Hi kled, I really think - especially with such a large lovely structure - that this is a job for a professional designer. Having gotten that out of the way, I recently replaced all my fascia (and replacing gutters too) which was painted a dark red. It looked okay on my red-orange brick house, but I wanted something lighter colored. I finally chose a sand-tone color. But, how did I choose? Well, I took a photo of a wall that was fairly representative, in decent light. And then I looked at it on my computer to see if the colors seemed pretty accurate. Then I loaded the photo into a graphics program and "selected" the red fascia and gutters and experimented with substituting with different colors - via the graphics program. I'd like to tell you that I'm completely happy with the sand-tone color I ended up with, but the jury is still out on that. But, I think I'll like it (Once I get all the gutters & downspouts installed and trim painted). There are so many ways to go with color - really hard to advise someone else.

Never tried photoshop, but maybe it’s about time I did. That’s a good idea! I have used the Home Depot app that allows you to “try on” paint colors.

How about rethinking your plan? Here is a inspirational photo and a color palette as example. I am OK with your shutters because they look like they could be functional and they provide vehicle for accent color. I would paint body BM Tarrytown green or similar color and shutters complimentary orange/rusty red for accent. I suggest you look on Houzz for pictures you like that are inspirational to you and post in a new Ideabook here on Houzz. You only have 2 Ideabooks now so it would help us “see” what you like and envision. Great house in great setting.

The gray in the peaks has a lot of promise. It looks like it needs to be a little darker. As long as it goes with the stone at the bottom of the sides of the garage then that would also be a good color for the garage doors.