurally safe way to reinforce the inside of blocks on which cracks are concentrated.