Assuming the shutters are staying, I would suggest going with white trim along the roof line to tie in with the window trim, white for the gutters, and a deep purple/eggplant for the shutters and columns which would both work with the gray roof and provide nice contrast with what appears from the photo to be a light butterscotch exterior. I think the green does not ideally complement the rest of the house, gives it a more dated look, and draws the eye more to the lawn and tree leaves vs. the home itself based on the color connection.

Warning: (learning from just painting Grey in my living room that has loads of windows and light) Most Grey colors turn out much darker looking once you paint them on all the walls. We spent $2,000 to change the grey in our livingroom to a lighter grey because the first one turned out too dark and that was a grey that was much lighter than any you have choosen. I had even gotten a sample and painted one wall to test the color but when the walls all reflect off each other it gets way darker! I would test Beacon Grey or Breath of Fresh Air. We ended up using SW 7071 Grey Screen You can see in this photo how much darker it can get depending on the shadows and lighting. Here it is in the day light: During the day it is almost baby blue but at night it is VERY grey.

Sorry, just cannot understand the all-out negative attitude on painted brick. Yes, certainly older (and some newer) brick is quite lovely and shouldn't be painted, but hasn't anyone seen the hideous beige/brown or pink/brown brick? Some brick just isn't pretty, people! Lots of houses, at least in the South, from the 60s and 70s had that yucky brick, and they can really be brought into the 21st century with paint. That said, Melanie's brick isn't ugly, but I do think painting it would make for a more cohesive and uniform facade.

ok, since everyone is on you over the box size, I made them a little larger for you. maybe double them and center them under the window. they do look better larger. I also gave you proper Craftsman style numbers. You could choose a diff location. as for the color of that first pic, I gave you some close options for that grayish green hue Choose one of the darker greens for some accent contrast, and maybe a warmer Autumn type color for the door. Or you could do this accent color on the porch like a chair , bench, or even a porch floor or ceiling color. don't forget some ceramic pots in the copper color or better yet, window boxes!