My first suggestions will apply no matter what color combinations you choose. Put shutters only on the brick. Those are the only windows where shutters will fit appropriately. And, whatever the front door color, paint the storm the same. Gray: you need a green undertone to compliment the dark brick. Siding: Horizon Gray Shutters…do in a semi-gloss finish: Desert Twilight Front door and storm: Spice Gold Lovely and different with your brick color.

I suggest you do not paint the house any shade of yellow because of the shade. Consider a “grieve” like B.M. Revere Pewter, instead. Remove shutters permanently, as they do not fit properly…freshen all the white trim. If it is in the budget add more trim around windows, in white.

Update: We painted the gutters and soffits Benjamin Moore Dragon's Breath and the columns and windows the same color, but desaturated. Changed out the lights, updated furniture, removed shutters and added horizontal fence/gate. We ripped up the hedges in our beds and planted birds of paradise, gingers, a banana tree and vincas. Over time they will fill nicely. Our beautiful oak tree's roots are right below the walkway, and we decided it wasn't wise to mess with it. The week we finished, our dream home down the block went up for sale, and we made an offer. Thankfully since we have invested so much time and love into our home (with a lot of guidance from Houzz) and it sold within 24 hours. So we passed the "finish line" for our current home, and will thankfully we able to admire her beauty when walking the neighborhood. Thanks everyone for your input, and I hope the pictures help others looking to update a side century ranch home!

You do NOT want vinyl siding in a position of such prominence on a house like that. That would be an absolute sin, and seriously cheapen the look of the house. At least use fiber-cement (if not real cedar) rather than vinyl. You have visible rafter tails (on one side but not the other, puzzling) with matching roof and door trim, so the siding color will need to match that. The rafter tails would normally be stained, not painted, so make everything go with them. The garage door doesn't match the style of the house.