BobbyB, on the links you shared, I 'm seeing the wool jackets for $60-$90, so I'm wondering what you're getting for $250. There's this too:
http://duluthpack.com/home-cabin/clothing-accessories/mens/mens-jackets/wool-blanket-shirt.html (they also have canvas anaroks, mitts, etc).
I'm all for hearty wool and layering, that's what I do. It's the time of year when I'm always wearing my long john wool shirt and wool sweater. It's easy to go outside and be moving around in the sun, then come in (we keep our house cooler, upper 50's-low 60's) without putting anything else on, though I'll toss on my Filson's mackinaw if breezy or colder than 35 out or I won't be moving much.
Personally, rather than spending more on a heavies wool option, I'd suggest layering with more wool and getting the cotton analogy sooner rather than later. The outer garnet is perfect year round for all kinds of conditions, and then you layer as needed underneath, making those layers less critical (unless you're going lightweight down) to spend more coin on.
I look forward to hearing what you find and decide and how it works for you.
With abandon,
Patrick