Discrete Element Method (DEM) modeling was conducted for predicting strength properties of stored wheat grains in different levels of moisture contents, to extend the knowledge of grain storage beyond current experimental studies in the future. The main features of agricultural and food materials that make them different from mineral materials are strong influence of Moisture Content (MC) on mechanical behavior. Published data on grain and bulk properties of wheat relevant to DEM modeling were reviewed by considering the effect of MC. The shape of grains was modeled by Multi Sphere Method (MSM) and the interaction between grains was represented by linear and nonlinear frictional elastic contact models. The effect of MC was considered in simulation through an innovative procedure. The initial test was performed to choose the best models to perform the simulation. Statistical comparisons with relevant experimental result were conducted on simulation data. It has been proved that the DEM is able to capture the variation of strength properties of wheat with MC of grains. It is observed the simplest shape of grain models would allow us to obtain quite closely prediction of wheat strength parameters. Also the linear elastic contact model has more capability in representing the form of strength properties variation with MC. This suggests that the modeling is a useful tool in the study of mechanical behavior of wheat and other cereal grains during storage processes as well as provision of data necessary in the future design of appropriate machinery and structure.