>>1842370craigslist. And generally a "clipper" is a massive square rigged ship, so no you can't get one of those for cheap. The boat in your picture looks to be a Gaff rig.
You can buy a Gaff rig, but the by far most common sail rig now is either the masthead or or fractional (depending if the Jib goes to the top of the mast or only partway up the mast) sloop. The reason is that they are generally considered the fastest upwind rig, and easiest to sail. There are also Cutters (a bowsprit and multiple headsails), Ketches (a main mast and aft mast) and numerous other types. But for most sailing vessels you'll see a Sloop rig.
I have purchased all my boats off of either Craigslist, or from fliers at a local marina...
Once you get past dinghies, what your boat looks like is a very broad question, some like my Cape Dory have full keels, quite a bit of shear, and lovely overhangs, a modern racer/cruiser will have a fin keel, narrower beam, and a more modern appearance.
The absolute best thing you can do if you want to get into boating is go to a marina and look at sailboats. If you see someone working on their boat, ask them about it. Sailors are usually more than happy to show off their boats, especially to an aspiring sailor.
My Cape Dory looks like this:
>>1814978>>1834575>>1821481My Catalina 22 (a fantastic starter boat) looks like this. If you're in Ohio its actually for sale.