$2000 is what, a 12 ga? Downsize a gauge or two and the price goes up pretty hard. The goofy little .410s are for the most part $5000 items nowadays.
Maybe its because it's late and I'm tired, but I kind of lump them in with all the other A&D guns, e.g. Beretta, RBL, SKB, Browning - all reliable and durable. It boils down to the level of fit and finish you want, and how crisply one or the other brands rings your bell.
Winchesters may be the best finished of the lot. I have a Classic that I've shot quite a bit. I wish the wrist and comb weren't so doggone high; kind of awkward that way. More than one person may say that the single triggers are a little finicky in that they don't tolerate dirt and gunk well.
