Background: African American youth in urban centers often reside in poorly resourced communities and face structural disadvantage, which can result in higher rates of poor behavioral health factors such as mental health problems, juvenile justice system involvement, substance use, risky sex and lower school engagement. While parental monitoring has been shown to be protective with regards to these risk factors, less understood are the effects of parental warmth in conjunction with monitoring. Objective: This study examined whether parental monitoring and warmth had a main or mediated relationship to behavioral health factors among low income African American youth. Method: African American youth (n = 638) completed self-administered questionnaires on parenting factors (i.e., monitoring and warmth), mental health, juvenile justice system involvement, substance use, school engagement, and sexual risk behaviors. Results: Participants reported higher mean parental monitoring versus warmth. Parental monitoring was correlated with lower substance use, delinquency, unsafe sex and higher school engagement. Higher parental warmth in contrast was uniquely correlated with better youth mental health but also higher rates of alcohol, cigarette and marijuana use. Conclusions: Monitoring their youth at high levels appears to be a common and effective strategy by parents in poorly resourced communities and was associated with lower behavioral health risks. By contrast, parental warmth had both positive and negative associations with behavioral health, suggesting that more research is needed to clarify the circumstances within which parental warmth may be protective or not.