2005 Outback XT
I am a little torn between the 08-09 and my 2005. Very little difference, thus my problem.2008-2009
I think they're the best looking, they're the last years available with the turbo 4, last years of the enormous sunroof, last years that they look more like a wagon than a crossover, still have the gorgeous electroluminescent gauges that power on self test (the 3.0R and XT anyway), etc.
Maybe I'm slightly biased! I wanted an 08-09 when I bought my 2004, but couldn't afford one. I just recently got my 2008 and absolutely love it.