This study explored the mediating role of sleep in the relationship between personality traits and depressive symptoms in a group of community-dwelling men and women (Mage = 57.92, SD = 4.00). Participants completed the short form NEO Five Factor Inventory (NEO-FFI), Pittsburgh Sleep Quality Index (PSQI), and the Center for Epidemiologic Studies Depression Scale (CES-D). High neuroticism and low conscientiousness was associated with poor sleep, as well as greater depressive symptom severity. Partial indirect mediation effects were found between personality traits (i.e., neuroticism and conscientiousness) and depressive symptoms through self-report sleep measures. An alternative model was also explored, entering depression as the mediator; however a smaller portion of the variance was explained by this model, compared with the hypothesized model. The current study provides preliminary information regarding the mechanisms that influence the relationship between personality traits, sleep, and depression among a group of community-dwelling middle-aged adults. Implications and future directions are discussed.