Your market not these guys, looking for "you ****" Garage Journal deal. Your market guys want tools work, alternative buying HF new. Or old guys longing for quality Craftsman tools from days gone by. They pay much better than $35 or $50.
Yes, those may have sold on sale for $99; but in case haven't heard, Sears went out of tools business years ago, and you can't get McDonalds burger, fries, drink for $1.29 anymore. No comparable $99 toolbox available today. I could post stories of buying similar boxes $50, $30, $60 in past year; but I bought for that, resold much, much more.
If has decent tools, as nice condition it looks, should easily bring $200. Probably wouldn't bring $400. Need detail pictures of tools inside to guess better. I've sold several cheap boxes, not as good condition as this one, for $75 to $250 in past year, no tools in them. ycgoat right, to sell tools, clean them up and organize. Might do a lot better selling boxes for $100 to $150 and selling tools separately.