Social disorganization theory argues that disadvantaged neighborhoods will have less cohesion and control, and therefore will be less conducive to effective parental monitoring. This study aims to test these relationships using four waves of the Pitt Mother and Child Project (ages 11, 12, 15, and 17). The sample consists of 185 low-income males and their parents, 56.44% of whom identify as White, and 34.67% of whom identify African American. Crossed-lagged path models were estimated and the indirect effect of neighborhood disadvantage on parental monitoring through neighborhood cohesion and control was estimated. Separate models were estimated for parental and adolescent perceptions of parental monitoring. The results demonstrate a positive relationship between parental perception of neighborhood social cohesion and parental monitoring, and a negative relationship found between parental perceptions of neighborhood social control and parental monitoring in both models. The findings of this study suggests that neighborhoods may be an important target for interventions that are aiming to improve parental monitoring and ultimately adolescent outcomes.