I've got a Roadstar with 50K+ miles on it. It would have more if some a-hole didn't run over me at a light and force me to convert it from the long distance cruiser to a chopper that has taken 4 years to build. I also have 6 other bikes in my garage including the 650 and 1100 V-stars.
There is no better bike than the Roadstar. There's enough grunt from the pipes that the stupid Harley guys don't bother you. There's enough grunt from the motor that you leave them in your dust when you do twist the throttle.
The bike you are looking at already has the basic upgrades that optimize the stock motor so you're good there. Moving the boards up 3" is a must for you and your comfort as well as a backrest. The best thing about this particular model is the amount of aftermarket products available. Baron's is the #1 provider of all things Roadstar. Check out what add-ons are out there, how much they cost, and know that 99.9% of them are bolt on using a set of metric allen wrenches.
At the price you stated, you're getting the best bang for your buck. My tastes are a bit more progressive than your traditionalist, so I don't feel Star products (yamaha's accessory line) are necessary when changing things out. Staying clear of manufacturer products will keep costs low there too.
At 50k+ miles, I haven't once had a '
carb puke' problem except when I didn't put a little o-ring back in it. There was a steady leak but 25 cents later it was fixed.
DO IT, BUY THE BIKE, KNOW THAT YOU'RE GETTING THE BEST OUT THERE.