Kute....I believe Martini & Hagn has an import license, you might touch base with them for help on the Winchester.
I've owned three Kimbers, an 84 in .308 which I sold, an 8400 in .300 Win Mag which I've kept (Tackdriver), and the Ackley.
All three have fed flawlessly, no issues. All three have shot well.
I too would prefer a Montana with a floorplate, I'd gladly tote the extra few ounces, but I didn't miss it with the .308, and the rifle feels good in the hand.
That HCR stock is a keeper allright. I added one last month, ordered for an M-70 in 7mm Dakota.