How your house looks with the colors/materials you selected will depend heavily upon the setting in which your house will be setting, and will not be influenced solely in just the front elevation. Vinyl siding looks best when all J-channel is eliminated or concealed. Masonry looks best when it is not confined to one side of a house.

Not a pro; just some thoughts. Use only the one kind of siding (such as the same horizontal siding) for the main level of the house, except ... IF you truly want a second kind of siding for contrast on that main level (would NOT use "shingles"), then you might consider a vertical (board & batten) version of the same kind of siding -- but ONLY in the front porch / front entry area for emphasis You don't want the house to appear thrown together with leftover siding when you ran out of other siding. If you truly like and want shingles siding, then consider putting shingles siding only on the upstairs left/right ends of the barn style roof -- but, personally, I'd prefer vertical board&baton siding on that as well.

No brown roof on that house. It wont look good with the brick. The charcoal color it is now, is perfect, and I would redo it with the same color it is. No, dont paint the brick. Why take something maintenance free and turn it into maintenance. The shutters could be a bit darker than wht they are. I agree with above, your house right now is perfect for the style of the house. Do not muddle up, what already works very well. Put your money on something else, or just bank it and enjoy what you already have, which is a very well done exterior.

Seagrass is a pretty color, it will look nice. Personally I like more brown tones with greens but that's me. Is it possible to do the siding and then select the roof color? That way you'll be able to see the siding in your own light and test out roof samples with it. Here's a few Seagrass images I found with a google search. The first is more tan, the second more gray. Both look nice. Removing the awning would update the look of the house. Not sure of your budget, but adding a porch is a pricey addition. Between siding and roofing, it's going to be a big budget project when the porch roof and rail are added but it looks like a nice home so might be worth the investment. Are you locked into Certainteed for roofing? Here's some Owens Corning roofing with your siding. Their website is a lot easier to navigate and you can upload your home and try different things out. Perhaps Certainteed has the same thing but I found their site a little clunky. Try the visualizer on Certainteed and do a combo of the siding and the roofing options. If you do remove the awing, it's likely aluminum. Take it to a metal recycling place and get the $$ for it. Don't send it to the landfill.