In this study, the author examines the patterns of leaving home in a sample of 93 participants and their parents. The quality of parent-child relationships, psychological symptomatology in adolescence and young adulthood, and attachment representation were assessed longitudinally from mid-adolescence to young adulthood. Attachment representation, adolescent autonomy, and parent-adolescent conflict were found to be important predictors of the timing of leaving home. In-time leavers were more securely attached and had been granted high autonomy during adolescence, compared with participants who had left home later or had returned to reside in the family home. Young adults with nonnormative leaving home patterns also showed higher percentages of insecure attachment representations and lower percentages of involvement with a romantic partner. Participants residing with their parents were, according to their parents' perceptions, less psychologically healthy.