I would replace the large bow window with two separate double hung windows. Place the windows on each end of the existing header and frame a narrow wall between them. I’d add a gable roof and porch at the door. Shutters don’t bother me but I know there are some purists on this site that hate them. Do what you like. Option is to wrap the windows with some wide trim. I’m not good with colors, ask others to fill in that element.

Lots of potential. Suggest you begin with a complete plan -- start with the big picture, then focus on individual projects that will all work together to get you to your end result.

The window is a good example. What you decide should be in line with your long term plan.

Fresh landscaping would make a big difference too. Everything seems planted too close to the house.

I don't think I would make windows smaller. The house will always be a split level which is a contemporary form even though they got detailed as colonials and such. I would probably switch to casement windows, remove shutters and paint the foundation to match the brick detail, I would have no problem keeping the bay, but I would also consider a flat picture window, which is appropriate for this style of house.

A flat picture window with casements on the side so cross ventilation is possible if needed.

Thank you everyone. I love all of the ideas.