Honestly, I wouldn't get a dedicated box yet, if I were you. There's no reason to move off virtual hosting unless you're really starting to get stretch marks from growing too fast. I recently moved a bunch of domains from virtual to dedicated, but not before I was pushing 500GB/mo and the server I was on was getting way overloaded by lots of fools with tools, running lots of MySQL db's hogging the server.
So, unless the server you're on is overloaded or you're really starting to push enough BW in order for a dedicated to be cheaper per GB, I see no reason for you to move. As for how much room you have to grow on a virtual, any host worth its name will help you upgrade your plan on pretty short notice, in case you need it.
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