From what I have seen an heard during my time with Boxsters, I would actually go for the higher mileage Boxsters as one way to increase the likelihood of an IMS failure seems to be to only drive a low amount of miles per year.
The 2003 Boxster will have the glass rear window, which is a bonus but you have to offset this with say $3000 for a new clutch, RMS and IMS upgrade (I only say new clutch as you should budget for it needing to be replaced at the time you pull it off to get to the IMS and RMS and just be really happy if it turns out it is not needed.)
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2001 Boxster S - 997 GT3 bodykit, Techart Wheels, Air Suspension, 2DIN stereo-GPS-Bluetooth-Reverse numberplate camera, rear speakers, Park assist, PSM, Litronic, Porsche Crests in the headrests, Rebuilt engine-IMS upgrade,Eurocup Boxster matched tube manifolds-twin high-flow cats- twin high flow rear silencers, Short-shift kit.
1999 Boxster - Xenon dip, Main and fog, Park assist, stereo-GPS-Bluetooth, rear speakers, sub-woofer
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