Instead of painting the brick, if you still don't like them after having them sand blasted, consider staining them rather than painting them -- that would be a mistake. Seriously consider extending the deck the full width of the house -- better for use and resale value. alternately, build a covered porch from the deck and wrapping around the corner of the house, stopping at the chimney. If the deck (or a porch) were extended all the way to the end of the house, the higher ground would mean you'd only need a couple of steps to reach a patio on the end of your home. justgottabeme has the right idea with painting the foundation and window frames and siding already painted; however, you might consider using CWF or a dark, absorbant stain on the deck top and rails, painting only the posts (even with the foundation) rather than painting the actual deck or using a "solid stain" that looks like paint and, in my experience, doesn't hold up all that well..

I would try to convince her to 'uninsist'. That seems to blend into its site in its earthy color. A plus to my eye - And I am also in the PNW. She needs landscaping. My own ground here on the coast is too wet for spading and preparing new beds in January. And please note that the house behind and to the left are white. This house also white would be redundant.

Your realtor is giving bad advice, leave the brick alone, you will disappoint the diehard MCM buyers. Your eye goes to light colours first, so leave all the trim especially at the roofline light, no black. If it was my home, I would consider painting the walls a warm taupe/grey, it has to work with the roof color, the brick and the mortar. Choose your colors carefully, you should hire a color expert to be on site. Or don’t paint at all, leave it to the buyer. Maybe the wood at the entry can be restored. Please don’t change anything that is authentic. This example photo shows how the wall and carport support was painted a color to work well with the brick.

Don't paint the brick, it is beautiful and classic! Change the shutters, either white or black make them wider 1/2 the window width so they look like they are functional. You have room for the shutters to be a bit wider without completely covering up the corners. For shutters.... If possible I would change the octagonal window in the roof peak it seems too small for the gable size. Or maybe add a gable return all the way across the gable pediment.... Here are some examples, I have never been a fan of the porkchop returns. And it would be perfect for your home style which looks to be Greek revival? More modern take on it...