"Mitered corners have nothing to do with style. It has to do with good craftsmanship." That's one of the oddest statements I've seen on this site. Mitered corners will look very odd and out of place in an Arts and Crafts style house, the Shakers never, to my knowledge, mitered corners in their casework or trim. Miters are no easier or harder to make than any other sort of joint, in wide trim they will open and close with the seasons because of wood movement. Mitered corners are more typical of a MCM style, so probably appropriate here, but better craftsmanship? I don't think so. It has everything to do with style.

I don't think board and batten is the right style siding for your home. You've got too much going on with all the roof lines and uneven facade. What you've mocked up is appropriate and uniform, making the house look more uniform than it actually is. I love the mock up you did and I think the windows are appropriate for the style home. I wouldn't do a bow window, but a regular one. Bow windows are dated. I like your color scheme, but fear it won't look great with the brown roof. If the roof will need to be replaced anytime soon, then go for it. If not, you may want to look at other color options with a brown roof. A deep blue gray could look nice. This could be helpful in picking a color. https://www.kylieminteriors.ca/how-to-pick-exterior-paint-colours-in-5-easy-steps/

Awesome, thanks all! Yes, eventually we’ll need to get a new door on there, for now the black (used to be white, but we painted) place holder will have to stay. We’re leaning toward a single door with the side lites through. I appreciate the thoughts on the color blocking, I’m thinking we’ll go all one color now but accent the trim with the black too. Saving on that wood paneling may open up the possibility of a new door sooner, rather than later too! Ooh & zoom into the top left window to see the pups!

true. to an extent. I still think the brown and brick are ugly. it doesn't have to be done in black and white, but any other color combo would still be an improvement. I don't believe that a house MUST keep the look it was 'born' with just because it's a certain style. Has nothing to do w/trends either. Sometimes things just look better w/a fresh coat of paint even w/a new door, address/lights, it's still not a pretty house. It's tired and worn looking. But I think redoing the brick in a lighter shade, paired w/a dark siding, would look 10X better. (doesn't have to have these black framed windows, which I actually don't care for on this home) Just my opinion. I'm sure you and others would think the opposite. perfectly fine. These next two are original. I don't care what landscaping you come up with, both of these are fugly. The brick is horrible. the brown is horrible. This one, with shed style roof, has a lot of potential. The after on this style could be amazing I look at this one and just shake my head. it's hideous. The brick, the windows/shutters, the door, the roof/siding color. There isn't one redeeming quality on this house that I like. Split levels are a love em or hate em type of look anyway. I never did like them. So ANYTHING that would upgrade this thing I'm all for! This isn't the same house, obviously, but many modifications that were done on this one could be applied to the one above. I just found a similar home style w/similar color brick. this just shows what it would look like if the OP went w/a vertical siding in a darker color. the brick is still worn and tired looking, regardless. For OP's house, above, I actually like something liek this for the porch area. I especially like the wood clad underside of the porch and roof eaves. I do like the vertical siding orientation a bit better.