We have an oak tree on our lot that was there when we built the house in 1996. I don't recall it having ever produced many acorns, though. The arborists we've used have never agreed on what type of oak it is, the most common identification is chinkapin.
We planted two chestnut trees in the front yard a few years, they haven't started producing nuts yet, though I've seen catkins in the spring twice. (One of them is not doing as well, and it takes two healthy trees to cross-pollinate and produce nuts, I may wind up replacing that tree.)