Paint the end wall. That's actually a very modern look, quite popular right now. People are taking out attics all over the place for a higher ceiling/higher utility bill/less storage. Painting the ceiling and leaving the beams wood is also trendy at the moment.

Don't spend money you don't have to. Looks like there are some wiring issues. I see dangling wires on the right side of the house. I would change the front door. The current style is Victorian. You can get one with more glass, but the shaker door Celery. Visualization, Rendering images suggested is a much better fit. I like navy on the siding, but white with black trim would be okay. Add some foundation plantings on the right. Don't plant close to the house. Allow at least a foot when the plants are at maturity between the side of the house and the edge of the plant. Don't plant anything that will grow higher than the windows. Add an ornamental tree out in the yard.

Thank you for your suggestions Patricia. There is a circular driveway that is hard to see from the picture we posted so I'm not sure how a walkway would work as it would have to cut across the driveway. We currently have asbestos shingles and have painted them 3 times over the last 20 years. I think they kind of make the house feel dated. The small windows are from our master bedroom redo 20 years ago. They were actually very modern looking when we put them in. I'm attaching a picture of how they look over our bed, but your right they do appear small from the outside.

The shutters are too small, so either update them to proper shutters or remove them. The cedar shingles will hopefully look MUCH brighter once power washed. Then I would have to find a way to condition them, I am not a fan of 'weathered' cedar silver look. The 'modern' FAD is to paint everything the same color, shakes, brick; paint it all. That gives you a maintenance nightmare FOR THE REST OF THE HOMES LIFE. Right now it is "maintenance free" meaning no painting--if you like the shakes that is. When you replace the windows, will you make any of them larger? I would say this home needs larger windows pretty much in every spot. The front door has a country detail that I don't think flows and the garage door appears to be newer and really BRIGHT next to the rest of the home. Pick one trim color. I see green on the windows/window box and white on the garage/porch/soffits. White all around might help lessen the start garage door. The window boxes may be a challenge. My DH is dead set against them. How is the siding holding up behind them? The brackets they are hung with on the brick in particular might not be easily ignore once the boxes are off. They are a quaint IDEA but the reality of keeping the watered and freshened makes them a lot of work.