The shapes, proportion and scale of the house in the photo are very challenging. The house is symmetrical, but the gable in the center does not have the same shape, pitch or fascia detail. The proportions of the house make adding a porch form (roof) challenging, as PPF suggests. Finally the scale of the porch and any columns should be sympathetic to the rest of the house. The columns in the first photo are much too small, while those in the second and third photos are much to bulky. A very careful study is need to see if and how a sympathetic porch may be added. If it was my house, I might be looking at a horizontal arbor or trellis type porch with appropriate detailed and scaled columns, rather than any sort of pitched roof. Google porch trellis or arbor for ideas. Good luck on your project.

Thanks! I'm going with option 2!

I pulled up this photo. The brick is a little darker but similar to yours, I thought. I like the idea of a green for your shutters and I wondered about painting both door and trim a dark color, maybe a dark purplish almost black. I think the column could be pulled from your chart, a warmer tone than your current white - maybe Swiss Coffee. Think about whether you'd like that same color for your railing and maybe a dark brown from your brick for the treads and risers. Here's a screenshot of some greens that might work. This link will let you identify all the colors shown, if you want. I love your brick. https://benjaminmoorefrance.com/en/colors/1560

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!