Just to let you know, cars on eBay Motors are generally more expensive than those found in local classifieds.
http://motors.listings.ebay.com/Cars-Trucks_W0QQfasiZ1QQfromZR4QQfsooZ1QQfsopZ3QQsacatZ6001QQsascsZ2QQsbrbinZtQQsbrsrtZlQQsocmdZListingItemList
Bookmark the forgoing link. It has all the cars on ebay for sale in order of cheapest to the most expensive. Look on the left side, type in your zip code, and you can set a distance to find cars in your area.
Don't use Autotrader.com or Cars.com for used old cars. They always seem to be VERY overpriced, lack information, and I think some of the listings are old and have forgotten to be deleted.
If I were you, I would get a Land Rover, but thats just me. A nice Range Rover Classic (1995 and before) or Discovery 1 would be sick (1994-1998). The Disco II's (1999-2004) and the P38 Range Rovers (1995.5- 2002) are much more electronic, and you know how the British are with there electrics. The DiscoII's have Traction Control, Hill Decent Control, optional air suspension, and Active Cornering Enhancement all of which love to break. The p38 Range Rover's have air suspension that is bound to break- some of the Range Rover classics have the air suspension too. Just look for one that has had the Air Suspension converted to coil springs I ride a 1998 Discovery 1 LSE. I love it to death and wouldn't drive anything else (well, not exactly but you know what I mean). They're pretty safe due to the fact they are built like tanks, slow, pretty plush inside, and capable (esp. the Range Rover Classics). Once you drive a bunch of cars, and then hop in a Rover, you'll see why they are so fun to drive. (ok I'll stop now)
If you want something reliable then look for a honda or toyota- I prefer hondas because they have more character than toyotas, not that honda's aren't bland enough though. If you want something pretty reliable and really cheap to fix, then get something american. A mechanic told me ex grandma cars aren't always the best. They may be cheap and have low milage, but for some reason many he's seen just fall apart after they actually get significant mileage put on them.
Can I ask what your budget is?