will a much higher MSRP and unique configured 296 hold its value better than a run of the mill 296
No. We have a used top spec 296 at our dealer AF pack, carbon wheels, matte paint, AF painted stripe, every single carbon option inside and out, carbon seats + harness. I think it's a $550K spec. No one is even interested to buy at $400K.
My guess is that the higher MSRP will sell for a higher price, but that does not mean it lost less money. Actually, there are a few options that make sale easier (so that a bare car would be difficult to sell) but that's not leading to a high MSRP.
You either love or hate AF , the colour of the car is also very personal , this can drive saleability.