I have a '96 Subaru Outback wagon that I'm getting ready to trade or sell. It has 102k miles, includes some upgrades like 6-disc CD and window tint, plus some Yakima racks that I'd consider including. It is pretty clean, but there as with any car of that age there are a few mechanical glitches. I've had it for four-1/2 years and 71,000 miles, and if I wanted to put a little into some upkeep I might keep it, but my time is tight these days and I want something newer.
Here's the Kelly Blue Book report on it. Private party price is $4430, but for an easy sale and to keep it in the STR family instead of putting money in a dealer's pocket, I'd consider taking less. You might also be ready to move a little quicker than me, but maybe ... ?
