What's the oldest tool you have ?
I have my Great Grandfathers tool boxes, both date to the late 1800s, the smaller box was restored by my grandfather in the 80s.
Most all the tools in both boxes are the original tools from that era, my grandfather may have added a few.
As for as tools in my box, I have stuff back to the 50s (and maybe earlier) that belong to my grandfather. Nothing that stands out as being old.
Alan