Remove the meatballs and amateur garden center retaining walls in favor of one single low horizontal retaining wall. Pick a material that relates to the exterior choices. Matching brick if you could. Cot-ten steel possibly. The wall should have a decent horizontal space between it and the street where some larger scaled pots and concrete jigsaw puzzle blocking “garden” with some heavy “sculptures” can shine. Look at the standard blockade pot planting’s meant to keep vehicles from ramming public buildings. You will need an expert to design this, and implement it. Maybe Phase 1 is Design, and Phase 2 is Implement. The smaller space between the top of the wall and building can be actual planting’s, but mostly drought resistant grasses and maybe some very low growing junipers. The building is a STAR, and needs to be more revealed than hidden by landscaping. Also think about a rooftop terrace and garden if it’s flat. Would be cool to see a hint of green in the sky peeking over like a secret paradise.

It would help me if you included several photographs of the existing house.

Awning windows don't vent as well as casements because they don't "catch the wind". Perhaps you could more than three casements. Or use tall gliders or double-hungs, though both would obstruct the view more than awnings. You might want to take a look at Marvin's website as the company offers many window types. The Professional Resources for each window type show the minimum and maximum dimensions.

Read the Housetweaking blog from early 2011 through 2016/2017 or so. Dana and her husband bought an old, ugly midcentury and DIYed it into a really cool space - keeping the midcentury vibe but not being 100 percent married to it and doing it on a budget. They've moved on to a different house but all the old posts are still on the site. https://www.housetweaking.com/current-house/