How far am I willing to go? Well, similar to your NES Classic example, I saw Capcom was re-releasing the 1990's nostalgia-fueled special edition of Street Fighter II: The World Warrior on the SNES Classic. It's an actual, working Super Nintendo cartridge (that may or may not catch fire and burn my house down). There are two variants of this cartridge: one in "Opaque Ryu Headband Red" and the other in "Glow in the Dark Blanka Green." The glowing cart is translucent in addition to luminescent. The red version is limited to 4,500 copies, while the glow in the dark variant is limited to just 1,000. And they're randomly inserted into the packages, too, so buying one is a bit of a roll of the dice.
So, I'm a huge Blanka fan and MUST HAVE THAT GREEN LIMITED cartridge. I dropped $100 on it and now praying I get randomly selected of the 1,000 to get it. If I don't, I would imagine I would do anything to get it.