Communism substantially shaped the values and beliefs of those who grew up under its regime. We argue that, after the Soviet Union’s collapse and the rapid transition to democracy and capitalism, many older people in post-communist countries continued to abide by an “ethos of equality” that was part of their socialization. These individuals continue to believe that it is the government’s responsibility to establish social equality; hence, they should evaluate social and political institutions based on the level of inequality that exists in their country. Using the 2016 European Quality of Life Survey, we examined to what extent levels of social inequality moderated the effects of age on social views and personal outcomes in post-communist and non-communist societies. We found that, especially in highly unequal post-communist societies, older individuals were less satisfied with democracy and trusted societal institutions less than their younger counterparts, whereas this was much less likely to be the case in post-communist countries with low inequality. There was no link between age and social views in non-communist societies, regardless of levels of inequality. Other than suggested by some scholars, inequality did not have any implications for evaluations of one’s personal life. The discussion focuses on the implications of our findings and their contributions to current research on social inequality and on the legacy of communism.