Good deals are out there.
My 00 S cost me $16.5k a year ago. It had 92k miles on the chassis and 23k on a new engine (a 2005 reman from Porsche). I drove a dozen cars before buying this one.
Some of the ones I drove had less than 25k miles and felt like crap -- tranny didn't shift well, suspension was tired, interior dirty and worn. The best feeling car (the one I bought) -- it was/is peppy, smooth shifting, and cosmetically near perfect -- had the most miles by far but it had been babied its whole time with the original owner.
Don't let high miles scare you... you may be surprised at how good a high mileage car can be and you can use those miles to negotiate a very fair price.
Good luck, be patient, and you are picking the perfect time to be in the market for a luxury item like a Boxster. With enough patience, the approaching winter, and further economic weakness, you should have no problem picking up a very nice S for around $15k.
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-- John
'00 Boxster S
'86 911 Carrera Coupe (Sold)
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