Well this is a very good example of why downspouts shouldn't be painted out as trim- they are not architectural elements and shouldn't be highlighted as such. The big problem here is that the façade (front) of the house was remodeled but the original brick and siding was left on the side, so you're seeing a mishmash and all of these elements would too much for me to think through, I have the same concerns you have so I'd keep looking for another house, you don't need to settle for something you don't like.

We choose a lighter colored roof for our Tudor style home. A simple google search "tudor house with light colored roof " will reveal many beautiful examples of how a lighter roof can update the look of a Tudor. It is of course a matter of personal taste, and there are many opinions, but there are no hard and fast "rules" about how this style home should look. BTW Zinc strips are commonly used in the pacific northwest on roofs and regardless of what the article says, they are effective at retarding moss damage to a roof. They are not easily visible and especially not on an elevation like that shown here.

I would look at the Tudor corbels on the homes that BeverlyFLADeziner posted. You can see how they are sort of chunky, as if cut of timber. Nothing huge, but subtle. I think those could enhance the structure of a pergola on your home. Corbels are usually found on porches, gable ends, etc. You could have a conventional pergola with those as the support pieces. Painted the trim color of your choice.

Thank you for all the comments! I honestly defaulted to a Black roof because I did one on our last house and it looked stunning, and 'Black goes with everything!' right? Alright, now I need to rethink my roof color. Attached are the HOA Approved roof colors, and a close up of my brick. I am leaning to deleting the Slanted boards, so there are only the vertical and horizontal ones. If the HOA noticed, I can always have them put back up, but I have noticed a few houses in the neighborhood who have removed some of their boards. Attached is my attempt at visual of them deleted... I am not a pro! Also - I can paint my garage door and front door too! (Just can't paint the windows, haha). I want it to look cohesive, and appreciate all the input! Edit: And whole new fence will be going in next year when we re-grade the backyard. I agree it is very unsightly!