All those are factors, but in the end, unless one collects as an investment, not so important as the pleasure and joy of having a thing that one finds attractive. Nothing is so rare as my grandfather's hammer; there is only one in the world.
I have a lot of hammers. The one that was most expensive is a blacksmith made claw hammer that I needed for living history at Sutter's Fort. I think I paid $35 for it. Others are varied. There's another pre-adze eye claw that looks beat up, and the handle is really chewed. One day it was the closest to hand and I picked it up and went to work. Despite its looks, it's a good, working hammer. Not especially rare, not great looking condition, and since I bought it for a couple of bucks, apparently not terribly desirable. Having used it, though, I won't part with it.
I like tools with a work history. I had the rare opportunity to pick up and handle a few of James Marshall's personal tools. The plane was worn, and clearly showed where he placed his hands when he used it. Now that one has an expensive history, but I have other tools in much the same condition, tools that show how somebody used them long ago. I really like that quality in an old tool.
I certainly appreciate a NOS tool in its original box, but honestly, I'd rather have one that has been used, that has done its job. That's more valuable to me. I like, too, tools that need some work to be returned to service. I learn a lot from them.
Using old tools teaches me about the people who used them and the work they did. You can assign a value to that, but I don't think it has a price.