Remove the tree that's too close to the foundation next to the front porch (on left of photo). Then prune the tree to the right so you can walk between it and the wall if it is needed for privacy from the neighbor's windows. If it is not needed, remove it, too. The giant pine out front next to the city light fixture may be useful in blocking light at night. Consult an arborist to see if its canopy can be lifted to a height where you can walk underneath it to improve visibility for cars at the corner.

Do not add a window - it will ruin the architecture. Instead, get rid of the tree by the door, and add one to the front corner of the house (left side). That will give you some "softness" on that corner. The house is great! Before you muddle it up, work on the exterior landscape - foundation plantings, etc.

It’s a nice mid-century and the good news is that you can vastly improve the curb appeal by simply upgrading the landscaping. You can take it to the next level by upgrading the entry door and perhaps replacing the green fence around the yard with something more contemporary (just the green wood, not the brick columns). As everyone else pointed out, remove the trees by the door. Prune and maintain the large evergreen.

Great house but the foundation is really ugly and the one supporting the brick columns between the scalloped fencing seems silly. So, there's a big demo project right off the bat, along with the mushroom shrubs that are failing to adequately hide the foundation. Looks like you have some vestigial elements on the side that need to go as well: the skinny walk to the gate and the shutters on the window you're concerned about and the large window. Since there is no garage, I would be tempted to remove the front parking pad and develop a garage or carport in the same MCM vibe on the side if you can gain permission to put a drive there. That might be a way you can recycle the brick columns. You already have a door on the side, so it makes more sense to come in on a daily basis through that door. It will also allow for totally new landscaping and better curb appeal in front of the home.

My bet would be that the house originally did not have clapboard siding or shutters. A second window isn't a bad idea if it will improve the interior as well. The shuters need to go. The green of the fence clashes with the siding.

You need landscapimg.

Stain all the siding a dark warm gray

Paint the trim the same color

Paint the window frames the same color

To combat all the 90 degree angles on the house begin to add serpentine planting beds.

I love how much some paint and landscaping can change the appearance of a house. Love the warm gray next to the blonde brick.