Beautiful view Jane, gosh you're on the side of a mountain no? Yes if left natural the cedar will weather to grey but to me that looks weathered & dry & possibly not in keeping with your house style. I still like the red door & think the cedar weatherboards look to be in good condition. I would start by painting the gutter & fascia in the graphite, then the pergola as well & lose the cinder if that is the light colour. Funny thing, I live in a pole home too but without your amazing views!

I would not do a dark roof in most places in Australia as it raises the temperature within in Summer. Medium is best, or light, if living in a hot place with no near neighbours.

Personally I would go a lighter grey than monument and leave the posts and garage a light colour to contrast given the grey driveway. Wallaby or basalt maybe.

Try any of these. You have dark window frames and they look good against the brick. I would prefer for a solar passive solution for you to have Colorbond shale grey or similar for your roof tiles. And the trim everywhere else in Dulux Ticking. But it depends where you live in Australia to whether you have extensive days of hot sun.