New, cheap, looks fun: Honda CB500X-ABS.
The CB500F is $5999 with ABS, the CBR500R is $500 more; I'd expect this to be in the same ballpark.
Used, MORE fun, Sexy: Street Triple.
Huge following: Wee Strom.
Ride it to work today, Ride it to the other side of the country next week: Used ST13 or FJR. (I just sold an '04 FJR-ABS, 67k miles, $4500)