The development of cities, in general, and urban regeneration, in particular, is an increasingly difficult topic to pin down in Central and Eastern Europe (CEE). More often than not, urban neighbourhoods undergo a complex mixture of decay, inertia and revitalization. To be able to evaluate such multifaceted processes and outcomes we need new tools which go beyond cost-benefit analysis. In more global terms, evaluation tools have developed from urban economic efficiency and entropy to the current idea of sustainable development (see Foxon et al., 2012), and some have expressed the view that further development towards a ‘happy healthy cities’ paradigm is occurring (see LUDEN, 2012). Within this general movement, the contemporary theoretical discourse suggests a number of paths towards reaching urban sustainability.