Mossy green and black shutters cream or white trim

Window boxes could be on a drip irrigation system with a timer. I like the moss green siding idea. Brick typically looks better offset by darker colors.

I would build an arbor that runs from just left of the door all the way to the right edge of the house. ( Put a clear corrugated plastic roof just where the doorway is.) Plant a vine and train it to crawl over the arbor. Do NOT use wisteria as the roots will harm your foundation! In the center of the sided, overhang area, I would plant a weeping cyprus ( or pine? I'm not sure what this tree is but it is an evergreen that the branches slope downward and droop at the ends. These trees are beautiful and it's vertical height will help to fill in the void between the windows and take away from the house overhang. Add some color around the front entry by making you planting area extend a little more down the walkway. Fill in flowers and plant that gradually get shorter as you get closer to the street.

How about a clematis ?

Clarification on sidewalk planting beds: stand in the street looking at your house...about two thirds the way up your walkway draw a V or a U that gets gradually larger toward the house. Fill with an array of annuals and perennials that get gradually taller as you get closer to the house. I would also extend the bed in front of the overhang to incorporate new tree and many more shrubs and flowers of varying heights.

All I know about clematis is that they have deep roots, require regular watering and some varieties need to be severely cut back to improve blossom count. Some varieties leaves turn purple in late summer which would a little something extra during that season! You could match this with another tree on the left side of your house that does the same thing!

Thundercloud Purple Leafed Plum has red leaves in summer that would go nicely with your brick. The leaves turn purple in autumn. I would plant this closer to your curb or half the distance from the house to the curb on the left side of your property near the property line.

Do you an example of the arbor? These are some updated images. We do have a tree in our front yard but I think I need one to the left of the door at the end of the house?? The Thundercloud Purple Leafed Plum sounds beautiful.

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This home is different but has the kind of brick you have

I would paint the entire house including the brick in either the green with black shutters or a taupe with either a darker taupe shutter or black. Add a pediment above the door to dress it up.

I would add one to the left of your house simply for color and depth. I was using the Plum as an example for what to use with the purple Clematis to spread that color around. I would still use a weeping pine up near the house centered between the windows along with a mix of small shrubs, grasses, flowers, etc.

It's called a Weeping Cyprus! ( not pine! Silly me)

I'm sorry I don't have an example of the arbor but...shape it like an upside down L with the long part of the L starting just to the left of the door. The other leg of the L should follow the right edge of the house down to the ground. It will bring out the recessed front portion of your house.