Electric right legs are pretty awesome, I gotta say.
You may be able to strike a balance with a WR250R. It was a bit mild for my taste and under sprung for my kind of riding, and possibly a little on the heavy side. However it's got an electric start, fuel injection, inverted forks, lights, brake light switch, blinkers, 18" rear wheel instead of an MX style 19" 300 pounds which isn't crazy, it's electric start only, which is good and bad, but you don't have to worry about it when you park it (keeping honest people honest) set aside the fact it can be lifted into the back of a truck by a couple of guys. It's steering locks and the bike won't start without the key. It also has 26,000 mile valve check intervals. It's a 4 valve dual over head cam motor so it's not a complete dog but it's not clench your ass exciting either. I'll also note that it has a wide ratio 6 speed gearbox that is unparalleled to any 450 on the market if you're going to ride it on the street.
The problem with most of the 450's is that they're still based on their bred race machine counterparts. So you have to battle final drive gear ratios if you want good street performance or if you want good woods performance. Because they're still pretty close ratio 5 speed transmissions. Holding a 450 anywhere close to pinned on the street just feels wrong. I'm barely good for 55 mph with my current gearing, that's pushing it. If you're going to ride a lot on the street I'd consider tall gearing and cush drive hub. Also, I may consider installing a keyed ignition if I was going to leave it parked for longer than it takes me to eat a meal while I can still see it from where I'm sitting.
The WR250R for a novice level rider is near the pinnacle of 50/50 (road/dirt) use just because of it's features. It's also far more forgiving than the 450 class bikes.
Luggage needs are now made easy through Wolfmanluggage.com you can hang all the bags you want off it. There's also a huge following for the WR250R, so it has proper aftermarket support. I think there's a dirtbags brand too that I hear is comparable, but I can't speak for them.
I ride that 450 maybe 15% on road and 85% off road. It makes more sense for the kind of riding I do. There's a right bike for every purpose, but there is no perfect bike for multiple things. I call it the Swiss Army Knife Theory; The more things a tool is good at, the more poorly it will execute any of them. You gotta figure out what kind of motorcycling you like to do, and buy the bike that does it best with the least amount of compromise possible.