neighbors recently painted their red brick house trim a deep olive green and it looks like a million bucks. the front door and all window sashes are bronze green (all SW paint) and its really hot. whatever color you choose (yes, even black and white) make sure it works with the shade of brick you have. brick is NEVER red. get a paint sample book and match the brick to a paint color, that way youll find it easier to make choices. And finally, look at every option outside in full sun - its amazing how much the sun bleaches out color. you may need to go darker for outdoor paint.

I think a French blue/gray siding color would be lovely. Make the front door more of a cedar color. Or paint it French blue/gray too. Make the trim and facia a shad darker than the siding.

Gray roof is good. I would not go with the black trim. Black paint and even black metal fades or oxidizes and shows spider webs, dust and damage more than lighter colors. Maybe a gray-blue or gray-green trim? To me, cream siding close to the brick color would be good with an interesting trim color, but it would have to be a good match. And maybe paint the stone in front by the trellis the same cream. There is a school of thought that garage doors should recede, so match the siding, but your's are front and center so you may as well make them look interesting. There is the concern of maintenance requirements on exposed wood garage doors, though.

Please do not pint the brick unless you want to instantly devalue your home. It would be nice to have a pic taken in brighter light to see the brick . I think landscaping will be a big bonus . Id do not think you need to change ther roof unless it is in need of replacement . Where are you ? That will help for landscaping. I do not like the trees where they are planted or the higglypiggly walkway. Post the better pics here ina comment DO NOT start another post .