What a fantastic architecture. When you do the brick, if you stain it with masonry /concrete stain you won't have the same issues of maintenance as with paint. They will spray it evenly - through you will have to select a deeper color - either taupe (brown-gray) or a straight charcoal. Love your windows and the classic angled railing. I think a dark gray on the siding will make the orange brick jump even more. What bothers me is the white (railing, fascia, eaves) juxtaposed with the earth toned stuff. So I would recommend camel tones - for the siding - something like http://www.sherwin-williams.com/homeowners/color/find-and-explore-colors/paint-colors-by-family/SW6108-latte/ and the hopsack next darker tone for the garage door. Use the lighter tan for trim that is now white - http://www.sherwin-williams.com/homeowners/color/find-and-explore-colors/paint-colors-by-family/SW6107-nomadic-desert/ Use the darkest tone if you are painting concrete steps. If you think you will stain your brick charcoal, then the white eaves and trim are probably right, and you may not want to paint it tan now and then go back. If your brick were charcoal, then I would block out the rest in grays and blue grays - leave the white eaves, but take the railing and posts charcoal too. A blue gray door - like sw smoky blue.

I think the roof might be a bit too dark for the brick colour. The bricks and the window joinery will blend in fine. What did you decide to do?

Do you have any photos of the front of the house that may give us a better view of the green trim? Have to say that painting costs so much and lasts just so long, you may want to wait until it's needed.

I assume you have sailed into your renovations Susan ? The pictures actually look like 2 different houses -- different colours , different styles . I quite like the 'red' ( 2 storey ) side of the house -- even the conservatory and that pattern on the deck railing -- personally I'd paint it in a charcoal , but it's liveable . NOT a fan of the yellow opaque glass , and I'd paint around the outside of your 2 garage doors approx 80-100mm wide white borders to match the rest of the joinery . The other side though -- the roof ( as you said ) would be my first thing -- I'd go a browny/red , very similar to the panels on the other side of the house . The gutters and window sills I'd go a superbright blood red , and even though I agree about the cream veneer bricks and steps -- I'd leave the veneer , and either paint , or preferably tile , the steps in charcoal , and add a couple of 'chunky' stainless rails on the sides . And the base board -- I'd do it in charcoal too . It would not only look better , but make the house look longer and sleeker .