Cheomseongdae is the masonry stone structure with the cultural and historical values. But, this structure has the various damages such as cracks, gaps, slope variations and ground subsidence. So, the interests for the safety security in the structural parts have been increased. Therefore, this study performs the structural modelling which considers the several damage cases, and then evaluates the structural behavior characteristics through the discrete element analysis. Especially, this study checks the swelling and displacement gap of the whole structure and the separation between the neighboring members.