What you need is a plan. You need a budget, you need to do some research, and you need to list out, in order, the various changes that you want to make. List out all the issues that are bothering you. Start with the peeling paint, move on to the color of the bricks, the cracked driveway, the lack of landscaping . List everything. Without a budget, you have no idea how much you can spend. You may not be able to do everything all at once, so you may need to budget money for two or three years to get everything done. Repairs first, like the peeling paint. Then necessary changes, like converting the door to a window, if you want to. Then the fun stuff, like changing the landscaping. The research can also be a fun thing. Scout out home DIY blogs and see what other people have done in terms of paint colors for brick houses. How other people have changed their front porches. How they landscape their yards. Get a Pinterest account and keep a collection of all the pictures that you like. You'll also get an idea of the cost of some of these changes. Pick up the phone and call people to come and give you estimates on converting the door to a window, painting all the trim, or fixing the driveway. Or even if the driveway needs to be fixed right away, or can be patched temporarily or can be left alone for a few years. Repaving a driveway can be expensive, so do find out what your options are. Then, once you know what you need to do and want to do and have an idea of how much it will all cost, put each item on the list in order. Start with the repairs--those need to be done first to protect your house. So, peeling paint, broken windows, whatever is wrong with the porch, the driveway. Then move on to the "fun" stuff--the color of the brick, whether or not to remove the door, colorful plantings in the front yard. It might take two or three years to get the entire house and yard to where you want them to be. But with a plan laid out, you can keep track of what you are doing. It's possible that changing the color of your trim to something that works better with the color of your brick would make it feel less ugly and orange. I'd post some close-up pictures of the brick and the house on the Home Decorating Forum and ask for suggestions. You'll get suggestions on changing the entire outside of the house, because the posters over there have lots of ideas, but you'll also get some suggestions on colors that would work well with the brick. I think part of the problem is that the white paint is so stark and white that it contrasts too much with the brick. Imagine the house with all glossy black trim and shutters and porch posts? Changes the entire look of the house, doesn't it? About the door--how much do you use it? If it is the primary door that you enter on a daily basis, I'd be tempted to keep it. If it only rarely gets used, then consider converting it to a window. If you are going to convert it, it might be a good idea to do the work before painting the trim, so that everything can be painted at the same time and it will all match. This is why doing some research before jumping in can be valuable.

Thank you ladies : ) but these last images of the house are Jay's vision for his place. Awm, I especially appreciate your acknowledging my input and ideas, as the photoshopping is simply a design and communication tool. I always wonder if anyone notices, or appreciates more than the shopping! The creativity and challenges are where my heart is, aside from loving to help people solve their problems or achieve their vision. And, of course, I want to be good at that, too! I'm glad you always learn something. So do I! One always needs to learn more, and it makes the process all the more fun. So, thank you, again, for your compliments and encouragement on projects : ) It is very much appreciated.

@Angel 18432, We have about one week to ten days before we have to give him a solid plan on the exterior.

Wow, thanks for all the solutions for the roof line PPF! Unfortunately, I think A project of that size is a bit out of our comfort zone at this time. I will definitely keep that in mind for the future. Right now I’m planning on removing shutters and adding trim around the windows, painting trim a creamy white, removing bushes and adding new landscaping, new color for door (and maybe garage), beefing up the posts, and adding new lighting. Also still considering the Romabio for the brick. Will post a better picture of the brick this afternoon.