I am in the unenviable position of owning 4 vehicles: cars, van, truck.
None have loans, of course, so that is good.
The two which are newest and in the best shape (by far) are with my college-aged children, and I have mentally given those away. I still pay the registration, insurance (yikes!), and taxes. More on that plan at the bottom if you are interested.
Which leaves me with two vehicles for just me:
2003 Chevy Impala, 66K miles
2003 Honda Odyssey, 179K miles
I have almost no commute and will be bicycle commuting to work, so the vehicle are for shopping trips, doctor visits, and long road trips. Mostly they sit in my driveway. I also have access to a full sized pick up truck if I need it, at least for the next year. It seems stupid to keep them both, although there have been times when one was being repaired that it was nice to have the spare. I should sell one, though, if I'm being realistic about it.
Pros and Cons:
Impala, 66K miles
Pros: paint and interior are in excellent shape, comfortable to drive, good for passengers, large trunk, very low mileage for its age
Cons: has cost me quite a bit in repairs over the past year, so even though the mileage is low, I'm questioning the reliability of the brand. Not good for hauling/moving larger stuff. No CD player and radio reception is awful.
Odyssey, 179K miles
Pros: still runs like a top, comfortable to drive, good for hauling/moving large stuff, CD player which I use on long trips, better for trips with the hound
Cons: High mileage, paint looks pretty awful, some minor things are broken and I'm not inclined to repair them (like the sliding doors won't shut right, so you have to bump them shut with your hip, the driver side door lock doesn't work with the key anymore, seat recline handle broke off on one of rear bucket seats, carpets badly stained and with holes, etc.)
Both vehicles seem to get about the same gas mileage, which perhaps a slight edge to the Odyssey, although I haven't tracked that carefully enough to be sure. Both have always had essential maintenance done and have fairly new tires. It's hard to get an accurate Kelley Blue book value on vehicles this old, but as far as I can see it's likely the Impala would sell for at least double due to the lower mileage and appearance.
What would you do? What am I not considering? Do you have either type of vehicle with higher mileage that still works?
Aside on the other two cars: I mentioned, I own two other vehicles that are 4-7 years old. My kids drive those. I will continue to pay the ownership expenses for those until my kids get out of school and hopefully find real jobs. Then I'll sign the titles over to them, which hopefully will minimize the temptation of the stupid "but I'm 22 now!" clown car loan that so many of us got in our early 20's. Hopefully just the shock of having to pay their own insurance will be enough to keep them in the older vehicles for awhile.