Of course, if you want one, it's Classic by definition...
I have a Belgian-mfg Hi-power, a Series-70 Gold Cup, a Model 27, and a Colt Diamonback 4" .22 that altogether would fall into YOUR definition. All of these were acquired in the late '70's -- they are all excellent guns.
What I messed up on was not buying some of my childhood favorites at the same time when they were pretty cheap -- like Colt and Savage pocket pistols, Triple-Lock smiths, Wather PP in .22, etc.
As I had mentioned in another thread, there are some good deals right now in retired/trade-in copgun K-frame Smiths; I would regard many of these, like the .38 Combat Masterpieces, or the occasional odd 3" J-frame in .32, as really interesting guns for a reasonable price. Same goes for the free-standing ejector rod versions by Colt (Police Positive, Dick Special, the old original Cobra, etc.) These remind me of the old B&W hard-boiled detective movies where men were men -- no filters on the smokes, straight whiskey, in charge of the dames -- but they "threw" the bullets out of their old Colts, and had absolutely no use for the sights. (Oh well: at least they didn't hold their pieces in gangsta pose!!)
I passed up an Airweight recently, and won't do that again. I am also really interested in some of the smaller-frame Colt and S&W .32s, and a Walther PP/PPK or Mauser HSc in .32. Everyone I've ever met rolls his eyes when I say this, but, aside from rusty heaps or clearly defective pieces, I've never shot a major manufacturer .32 that didn't surprise me with its accuracy.
Don't forget the Commie classics, either. I am awaiting a decent Russian Tokarev, which aren't cheap anymore, but there are some ChoCom versions knocking around. Czech52 and Makarovs are interesting as well.