If I was closer, I would see if I could out bid Charlie. Not sure what a fair price is but most prices on the internet are rather optimistic. Good luck to you.
Been thinking about this, my answer is all of them are for sale. My brother got Grandpas Winchester so that would be the only one with sentimental value. All the rest are easily replaced with a similar gun if the itch strikes.
I would imagine than if the gun is original then the wear on the stocks would be similar to the wear on the gun. That being said “improving” the stocks would impact the value as a reblue would.
Patience will get you all of them for at least $500 less. None are super rare. Pristine, with the correct box should still be found for significantly less than your friends prices.
I would pass, keep the friend and search elsewhere.