I like @kelly's idea of picking a lovely fresh color of paint for the door. You can then bring it down onto the stair risers. Either a solid color to match the front door, or go wild and add some decorative elements to the risers with stencils. Or think of staining the door a great color and coordinate the stair railings and risers. I have an idea book put together for just such project that might spark some ideas for you. http://www.houzz.com/ideabooks/16700983/thumbs/Kathryn-Delany-s-Decorative-Stair-Risers

There are many options for changing the look of your house. I would replace the windows with larger windows. You can put in tall windows and keep the same width. This doesn't require any structural changes. If you widen the windows you will need a structual analysis. However, if you want to really change the look, you could widen the openings and put in french doors on each side with a new balcony for each, or a balcony across the front. The balcony can be very shallow 6" or deep enough for a chair. It can be cantelevered. I would go for a contemporary look. I found some images to share for inspiration. If you decide to make the changes, I suggest that you hire a local Architect to help you acheive something really nice..........Your house has a lot of potential.

Sorry I am so late coming to your site - you are an inspiration to all, homeowners and advisers alike. For your planting advice, I suggest you call Merrifield Garden Center to see if they will come out your way. They currently have wonderful garden centers in Merrifield and Fairfax (both in Fairfax County) and a new one in Gainesville, but they may come further south to wherever you reside. (www.MerrifieldGardenCenter.com) Even if they don't send designers to your area, they are worth a trip to see their huge selection for a day of pleasure and inspiration, or to pick up some plants. Most of my clients are in the Fairfax and greater Washington area, but I am currently living out west below Front Royal, VA on the Shenandoah mountainside - wonderful views. cascio.offsite@gmail.com

I agree with havingfun, thicken the supports and have something growing trailing up them. I didn't even notice there was a pergola until the close up. Right now it blends in too well with the house color, consider painting it a different color. I don't know your usda zone but classic climbers for a pergola include clematis, wisteria, grape https://www.houzz.com/photos/santa-ynez-valley-mediterranean-porch-santa-barbara-phvw-vp~2485412 or go for a modern look You can also hang string lights, planters or something from the beams. Also agree lighten the front door.