While the entry fees for the cars are very similar the 964 at $70k should be a prestine example with maintenance up to date. The 355 may still need a timing belt which is minimum $15K. Porsche parts aren’t cheap but Ferrari parts make your eyes water in comparison. I seriously debated a 355 before buying the 964 and after doing a bunch of research on maintenance costs I came to the realization that the price of entry is reasonable but the maintenance cost and the need to use a Ferrari tech that is well know in the industry killed the idea for me. I like to drive my cars and I can’t stomach the high service costs each year.

$15K for a timing belt? I’ve had timing belts done on my past/present F cars. The 355 belts were between $6k-$10K. The higher bill had some extra while-in-there items done; I also follow a 5-7 year timing belt interval with no issues.

I no longer own a 964 (had a C4 and a C2), but still have my 355. For the money vs driving experience relationship, my vote goes to the 355. To get a comparable 355 driving experience with a Porsche, I’d look for an early 911S/RS or a GT3.

👍👍. Agree. Like you, I also consider myself a 911 guy and have been fortunate enough to own a few and race a couple. Your perfect garage consists of cars I’ve owned (or still own) except for the 993 C4S. While I like 993 aesthetics, I prefer the driving experience of 964s; I could see how Singer uses 964s as its base and then backdate to early 911 looks.

Recently, I picked up a 996TT. I considered 964 and 996TT ownership at the same time. In the end, the 996TT (with its direct motorsport heritage 911GT1 engine) is an amazing value at its current price range...just like F355’s value relative to its driving experience.