Thanks for the advice. I am glad to know I'm not crazy for wanting to push ahead with the oak. I think I am going ahead with the wood windows and doors, but trim the windows in white. The doors already have white trim, so they should probably match. I figure if I choose this route, it will match until I can replace all of the trim in a room at once. I don't understand why everyone is so obsessed with putting in white windows and doors. They might be timeless, but they are a huge pain to maintain given all the dirt they'd show. And in a historic home, wood really feels like the best choice. Plus if I hate it, I can always paint my wood windows and doors white.

The most common trim coil color used to trim out white vinyl windows is 280 White. Check the whites on the attached page of trim coil colors. One of the whites may work for you. A trim coil sample is available at any window supply company. Take the sample to your favorite paint store to get a match. Trim Coil Colors

That tile on the top is too thin with the brick and I am not sure if even meant to be outside. The counter should overhang the base just like your kitchen counter and if you choose a counter with a finished edge you will not need a trim piece. So it should look like this

We closed on our house today wahoooo! I only got to spend about an hour there but looked quickly at the samples for trim/doors/ceilings. I think I've narrowed it down to three possibilities: BM Simply White, SW Extra White and BM Super White. I thought about BM Chantilly Lace too. Basically, looking at the finishings, my first gut is that BM Simply White looks the best. I just worry it may look too yellow once up on everything. At least that's what I read (and you know how reliable the internet is). First question: has anyone had experience with BM Simply White? Does it just read warm or do you see the yellow in it when it's one trim/doors/ceilings? So I may go that direction, or wonder if I should go with a cleaner white but something close. Something still a little warm... As for the runners up, from what I can see SW Extra White and BM Super White are very similar but Extra White maybe looks a little warmer? Maybe because it has more chroma? Is this understanding accurate, Lori A. Sawaya?? And it seems to me that the order of warmth would go SW Extra White, BM Super White, BM Chantilly Lace... is that a correct reading? Again for context - East/West exposures with a lot of shade. Wall colors aren't chosen but would likely be something along the lines of BM Edgecomb Gray, BM Ballet White, BM Chelsea Gray, BM Natural Cream. Daughter's room will be BM Opal. I'll try to take some pics of the finishings tomorrow but would love any thoughts on this. Thanks!