Headlight mod to make early 2000 headlights look like current models?

[Boxtaboy]

With enough money, just about anything is possible, but realistically, no- you'd have to change your fenders/bumper to accomodate the 2005+ headlights in your pre-05 Boxster. From 97-05, all Boxsters had those teardrop shaped headlights..some with amber turn signals which some liken to an egg yolk, while the newer ones had smoked lenses, but all still had that tear duct you're referring to.

If you hate that look, then you should buy a 2005+ model yr car.