Legacy estate has more interior space for luggage, and is far more comfortable/better handling on long drives...but I am biased
Serial Legacy owner here too.
Outback 2006 2.5, 120k, 7 years ownership Spec B 3.0, 2007, 130k, 3 months ownership
Love the both, super reliable, capable and understated.
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@mi7rennie started
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Legacy estate has more interior space for luggage, and is far more comfortable/better handling on long drives...but I am biased