I'd limit your search to 2011-on, or at least 2008-on.
I bought my 2011 just this past spring. The newer 6-cylinder is quite nice, and the XC90 is quite the comfy lux-o-barge. That said, I wouldn't recommend these cars to anyone not turning their own wrenches. The 150K mile service is spendy. From a DIY point of view, I'm liking mine.
I really wanted a mid-2000's Highlander, but the XC90 was a relative bargain: No one wants a big Euro car in Ohio.
-Ryan
1987 245
1989 245 GL
1991 745 Dog Waggin' 2.0
1995 945 Turbo
2011 XC90 3.2L AWD
2016 Fiat 500X Pop - Wife-mobile
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