There is only one way that I can think that could possibly (but not definitely) work, and it would take the house into a distinctly modernist direction and involves one aspect you may definitely not like. Right now extending entry level roof in any direction creates a conflict in the staggered roofs and facades. You would have to completely remove the entry level roof. The roof over the living room portion of the house would extend past the front of the house, and extend off to it's right and continue on at the same pitch to cover the entry level area. It would connect to that façade of the house right under the windows with the shutters at about the level of the shingle/clapboard line right below the window sills and stop at the current eave line of the former entry level roof. It would also extend to the far left corner of the house. Since it would drop completely over the living room window, you would basically have hole in the roof or "skylight" in the porch roof in that area and the shape would be continued by suggestion by two rafters that aligned with the two mullions between the LR window. It would give you a few feet of porch over to the left extent of the LR window, a patio area of sorts in front of the window and a stylistic continuation of "porch" to the left side of the window. I've only seen this type of things work with rustic modernism where the entire house was some kind of grey cedar siding with a grey roof, or an all white kind of modernist house, both very monochromatic.

I assume you want a front porch so that you're a little more sheltered from the elements while coming in and out of the front door? I don't think that's possible, unless you're willing to shrink or eliminate the upper-floor windows on the adjacent wall with the siding. Even if you were only hoping for a 5-6 ft deep porch, it's going to conflict with those windows.

I think you should get away from the carnival-fun-house-ish angles and offsets and do a conventional, simple set of steps and walk, out of concrete ... with coloring and/or patterning if you like ... being careful not to conflict with the siding. The stoop (just one level) could be a wood or concrete deck, but concrete would be longer lasting and look nice, too, being of the same material as the steps. Have the centerline of the walk meet the house and drive, straight on, not at an angle. Bring the walk farther out from the house face. The house has a fair amount of mass. A broad set of steps would be better proportioned with it. Editing to add ... this is something you would determine in PLAN VIEW. Perspective drawings can be misleading about detail. A plan view would show how much overall space you have and how much is allotted to the various components. One would also need to have knowledge of exact grade while they're doing the planning, since there is slope involved.

Love the look of sketch with metal roof! I had not realized those high windows were even there. I do wonder how the rain gets moved off that porch roof section down to main roof & gutters. If you had to add downspouts or gutters that might spoil that look. I’m trying to understand Norwood Architects suggestion of shed dormer with lower pitch - is that this look but lower where it connects to main roof? What happens with those great windows then? Your home is very pretty. Yes, those shrubs by the entry do need trimming as they got too comfortable & grew!