The present study tested for mediators of the relation between neighborhood risk characteristics and internalizing and externalizing symptoms in a sample of 1,120 low-income urban adolescents. Results indicate that a composite of census tract variables predicted both internalizing and externalizing symptoms in this sample. Stressful life events and exposure to violence mediated the relation between neighborhood risk and aggression, delinquency, and somatic symptoms. Gender and age were examined as moderators of these mediational pathways. Results of moderated mediation analyses revealed that both gender and age moderated the pathways between stressors and somatic complaints and between exposure to violence and somatic complaints. Implications for intervention and areas for future research are discussed.