,There are a multitude of opinions as to what is best in old cars. A dead stock '36 Ford would appeal to the purists, however a '36 that has had some upgrades like hydraulic brakes, '37-40 steering and a 59 AB engine with a Columbia OD, would appeal to a larger group because the car is more useful for general transportation.
The addition of a late model V8, SBC or Ford 289-302-351W with AT, PS, AC, and after market running gear from TCI, Fatman, etc.. would have a greater appeal to the younger and/or more performance minded car guys. Cars that have been modified using front/rear suspension from late model cars. i.e. Camaro's, Mustangs, Gremlins, etc. generally are accidents looking for a place to happen.
When it comes to the body you are entering an area that is the most important part of the whole deal.. The majority of old car bodies are pure junk as a result of rust out to the floor pan, quarter panels, etc.. The methods used to repair the rusted out areas vary greatly from pieces of wood, burlap bags, window screen and bondo, which are then covered over with roofing tar/under-seal and/or paint.... Primer is generally the coating that covers up the greatest amount of sins that a body may have.
If you are considering the purchase of an old car and you are not well versed in what to look for, engage the services of someone that does know.
In the terms of desirability, the '32, 34, 36, & 40 are generally the most desirable pre war cars, however, anyone that has a '33, 35, 37-38 would disagree with that statement.