200 wine to drink now

As something fun to do, my friends and I have discussed pooling our money on occasion to obtain and drink something like a Bordeaux first growth, a Burgundy grand cru, a Penfolds Grange, 1963 or 1977 Vintage Port, etc. We all love wine, but currently our financial situations do not warrant purchasing these things on our own really, or at least, very infrequently. $50 seems to be the upper limit for most of us, and I've been known to splurge around in the $100 range on occasion, but for wines meant to be shared, why not pool our resources for a truly great bottle?

In order to turn such tasting events into a more frequent thing, we'd like to start going in on them together, and then cooking a nice meal to go with it. Recent discussions on what to buy first have centered on the fact that hardly any $200 bottles are enjoyable upon release. Of course, we can get older bottles through various channels, but that can be difficult up here in Maine. The few stores in Portland (Maine) that stock great wines from great, historic vintages keep them at warm, retail storage for months on end.

If you had to select a bottle in this range to drink more or less immediately, what would you choose? Or is finding a recent vintage ready to drink not worth the effort? Should we just go straight to the "used" market, so to speak, and search out properly aged bottles?

In that realm, what are some suggestions for circa $200 bottles to drink? Note: we're pretty big Bordeaux-Barolo-Super Tuscan type drinkers. We'd all also love to try Penfolds Grange sometime.

Thanks in advance, - Chris