Prior research has established that a portion of depressive symptoms in adolescents is predicted by parenting behaviors. The purpose of this study was to identify the moderating role of hope on the relationship between two parenting variables (warmth and psychological control) and adolescent depressive symptoms. Participants included 459 adolescents ages 13 to 14 years and their families from waves 3 and 4 of the Flourishing Families Project. Path analysis was utilized to answer the proposed hypotheses and research questions. Multiple group analysis was utilized to determine if results were different for boys and girls. Significant results indicated that in low-hope girls, depressive symptoms increased as maternal warmth increased but decreased as paternal warmth increased. Mother’s psychological control had a minimal effect on child’s depressive symptoms in high-hope children. Father’s psychological control predicted an increase in depressive symptoms in high-hope children. Findings suggest that father’s warmth is particularly important for low-hope girls, maternal warmth may have inadvertent negative effects among low-hope girls, and paternal psychological control is of notable concern for high-hope children. These parenting behaviors as well as hope and depressive symptoms should be assessed for and addressed in clinical practice with parents and adolescent children.