This work approaches the urban segregation theme through the study of the relationship between Cruzada São Sebastião, a housing project built over 50 years in order to shelter families which had lived in favelas, and Leblon, the neighborhood in which it takes place, mostly occupied by medium and higher classes’ groups. The research had focused on the analyses of five interpreters, which have their own specific perspectives, from inside and outside the housing project, trying to comprehend their particular ways of reading the relationship between those spaces in question. The hypothesis was that there are tensions originated from a constant reanimated and revived urban frontier established between Cruzada São Sebastião and Leblon, through the strength of stereotypes and territorial stigma relegated to Cruzada. Our intention, therefore, was to contribute for the urban segregation processes debate.