I've never put a peep on a Winchester, but the Williams receiver sight works for me on Marlins. So far, I haven't even had to change a front sight. In heavy kickers, I shy away from tang sights, due to the possibility of eye damage when shooting at odd angles (mostly steep up angles).
The aperatures that come with the Williams work fine for most situations, or you can just unscrew them in low light, which gives you huge, "ghost ring" style aperatures. I use the cheap ones, under $35, and they've worked just fine. Other screw in aperature sizes are available.
How do you like that .356 so far? I've been looking for one in good condition.