Much like CDs and DVDs, the inflated value of anything digital may well fall off a ledge once it's been reproduced (by re-release or ripping.) Scarcity is not an issue when something can be replicated perfectly an infinite number of times. There's still room for the physical product collection industry, but collecting in general has become a dying fad in our socially connected world, so much of what we value is now digital and so many things are advertised as "collectible" that only so much can really be valuable in the market.
Plus, who cares? Unless you sell your collection, its value is what you make of it. I have things I paid a good deal of money for that aren't worth crap to anybody but me; I have things I wouldn't sell to anybody despite having bought them for a buck.
But just on the OP's final point about superior reproductions, quantitatively you can look at all the bulletpoints of improvements and say "everything is better," but there are qualities about the original version that have value if you care. The HD remake of Medal of Honor Frontline didn't appeal to me at all because it ran well, the choppy framerate of the original (which is hard to go back to anyway, but I did once to see what it was like back when it was one of the most impressive immersions into an experience I had had on a console) made it feel more like the uneven shutter effect of Saving Private Ryan. (To that point, there are worries that the Shadow of the Colossus remake will be too good and lose the grandeur that the PS2 was visibly struggling to create.) And don't forget that most of these remakes are being made by outside developers - secondary directors are making choices for good or bad on works long after the original director went gold with his work. Remakes change little details, lose graphics or sounds no longer legally publishable, fix exploits, use different controllers and generally make for a different experience. Even simple up-rezing changes things because it illuminates the flaws of the work that get glazed over in SD. Putting a disc or cartridge into a drive can be emotional to some, and some people enjoy the smell of a manual. It gets weird if you explore the details too much.The point is, if you are a connoisseur of experiences, the original holds distinct (tangible or not) value that a copy can never replicate.