Abstract Our research concentrates on the countries, which had emerged after the collapse of the Soviet bloc, and the possible distinctive influence of the social and institutional environment of these countries on the process and outcomes of city center regeneration. The theoretical section includes the definition of the main concepts used in our research. First of all the countries undergoing the post-Soviet transformation were defined and then the concept of “urban regeneration” was explained. Here we also distinguished the main features of societies and institutional environment of the post-Soviet countries including the collision of different sets of values and lack of conscious value orientations and value systems, lack of individual initiative and personal responsibility, low level of participation in public domain, tendency towards non-transparent decision making, culture of complaint, climate of mistrust, increasing uncertainty and pessimism. In the section of results we had elaborated and discussed the hypothesis that these features affect the image and treatment of the historic built environment and especially of historic urban centers. Further we distinguish three dimensions – features of urban space, governance structures, and social milieu – and, based on literature and Lithuanian experience, distinguish what features of these dimensions and how make it easier or inhibit the urban regeneration. In the concluding sections we outline the basic findings and further research proposals and present the summary matrix of strengths, weaknesses, opportunities, and threats of urban regeneration in the context of post-Soviet transformation. The matrix could be useful both for the future research and for the decision making in practice of city center regeneration. From the preset outcomes of our research, we conclude that social and institutional context is crucial in the city center regeneration and in heritage preservation in general and the ideas and principles widespread in Western Europe and the United States cannot be directly and straightforwardly imported into the context of post-Soviet transformation.