I suggest you deal with one side at a time, beginning with the front of the house. You need to supply pictures that show the face of house from straight on and include the space beyond the ends of the house so we can see the setting/surroundings. Stand in line with the center of the wall, about 40' away from it. Take 3 slightly overlapping pictures that pan from the left lot line to the right lot line. Don't substitute a computer generated panorama as it will be distorted and not have enough detail.

Your expensive- and important-looking house probably needs a paid professional from your service area to view the site in person, come up with a setting that does the structure justice.

Your landscape designer will have ideas about how to start this project. You can't simply plant something around the walls without an evaluation of the soil drainage, determination of hardscaping, and prep work.

Tell the landscape company that you are anxious to get something started to break up what you consider to be boring walls. I think that the structure is striking, by the way.

Your existing landscape designer should be addressing all possible plantings and other landscape features, that is what a body would normally be paying a landscape architect or garden designer to do - design the entire landscape or garden.

At least on anything less than a multi-acre estate, where different people might be hired to design different parts of it. And maybe at different times, over a period of years.