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.

I actually like the arch and brick detail, although I do understand houssaon’s POV and it’s good to see different possibilities. I think I would keep the brick arch and restore as much brick as possible and maybe bring in a bit of wood detail, also. Is you would like to see how different ideas could work on your house, I recommend this company. https://www.houzz.com/pro/uoflcardfan77/creative-visual-concepts-kevin-strader

Looks to me like stone veneer. It's thin pieces of stone mortared onto a base. Not big round stones. Someone with a power hammer can remove them fairly easily and replaced with a nicer finish. Or for a less expensive option, paint them the same colour as the rest of the house with Romabio paint.

I agree it looks better and a touch of shrubbery from the nursery would be great, and pay for full attractive plants. Don’t skimp. Personally I would remove the shutters, but ask your realtor. I’d also paint the front door, I think and get a lovely porch light— but none of it matters ss much as everything being spotlessly clean and minor repairs taken care of. It is an unusual house so your likely buyer will be more concerned about other things than cosmetics