I would try to find a way to widen the path before it gets to the gate opening, so as to make it seem more inviting ... and then not get any tall plant material too close to it, as it seems pinched when that happens.

JWillimas i love the Italian gardens. What I was saying is that in that particular link, they were very grandiose. This is not 'germane' to the average homeowner, even if they do have columns in front of their homes! someone who doesn't have any vision or any idea on garden design is going to look at those in complete bewilderment. My point was, make it germane to the normal homeowner looking for some curb appeal. no need to get your drawers in knot, I was polite when I said it. There was absolutely no judgement on you. Now, in comparison, look at DigDougs rendition. This is relevant and something the homeowner can actually relate to. Not the Tivoli Gardens. I get where you're coming from, but the execution from your end is lacking. Make it applicable for them, not you. Doug took design elements from those grandiose gardens in your links, and showed the home owner how to apply them to suit their yard. Much better, yes? but thanks for posting actual pictures instead of links. I don't need wikipedia links for columns, mkay?

Pictures are OK. With so little overlap, that there was a connection did not jump out at me. Given the slope crossing in front of entire house length, I think you'll have to keep some balance with bookend shrubs and color flanking the steps. Other than that, look for groundcover/perennials that do not exceed the window height, placed in groups along the front of house. A taller shrub or grass can be placed in the wider space between the right set of windows. Search locally to find what plants will most easily make the sizes and shapes.

The most beautiful hydrangeas I've ever seen were along the Jersey shore so I think you MUST include hydrangeas LOL. Seriously, my SIL's neighborhood in South Orange looks as good in winter as it does in summer because the number of evergreens y'all can grow is incredible. Since your space is limited, you need to pick a favorite to create a cohesive landscape. I'm an azalea lover because they're tough, tolerate varying levels of sun and shade and can be pruned back to keep them below the windows. So my suggestion is pink or red reblooming azaleas (choose one color, don't mix colors) with hostas in front. Please kill the barberries as a public service.