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After owning sports cars with plastic windows for over 25 years, I had to go with an 03 or newer to get the glass rear window. It is a feature that is totally worth paying a little more for.
I drove a few base Boxsters and an S model when I was making my decision. After driving a base and S back to back, I had to have the S because of the acceleration and handling. It is extremely tight handling, but still rides much better compared to other sports cars I was looking at, like BMW Z4's and Honda S2000's. The ride quality of the Boxster was just in another league compared to these other brands and I felt no detriment whatsoever in comfort with the S model compared to the base model.
I've had my 2003 S since 2008 and I've very happy with the choice. So far it has been totally reliable, but I did do the IMS bearing upgrade for the peace of mind.
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Dave S.
2003 Boxster S
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