I just bought a nearly new GTI, had traded up from a tuned mini cooper s works, felt a bit of a boy racer with it, and was difficult getting people in and out of and felt I had to drive it at ten tenths everywhere..began to worry about my licence! I run my own design business and wanted to have something that I can take clients out in if need be, fit 5 people, practical, good residuals (one of the best things about gti's!) handles well, realatively quick, comfortable, good to cruise long journeys in, looks good and is kind of classless.
Over the moon with my car, I got a good deal on a used gti, that was in great conditon and only 8k miles, saved a fair bit over new but also negotiated free cruise control upgrade and ipod armrest prep for free, which isnt that bad. I own the car outright, but you could finance it for a couple of hundred a month. have a couple of friends with one with a r32 and and new s3, and must admit i dont ever feel wanting (though they are nice cars) when I see them and the final cost and the finance they pay on them! makes me feel that i have a great car that is financially a good move.
good luck with your car hunting!! i think if you get the right clour spec of GTI you will like it, especially in a couple of years when you come to sell it too!