In my presentation I shall give an insight into the Estonian experience of post-Soviet transformation from the perspective of the role of ICT in the formation of new national aspirations, self-perceptions and opportunities for people. Estonia is a country which is among the first in post-Communist world clearly indicating e-development as a national strategy for overcoming the legacy of the past and becoming a competitive partner in the new global environment. Estonia today is keeping the leading position among all post-communist countries with the penetration of the Internet and development of private and public e-services, including the first experience of the nationwide access to e-voting in the local elections of 2005. Using original survey data I shall explore how these e-developments are related to political participation, social and cultural divisions in Estonian society.