i would have put in windows to match what you already had and were keeping. Are the white windows in another room? If not, then they all should mask. I prefer the wood but, probably too late for that. I notice you have white baseboards too, all trim, should be done the same, whether stained, or painted.

I‘d go all white.

I definitely want to go all white I’m just nervous about painting it. I haven’t painted a window before so I’m wondering how it’ll turn out. Anybody have success stories or tips for me?