Thanks for your feedback. I have that area covered. I am an engineer with my PE. I also talked with a handful of other engineers as well received some estimates from contractors. This solution is pretty safe and solid. I am determining if I want to tackle this myself because the estimates for the effort are very high. I was looking for practical, day to day, solutions. I can figure out a way to jack up the area needed, just thought there might be some folks here who could save me some trouble in figuring it all out from scratch.

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.

hmmm i agree on the idea of using what you have with those diagonal posts. one thing i think we all need to see is how the house would look like without the landscape covering up the front as it is hard to tell when we only have the 1 photo , if you do decide to remove the landscape it would give us all a better picture of how the facade would look and what may compliment it.

You can use a pump sprayer with an extension wand. You should be able to easily reach it with a ladder.