Living alone is a risk factor for depressive symptoms among older gay men. It is likely this relationship strengthens as gay men age, due to social isolation and fewer family supports. This study investigated whether the relationship between living alone and depressive symptoms was moderated by age among older gay men. A community sample of 270 Australian gay men aged 60 to 91 years (M = 68.81, SD = 8.69) completed the Center for Epidemiologic Studies-Depression Scale. Results supported the moderation model. The Johnson-Neyman analysis indicated that living alone was associated with depressive symptoms among gay men aged older than 66.28 years. Results imply that gay men older aged in their mid-sixties and older who live alone are at increased risk of depressive symptoms, and are a group of men that need targeted interventions to reduce depressive symptoms.