IMHO, the best Ferrari of modern vintage is the 550/575. I am absolutely buying a 550 as soon as I find the right one, (the wait is killing me) as far as a 512 TR or a 355 goes. The 512 is bigger and faster, more expensive to repair and harder to get in and out of if you are tall. The 355 is smaller, much more agile and a bit easier to drive, or at least drive well, as it is a bit more forgiving of mistakes. The 360 is a better car to drive than the 355 if you can afford the extra $$$$ but the 355 is a good buy right now. Drive them both, more than once if you can and then decide, or if that becomes too difficult, as previously mentioned, buy them both.