With all due respect, no they don't. Your katana has as much a sport riding position as my Sprint. The handlebars are mounted above the triple clamp, which makes a huge difference. And if you think your legs are at all cramped on your current ride you're in for a painful experience on any of the 600 supersports. My brother owned both a GSXR650 and 750 and I rode them both, they bring the SUCK for commuting. I'd rather be poked in the eye with a sharp stick than ride that style of bike anywhere outside a racetrack.
.I pay less than $300/yr for my Sprint and insurance was the reason I'm not on a VFR. Even when I was your age it was 1/3 what a VFR would have been despite having a larger motor and being worth more.
That's hard to say, could you really get $2k for it knowing that it needs that much work?