i've got a couple of pockets watches that were handed down from both of my grand fathers - i have no clue how old there are. i also have an old lantern from when my one grand father used to work for cn rail (again - no clue how old it is).
of stuff that is "mine" (not handed down) it would probably be this lego set from 1976:
387_main by
bc-chris, on Flickr
for something i personally bought myself - there are other lego sets (likely mid 80s becuz what's a guy supposed to spend his paper route fortune on?!?! ha! ha!). but for something i still currently use that i bought a long time ago - that would be my '89 chevy...
IMG_2649 by
bc-chris, on Flickr