One difficulty I see with this question is what exactly is an old car? It seems like it's one of those labels that could have a bunch of definitions... Even for the same person. At times, I can see calling a 10 year old car old...but it's not the same old as a 1960 car.
This said...most of the cars I've owned have been "newer old." I have owned--exactly twice--a car with less than 100,000 miles, but in both cases it was barely under 100K. I have gotten at least one car with over 300K miles at the time of purchase (although the drive train wasn't original & untouched). The newest car was 8 years old (one of the
What made these cars attractive was, frankly, the cost.
Although I have to admit...I wish I could have something a little less worn someday... Many of my cars have been entirely local puddle hoppers, but it would be nice to have something I can drive across the state without thinking about... Indeed, I've been without a car for some months now, and I was talking a woman I know about it. I commented how I'd like something I could do wild and crazy things with...like driving to a nearby city (which has attractions like Trader Joe's).
I like cars that are much older for history and styling. Although I doubt I'd want one as daily driver...unless I wasn't driving it much. Strangely, perhaps, it isn't the safety argument others have, but more a consideration of liking more modern suspensions ability to keep the car reasonably stable going through curves.