I'm 23 in Toronto and have no money. I work full time in the service industry. I managed to find an old fiberglass folkboat 25. It needs work, and has limited gear and electronics, but the price was right. The previous owners are very nice and took my low offer, because they'd already bought their new alberg 30.
I'm not living on the boat yet but I have given my landlord notice, and will be on the boat come May. My advice, as naive as it may be at this early stage, is JUST DO IT with what you have. These forums have been enormously helpful, as have all the other sailors I've met recently.