The present article summarizes the experience of application of the ultrasonic sounding method for appraisal of the preservation state of stone sculptural monuments in the urban environment (Saint-Petersburg). Essential information on the internal density inhomogeneities of the monument materials has been obtained. With the application of the Qualimetric approach, the extent stress–strain destruction of stone in the monuments under examination (from 5 to 73%) has been estimated and its dependence on the hardness of material and the shape of the object has been determined. The use of ultrasonic sounding provides new information about the mechanical destruction of the stone material of the urban monument.