Purpose: There is a small but growing body of research on the role of psychopathy in juvenile sex offending. This can be contrasted with a larger and growing body of research examining the presence and prevalence of psychopathy on the development of serious and violent offending behavior among youth more generally. Currently, it remains unclear as to whether JSO may represent specific subgroups of JNSO, particularly in terms of psychopathic personality disturbances. Methods: The current study examined the dimensions and prevalence of psychopathy using the Psychopathy Checklist: Youth Version (PCL: YV) in a sample of serious and violent incarcerated youth. Results: The findings indicated that JSO had a significantly higher prevalence of psychopathy compared to violent, non-violent and chronic JNSO in the sample. In addition, there were important similarities and differences across the dimensions of the PCL: YV between JSO compared to specific subgroups of chronic and violent JNSO. Conclusions: Taken together, psychopathic personality disturbances appear to distinguish antisocial JSO from serious and violent JNSO.