Can you post photos of the oak windows? You want to add white trim to them as well?

If you want long term happy? Replace the windows and the casings. Or.......... paint all casings the wall color in the room and come back at it following the addition. The exterior of addition should match the rest.

You will not love white trim and wood faux grids. The alternative is paint cheap casings wall color of the individual room, and skip the idea of wasting money on new casings for windows you dislike.. Sorry, but the addition can have whatever you want on interior of windows, but the exterior should match the rest of your home. You CAN have white inside and whatever almond or beige exists outside, for the addition.......but you will still have faux wood grids in the existing house.

We can't see your exterior, the house seems a hybrid contemporary. Depends what you are looking to make it long term. The front entry door is an issue, isn't it? One that paint will not solve.

Grids and window track are plastic and beige (-ish) all else is oak. My concern is that those could not be painted (at least well). If I am understanding, those are the portion you think that would make me unhappy. That is exactly true and my big concern.

Addition windows can match the outside (beige) and be white interior? That is awesome.

So my understanding on the current windows is we should paint them the gray color of the new wall paint (we will be painting walls a gray color and the kitchen cabinets and counters will be all white/marble style quartz)? Or are you suggesting paint them white (the desired trim color)?

We are replacing the front door in this redo as well.

One more query, the bedrooms all have the same oak. We want to replace all house trim with white so will have the problem throughout. IF I could convince my husband to replace the front window, there is no way he would do this on the whole house.

Yes............ and it is why I said paint window casings WALL color in the existing areas, and save your effort for the addition. Lipstick on a pig will not make that pig a show horse. My bet is you exceed budget on the addition and kitchen reno..........so just be prepared.

LOL!!! Well I feel your pain. You want what you want$$$$$ and that's the answer, isn't it? I gave you the $ answer : ) If the only other window you will SEE inside from the new space is the triple? Change that one with a match to the exterior and white on the inside. Leave all others alone ................and leave their trims alone. You have house lust. Spend or get over lust is the only answer and may be completely inappropriately an overspend relative to the neighborhood. This doesn't matter if you can afford, and are staying forever. Just don't expect to be "reimbursed" at resale.

No. You don't want a hut anyway. By the time you spend money on kludge you hate? You could simply wait and do it right. You still haven't posted exterior, so there is a lot of guessing here, isn't there? ( which could soon become whining unless you ante up, right?)

I'm no marriage counselor by trade, but do a lot of it when stuff like this comes up. Time for the sit down with hubby, and the death by a thousand small cuts the house is making you suffer, (along with the grown up discussion on resources, long term plans that will entail ) and how to make you happy. Seems to me that's where you are. Yes?

For heavens sake. Just change the damn windows, get a landscaper, and deal with the $$$. The small windows are undoubtedly far less than the triple. Sit hubby down, get estimates.

Just realize you will not turn this into A PNW craftsman. And you will not change a hubby who dislikes changing/improving/fixing that which is not BROKEN. But that's a different discussion. As is champagne taste and its marriage to a coca cola budget. There are a thousand miles between rural landscaping, and that for a Craftsman, and that for a Greenwich Ct Georgian. ..................and that costs money too. You're whining : ) and Rome was not built in a single day. Plan it. I will only hope an architect is planning all this and not some draftsman.

My house from the 70's came with dark stained pine trim and windows. Taking my time, I painted all the trim, windows and grills. We did eventually get new windows. We also replaced hollow core doors with paneled doors similar to the ones you have, and as we did most of this in the 90s, we chose natural oak. The white trim looks fine with wood paneled doors - so you do not need to paint the doors. Wood moves with changes in temp and humidity which can cause hairline cracks in the paint at the joints - why white doors are usually made of more stable MDF. White doors are also harder to keep clean looking. My kitchen cabinets also remain wood.

White trim with wood doors. Natural tones are returning in popularity - though trying to keep up with the most popular wood tone is impossible:

I saw a season of This Old House in which a kitchen / family room addition had white trim while the older part of the home - with beautiful woodwork - was left unpainted. My grandmother's craftsman also had stained trim in some areas and white in others. I agree to get your addition done and then worry about the rest of the home - it doesn't all have to be the same and it doesn't have to be done tomorrow:)

I have similar kitchen cabinets. If you are not changing the cabinets with the addition / remodel and are considering a refresh, I did a refresh of my kitchen and pics are in my "my pics" idea book. It is a more vintage / cottage style, but the countertop / backsplash are flexible style wise. I also have a "wood kitchens" idea book which includes some refreshed kitchens, many kitchens with natural or lightly stained cabinets, and some with white trim.

Keep the floors & doors wood, work towards white baseboards & windows throughout. Any new windows = white, consider painting what you're not ready to replace if the inconsistency bothers you. In my opinion, a mix of white & wood is perfectly classic.

I gave you advice for constraints my dear. You don't want constraints. You want perfect. Perfect costs money.