Geophysical methods, especially selected electrical and electromagnetic ones, have been used for many years for the non-invasive detection of leakages from water supply networks. In this paper, the author focuses on theoretical aspects and numerical simulations to analyse the possibilities and limitations of the application of the selected electromagnetic method, i.e., the ground-penetrating radar (GPR) method for the aforementioned purpose. Various measurement techniques are used in the GPR method but in the paper the author refers to the most commonly used technique known as short-offset reflection profiling (SORP). As demonstrated in the paper, the detection of water leakages into a homogeneous and isotropic geological medium using the GPR method is a simple matter. However, the detection of leakages occurring in heterogeneous ground subjected to strong anthropopression and with the presence of electromagnetic interference becomes a difficult task, and interpretation may be difficult or even impossible. An important issue analysed in the paper was the phenomenon of the scattering of electromagnetic waves on underground anthropogenic objects, which very often occurs in urbanised areas. The results of the numerical modelling carried out for various scenarios of water leakages into typical ground allowed the possibilities and limitations of using the GPR method for the detection of leakages from water supply networks to be determined.