Most of my heirlooms came from my grandfathers, both of who were career military men from WWII to post-Vietnam. They include, a bringback 1918 Erfurt Luger, which was most likely used by German Police during WWII. Good shape, all matching except the magazine.
Also a Savage M720, a WWII contract build Browning Auto-5. It had its barrel chopped, Cutts compensator added, and was used for bird hunting for many years by my granpa, uncle, and father. At some point it was put away wet (noone will admit who did it) and the finish destroyed. When I got it, I had it reblued and some minor repairs done by a smith who specializes in antique firearms restorations. I'm sure it has no value, but it is a cherished heirloom and I still use it for clays and dove hunting.
Also have my dad's Marlin 39A takedown .22LR, and my mom's savage stevens falling block single-shot .22. That little single shot is the perfect gun to start new shooters on.
I'm also getting ready to marry the only child of a man who's gun collection boggles the mind, and for some reason he seems to like me, so maybe there will be a few more added over the years. Last christmas he gave me one of his "extra" 1848 colt pocket model.