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Since it is your intention to keep the Boxster forever I think you should definately go new. First of all if you get the 07 'S' model you will get the bigger 3.4 liter engine (295hp). Also, you shouldn't be worried as much about depreciation if you never plan to resell the car.
But most importantly, if you buy new you can get exactly what you want. Don't compromise and you will never regret your purchase.
You will love the Boxster it is a wonderful car. Also, get involved in the Porsche community, join your local PCA - you will meet great people with a common interest.
Good Luck!
If you do order, there are a number of posts regarding what are the best options to get, I would look at those.
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05 987 S SOLD
Arctic Silver
Bose/Xenon
05 Touareg V8
Black
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