I bought my 570 with ~1000 miles, 8 months old for $60K off MSRP. I've had it 7 months and it has been bullet proof. It has a pretty rare 'track pack' option and I was just going through cars.com and there were only 3 available and all were asking quite a bit more than I paid (which was nice).
Insurance: Full coverage..... $1600/yr.
I couldn't imagine wanting any of your other choices. The only 458 I would want is the Speciale.
Ferrari F40, Challenge Stradale, TR, 348, Mondial, 308
McLaren 570 S 'Track Pack'