My parent's garage had two people doors to it. One on the back, next to the vehicle door, and one that opened up to the front porch very close to the front door. My mother didn't want it to be the same as the front door, but she didn't want to have this pretty front door and your average white door in the same "shot". And the white doors really seem to pop out with her brick. So, she made them the same finish, but the front door has glass details and the garage door doesn't. The other garage door is just white and matches the vehicle garage door. Unfortunately, I went through all my photos and looks like I don't have any that show the front and garage doors at the same time or really even after the brick was done. I'll post the best one I have. From most angles, you don't really see the garage door, only the front door. Front Door Garage Door that opens to front porch Back garage door is white to match vehicle door Back door is white This is about the best photo I have where you can see the garage door and front door in the same shot.

This is SW Pure White. It was the best match of color (and sheen) for the window trim. Here's the before.

I would paint all of the trim to match your siding. It would be a much softer color than white especially with the brick and the brick accents. I think you could go with a blue door.

Is that real brick? It almost looks like some kind of panel made to resemble brick. If it is real, often they just did a thin veneer of brick on only a portion of the house to save money (as if we'll never see the house from the sides? what were they thinking?) Either way they can be removed/ replaced with more harmonious / congruous siding.... whenever it comes time to paint, not right now. If you do a pergola or new porch, keep it simple and in harmony with modest post WW2 1950s style. Your house is not the early 1900s or craftsman-esque style pictured above, and houses start looking like frankenstein houses when they have too many styles from different eras cobbled together. You should find that a lot of contemporary style will mesh quite nicely with your house - since it draws so heavily from that era. The conventional wisdom is to live in the house for a year before doing anything irreversible, but I dont that applies to tacked-on temporary things like awnings and such. Have fun!