What's your price range? I much prefer the next generation body style (03+, I think) for the Forester, but obviously that's a personal preference.
The Forester is built on the Impreza chassis; I think the earlier Outbacks were built on the Legacy platform (bigger) but I could be wrong.
My price range is around $4k but I would be willing to go $5k for a nice clean example.
Here are the cars I'm considering:
2001 Outback Limited - 159k miles, needs a catalytic converter, small oil leak but not enough to drip onto garage floor, local car, asking $4000
2001 Forester L - 109k miles, looks very clean from the pics on Ebay, dealer isn't sure if the head gasket has ever been changed but says it runs like a top, located in New York so shipping would be ~$700, asking $4300
1998 Forester S - 109k miles, owned by ASE Master mechanic who put a long list of new parts on it (new Headgaskets, intake manifold gaskets, valve cover gaskets, exhaust manifold gaskets, crankshaft seal, oil pump resealed with new o-ring, camshaft seals, oil separator plate, timing belt, timing belt tensioner, center timing belt cover, alternator and a/c
drive belts, spark plugs, spark plug wires, upper and lower radiator hoses and clamps, water pump and thermostat, both front inner axle CV boots,
fuel tank filler neck, front wiper blades), rust on passenger rear wheel well, interior has a few missing or broken pieces, located in IL so shipping would be ~$500, asking $3700 but is negotiable.
Unfortunately there really aren't many Subarus around the Kansas City area. I'd like to see the car first but I may be stuck buying it over the internet. The '98 sounds like it would require the least amount of maintenance costs but it's the oldest and has more cosmetic issues.
Thoughts?