Whilst I'm a big fan of Pre-Trans Barlings, in particular Pre-War, as well as '20's and '30's Dunhill shells, amongst other money pits, I'll happily submit that there are wonderful pipes which will deliver as good a smoke at a fraction of the mazoolah. You may not get hand carving, unique design, or drop dead gorgeous grain, but those don't affect the smoking performance.
Kaywoodies are spectacular, especially the early '30's pipes, which were high grades and just about ruled the known world at that time. Definitely one of the best values in estates.
Bjarne are very, very good. Ehrlichs are excellent pipes, as good as anything I've smoked at a fraction of the cost. I don't know if Bertrams were mentioned here, but they are amongst the best that the US has ever turned out. Brebbias are great!
So admire those pipes costing hundreds or thousands of dollars, and get just as good a smoke for dozens of dollars instead.