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I'm in the market too and have wondered the same thing. After 15 or 20 years I don't think low mileage cars are worth a big premium. Some things just deteriorate from time and sitting and may not have been replaced yet. I'd be more interested in seeing evidence that an enthusiast willing to maintain the car had owned it.
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'58 356A coupe, just a driver
'00 Boxster S fair weather - daily driver
'11 Jeep Grand Cherokee Limited - winter daily driver
'92 F250 - junk hauler; previous Porsches '95 993;'08 Cayman S;'70 911E
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