Therein lies the problem. You're taking an old car with 300k miles on it, and comparing it to another old car with 155k miles on it. Not exactly a good set up for a scientific finding, or drawing a valid conclusion. Way too many variables on what is wrong, or fixed with non-OEM parts, etc by that stage in the cars' lives.
Bottom line is they're both w-bodies, which means they were built on the same platform. They have the same motor, trans and supercharger, and weigh about the same. When new, they turned out about the same times in the 1/4 mile. As for cornering, the Regals sit slightly higher, but that's because they got variable rate springs all the way around (GPs got fronts only), and a strut tower bar from the factory, so if anything, that should offset any disadvantages.
And the only reason I can think of that the GP would feel roomier in the back than the Regal is because the seats were thicker/better on the Regals, which may take up a few more inches against the knees compared to the cardboard wrapped in pleather that is the GP seats. I'd gladly trade off the loss for the far greater comfort.