In recent years researchers give particular emphasis on understanding the practices of successful school leadership in different school contexts. In this paper, I will study successful leadership in urban primary schools of Cyprus from a multiperspective approach. Due to the lack of reliable hard data on schools’ outcomes and on school heads in Cypriot educational system, in the first part of the study I will investigate the views of inspectors about successful leadership in schools; their suggestions about successful heads are significant for this research sample. After that, 10 multiperspective case studies of successful heads in urban primary schools are developed in a variety of school context. The selection of the sample was based on certain criteria: school size, socioeconomic background of parents, the experience of heads and their gender. The success of each of the head has been understood through the perceptions of assistant heads, teachers, parents and children of each school. The initial results of the data analysis seem to relate to the findings of some other international studies on successful leadership