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Totally agree with Perfectlap.
I love the 986/987 Boxsters, but the post '97-ish watercooled cars will never retain their value the way earlier cars did (save for anything Mezger-powered) because of the volume of units Porsche pushed.
The air-cooled, up-to-993 values have shot through the roof! I'm kicking myself for not buying up a near-perfect SC I test drove 10 years ago for $11,000! They're up to $20,000 now.
I do think right now is the time to buy a 996 GT3, though. I think it's a ton of car for current values!
__________________
Soon: 986 - I want to go racing!
Current: 957 - PJ (Pepper Junior); 912 - Nina
Past: 981 - Boo (Bixby+two); 987 - Bixby; 955 - Pepper
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