There could be lot's of pros and cons based on personal preferences, but there's one issue that some find controversial. Four door vs two door. Some people like them and can come up with several rationalizations to justify getting one. Personally I think they're a bad buy from a collector stand point, if you're going to just use it as a beater or semi daily driver, and don't have to put much money into it to have it be safe and dependable, then it's fine. But if you're thinking of it as a "collector" car, and plan on bringing it up to tip top shape (e.g. engine swap, suspension upgrade, paint, upholstery, etc.) then there's no way you can buy it cheap enough to justify the cost. The seller would have to pay you to take it away in order for you to come out on it some day down the road when you eventually sell it. It's plain and simple. All those modifications, upgrades, whatever you want to call it, cost the same whether it's a two or four door, in fact uphostery in a four door could be slightly higher. But when you're done you're stuck with what the marketplace dictates, and that is, two doors are way more popular than four doors, and command a comensurately higher price. And they sell faster to boot. Lot's of people try to rationalize that away but it's reality, check prices. All that being said, there are some cars, mostly old, big, luxury cars that will be acceptable as four doors as it works with the "image" of the car. But shoebox Chev's are too abundant in two door form to fit that profile. Put another way: two doors = cool, four doors = old fuddy duddy.

PS, 28 years ago I drove a '53 Bel Air four door as my daily driver.