More than the OP needs, or anyone? I'm no bike snob but if a bike was a major mode of transpo and I'd be using it for years I'd say more like the $1500 range for the sweet sport before you start spending on that last 10%. This will get you a solid bike in whatever frame material you want (I like steel or Ti) with decent components that will last you forever.
Passionate debate can ensue on this comment, I know some here will say you go on CL and buy an 80's 10 speed or an old trek 8 speed MTB and anything other than that is financially wasteful. I'm over 40 and know that diff between climbing a big hill on a pig vs a thoroughbred though. YRMV. :D
Don't want to start a flame war! :) But your $1500 "sweet spot" is waaaay over my price range.
There is very
very little a $1500 bike will offer that a well-built $800 one can't. The main difference would be losing a pound or two, or adding an extra cog in back. I've ridden thoroughbred carbon bikes (a hydraulic disk Ultegra Merckx comes to mind) and it was nice, but not "3X the price of my LHT" nice. Not even close. My LHT was built with Deore and lower parts. It will probably survive the zombie apocalypse.
Case in point: I can buy a Tiagra groupset with 10 speeds for
less than half of what an Ultegra setup costs. You know what the functional difference is? An extra cog and
1 pound. That's it.
I've never bought into the hype of buying higher-end groupsets. They're not worth ridiculous amounts of money for the little benefit they offer (in my opinion). Wheels make a pretty big difference, but even then, stick with ordinary aluminum rims for longevity and cost.
I do not, will not, and cannot recommend buying into hype for expensive bike parts. I've ridden them, they're really
not that much better than lower-end stuff like Tiagra or Deore. If you'r racing, fine... ride what you can afford. But if you're just riding to go places? I think it's a waste of money.
Bianchi Volpe (CL) - $300 + $325 fixes/improvements = $625
Surly Crosscheck (CL) - $500 + $200 fixes/improvements = $700
Public C7 (LBS new) = $600
Trek 7.5FX (CL) = $400 + $125 improvements = $525
Motobecane Cafe Noir (CL) = $350 + $125 improvements = $475
This is in line with what I've seen with people who build their own bikes. I can't imagine spending much more than this on a build unless I'm going whole-hog on frills, or some expensive piece that isn't really needed.
You can easily build a fast 10-speed-group bike with decent wheels for well under $800, all new. You can usually find last year's groupset at discount, too. It's not that hard. I like old bikes, but the truth is, you can still build a very nice new bike without breaking the bank if you pick the right parts.
If you just want to buy one, straight-up, well... yeah, you'll spend $1500 getting one from a shop that has what you want. Build it yourself and save $700.