I expect that a year or two's payments on a new Boxster would exceed the trade-in value of your current Boxster. Were I in your shoes, I'd keep driving the current, out-of-warranty 986. If it holds up for years, you've come out ahead. If it dies in a year, I expect you could sell it as a rolling chassis for as much as you'd get from the dealer on a trade, give or take what you saved in payments.
One important consideration: Is the current Boxster paid for? If so, bank the payments and enjoy the luxury of having the cash in the bank... when something does go wrong, or when you decide you need that Boxster Sypder, you'll have a nice down payment in the bank...
Disclaimer: I'm far too cheap to buy a new Porsche. I'd rather have a 2-year certified pre-owned warranty on a $30K three-year-old car than a longer warranty on a $65K new car. Throwing money at the dealership for no other reason than what-if (i.e. what if my IMS bearing goes bad, what happens if I pop a hole in the block, etc.) isn't my personal preference.
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1999 Carrera 4 • Aero kit • 4" UD Pulley
My Corvette doesn't leak oil... it sweats horsepower.
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