On the fascia board prime and paint both sides. 2 coats on the front,one on the back side before hanging. Clean everthing you are going to repaint with a cleaner of some sort. Paint doesn't like dirty surfaces. If it a wood sided house,I would not powerwash. You will probably damage the siding and force water underneath it and cause problems in the wall. A detergent and a good stiff scrub brush is all you need. Scrape away the loose paint and prime and paint.

Wendy, I am with you that the rock facing is quite unattractive, and IMO it can't be saved with paint or other camouflage such as plants. It is different from your inspiration photo in that the inspiration photo looks like stacked stone and is in the foundation area, not flat stones fastened on fairly randomly as siding, oriented like tile. If funding allows, remove it. If not, see if it can be covered up with stucco or siding without needing to then fix or replace windows. As a last resort, plan to plant at least some taller shrubs with flowers or other interest to distract from that stone once the hardscape issues are solved. Rethink the entry; remove some of the paving along the garage (or at the very least add some large planters there) and take out the brick wall to make it feel more welcoming. Pull out the skinny bed under the eaves across the front because it really isn't large enough for plants or proportional to the size of the house. Replace the bed with one that is at least 6' deep from the front of the house - that will give you at least a foot between the house and the ultimate size of the plantings (for maintenance) as well as room for more than a single straight line of plants.

@katinparadise the paint is finally complete! So below is the paint finish, but I still need a new door and lights. To be totally honest, I feel the body is a bit too light and the trim is way too white. I feel it should be somewhat creamier. But anything is better than what I had before. I’m thinking if I should have the trim repainted to not look so stark white... As for the door, I’m leaning on a steel foot that looks like wood. My painter suggests not getting anything dark as he says “will look like a big square dark thing”. What do you think? The carriage look is nice; not sure if I can pull it off since it’s wide for two cars. And I just went shopping for the light.... I think I’ll have a better idea once I install the door. thoughts?

I love your brick. It is the tone that is timeless(not like 50's pink, you know?) If you paint the siding as you plan and leave the brick for last, you will know if you enjoy seeing the brick, I would think in a couple of weeks time, after completing the trim and the siding....you will know if the brick accents are pleasing to your home aesthetics.. I think it is very pretty. There are folks that don't care for brick..they prefer siding and thus, they paint the brick. I think brick adds elegance and fits well with your house. It is your house. These are just opinions offered. Do what makes you happy. I just think your brick is very pretty, and with warm colors or warm neutrals it looks like a nice way to make your house look special and unique in it's colors. And it is not in bad shape, the mortar has not been patched as a result of poor installation or foundation issues in times before you owned it, and why buy paint if you are not trying to bring a cosmetic benefit to the brick -that is what drives a lot of brick painting in many areas--that and the dated color of the brick too as mentioned earlier. However, if you do not paint the brick you might be able to not paint the fireplace chimney. IF you do paint it all, than don't forget the fireplace chimney. It's a very pretty home!! Others may add something that helps you decide? Brick's advantage over siding, is you don't HAVE to paint it regularly like siding.. Once you do however, it's now a part of exterior maintence for you and the future owners to endure.