I LOVE your house and II would not touch that mortar - it goes nicely with the aged stone look. I would stay in the brown family for roof color to compliment the aged stone look - not a color that is bright or harsh or crisp. The door is too "fancy" for the house and all the trim is too "crisp" white...look in the cream/taupe/earth-tone family. Not navy or black. Shrubs need to go - think subtle English countryside landscaping. I also agree on clapboard, not stucco, for your addition. I can see ivy climbing the walls - but won't suggest that as you can never get rid of it and it is not good for your stone. Looking forward to your transformation.

Change out you siding with hardi board. Add a porch roof like the pic.posted that partically follows the roof line to camo. the fact that the roof is wider on one side. Starting at the new porch roof edge add a wide trim board that goes across to the other wall., where the main roof meets the side wall and use hardi shingles above in a different color than the body of the house. Consider nicer window upstairs. I cann,t see the total slope of your yard put it looks like you have enough slope to put in a rock retaining wall. Add a few semi large focal rocks above and some low growing evergreens and a nice stone walk way and multch . Add something like river rock and easy care plants down in front of the rock retaining wall and you probly have the nicest house on your block and it would all be easy upkeep if you use the right plants and multch.If your able to do it your self all that should be less than 3000. We did alot of the same stuff with ours this last year and consider it a learning exp. as well as sweat eguity.

FYI Romabio is good at what they do ... no argument here.... but they have a limited range of only whites & very light grays and it cannot be applied to anything with conventional house paint on it, only raw unpainted masonry or other mineral paint applications. There are several other mineral paint (aka potassium silicate) paint co's in the US, a couple of which have a sort of "primer" product which can go over conventional paint - try this is one : https://www.beeckmineralpaints.com/ For best results though I think Id still want to get off as much of the paint film as possible .... but without going too far and damaging the brick. Then the primer product, and then the mineral paint. Of course this would be hugely labor intensive or expensive to hire out, that is assuming you can even find anyone who has heard of mineral paint or would want to do it. At the very least find a person who understands the science about this and doesnt shrug off the concerns - maybe there are some other types of breathable coatings that I dont know about. Michelle above is correct - any coatings need to be breathable, or there WILL be damage, its only a matter of time. The brick bldg across the street from me was painted only 12 yrs ago and is already spalling (ie brick cracking and disintegrating) terribly in some places near bldg exhaust vent and other places Its really sad how the big box, do it cheap mentality of the last 30-40 yrs has resulted in so much shoddy workmanship that is now considered the norm.... and actual physical damage. Not many people thinking long term any more, beyond 10 or 20 yrs.

Thank you @houssaon . Its so much easier to see now. I think the same size would be ideal but concerned that the window will be to big given the size of the wall which is 5'11". If that isn't possible do you have any other suggestions for a window?