In this paper the authors attempt to answer the question of which location and site-specific factors have a decisive influence on the successful regeneration of brownfields. Using data from the South Moravian Region (Czech Republic), we analyze the spatial and functional distribution of brownfields, and test the correlation between the development potential of municipalities and the distribution of the brownfields that have already been regenerated. We then compare the structure and characteristics of existing and regenerated brownfields to identify significant drivers and barriers in the regeneration process. The findings indicate that regenerated brownfields are more likely located in municipalities with a higher local development potential (represented by the rate of local business activities, spatial peripherality - proximity to the regional centre and the main road network, and the quality of local infrastructure). It is also demonstrated that the large size of brownfields, their previous industrial use and the existence of contamination are not determinative barriers for regeneration if the brownfields are located in attractive areas and their ownership relations are not complicated.