250 SWB. Favourite Ferrari and favourite car.
250 Lusso would be my second favourite Ferrari.
Both are out of my reach, and of all the Ferraris I could possibly afford, I can't see past the Boxer in my garage. I love it and as my appreciation and knowledge of Ferraris improves, my opinion is further cemented- ie in buying the Boxer first I completely fluked it.
Of more modern cars, I would pick the 550 which will, in some measure at least, reach classic status.
Of the current cars, the 458 is my favourite. To me it just seems like a finer thing than F12, FF etc.
I think anything after the 1990s may have too much technology on board and too many "replace rather than repair" critical components to be classics, However that makes me sound like an old fart and I am sure every generation of owner says something similar!
Ferraris : 1990 Testarossa, 2000 550 Maranello
Others : 1967 E-Type S1 FHC, 1972 S1 XJ6, 1972 Maserati Ghibli SS, 2006 Ford GT, 2001 Mini Cooper Sport 465/500
Past : 1980 512BB, 1994 348 spider, 1989 300 SL, TVR Griffith, TVR Tuscan, Lotus Elise, 996 Turbo, Cayenne GTS