Here's my 2 cents....
That '63 LeMans does nothing for me. The styling is bland, the engine is bland, the whole package, aside from the drop top, screams bland. I don't see much upside in it now or in the future.
I do watch many auction shows on tv. Barrett Jackson, Mecum, etc... I was a bit stunned at how cheap some cars were recently. Some cars will always command top dollar, but a '63 LeMans with a 4 cylinder...? I don't see it.
If you want to buy it and then put a 400 in it to make it a sleeper/fun car, then I say go for it. But if you'd rather have a C3 'vette instead, I think there's more upside there. In my opinion, the C3's are the sexiest 'vettes ever.