I like your views about money and success. Its never the answer to finding contentment. It is enjoying what you do and it sounds like you know what you want (live off the earth, Bohemian culture etc.) But may not be a possibility which causes your depression and feeling apathetic. My older son struggles with similar issues, as in, he feels that the courses he takes are not interesting enough anymore to hold his attention long enough to complete them.
I'm sorry you feel as though you are being belittled. Depression is serious. Knowing what you want isn't always enough. I wish I had more help but I hope someone with more insight comes along soon to help.