Sorry for damage to your home, but wow it's nice to get an update as a result. What style and colors are you thinking for a new look?

Choose the roof first. Medium grays are very versatile. Owens Corning Estate Gray is a nice medium gray, For a lighter mid gray look at Sierra Gray. I see you have white windows and brown windows, Can the white ones be painted? If not then I think all the trim should be white.

One thing i’ve noticed is most new construction houses ( at least in my area) use white trim color on all the corner pieces. They use white corner trim with all siding colors. I’d pick that, if you like the look.

I find that brown really dreary. I'd paint your house a medium blue. I don't like contrasting trim on corners and on your bumped out window, a high contrasting vertical trim would give you a checkerboard look.