Exterior paint color help

[Matt T.]

I'm under contract to buy a fixer-upper in a historic neighborhood, and can't figure out what would be best for exterior paint colors and general curb appeal. I'll be ripping out the overgrown shrub, replacing the upper windows and installing a new door. I'll also be scrapping and repainting all of the exterior trim, and at least the lower level brick. The lower level is painted brick, while the upper is vinyl siding. I don't really want to replace the siding since it's in decent shape, but could I paint it to help the house stand out? Any ideas on different paint colors between the upper and lower floors? Below are a couple of pictures showing the front in low/high light situations. Thanks!