Should I tell my crush how I feel?

Maya
I like this boy and he's going to college soon. He lives across the street from me and we went to the same school. My friends have tried to help me build up confidence to tell him how I feel but I'm afraid it'll be weird and awkward. So I just wanna know should I tell him before he leaves and it's too late or tell him now. Someone help my anxiety is through the roof.