I've never bought a new car in my life and never intend to.
My current daily is a 1992 Subaru Loyale that I bought for $450. It has selectable 4x4, gets amazing mileage on the highway (>35mpg) and has lived through many Yukon winters. It starts nicely even below -40C/F. Being a wagon it's an awesome road-trip car and the roof racks often have something on them.
It has a few clunks and rattles, and when something major dies I'll ditch it, but at this point I've driven it over 50,000 kms so it owes me nothing.
Also in 2007 I bought a 7 year old Jeep Wrangler for $6,250. I then drove it 65,000kms (40k miles) from Alaska to Argentina and never had a single mechanical problem. I sold it after the drive for $5k, so it only "cost" me $1,250.