Makes me chuckle when I hear people saying they spend $175-$200 dollars for boots.
Then you'd really have a good laugh at me since I'll only wear Danners. $175-200, that's cheap to me.
About the warmth. Try getting a pair of sock liners and some cold weather socks from Thorlo. I prefer staying away from the wool, I'd rather have synthetic fabric.
Also, if you are sitting in the stand all day, then I'd also agree to get some boot blankets. Although I have never used them. But I usually do not hunt in sub-zero weather.