I am a huge fan of my Irish Setter Elk Hunter 1000g. They are not quite as warm as some of the -100 boots mentioned but they are a lot more comfortable if you are actually covering some ground. I find waterproofness to be less important the colder it gets these are gortex though and as a leather boot you should be waxing them anyways which makes them more then waterproof enough for winter conditions. I've worn them Ice fishing outside (not sitting in a heated hut) all day in -30 no problem.
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