This study assessed the applicability of the Psychopathy Checklist: Youth Version in a sample of teenagers confined in socio-educational institutions. Using an Item Response Theory approach, item properties of this instrument were reviewed using the generalized partial credit model. Eight of the original twenty items of the original instrument were discarded due to low discrimination parameters. As expected, the most discriminating items in the assessment of psychiatric traits were those which affective characteristics are more typical in the description of psychopathic traits, and their larger variability among juveniles is reflected in the checklist’s answers. Item anchoring, in turn, determined five anchor levels. Conclusions based on the results are twofold: (a) a shorter version of this measure can offer the same level of information obtained from the full instrument and (b) the measure provides more information on average latent trait levels and is inadequate for clinical use.