These locations, which the state calls "non friction areas" can be scraped, primed and repainted.   

Repainting the exterior with these SW Repose gray (siding), SW snowbound white(trims) and SW rave red(door) but anyone with experience has some suggestions on whether to use 1 color on siding or paint horizontal and vertical siding with 2 different colors? 

You probably need to either repaint or do vinyl.

Re painting, sheet rock the normal.

The downside of wood is the ongoing maintenance, but there are some which come with an enamelled finish which should lengthen the repaint interval.   

What is the best way to establish a rate to charge security deposit for repairs such as drywall patching and repainting if I do the work myself.

I calculated about 10K to address both issues.When I went to view the property I was shocked to find that it was not a 1/1 but actually a duplex with 2 bedrooms and 1 bathroom on each side.I don't recall ever being told my offer was accepted however the listing agent called me to tell me the closing date and details to wire the funds to.The next call I got was to tell me the closing date was extended as the bank was going to repaint the property and repair the roof.I was pleasantly shocked.I finally got the rights to the property- no keys given as the exterior doors weren't even there!

The second big phase will be a backsplash and then I will repaint my laminate countertop with epoxy, more photos to continue...

You could have moisture issues, which will shorten the life of the paint, and even if you don't, it has to be repainted at some point indefinitely.

VA guidelines require that “The surface requiring treatment must be thoroughly washed, scraped, wirebrushed or otherwise cleaned to remove all cracking, scaling, peeling, chipping and loose paint and then repainted with two coats of a suitable nonleaded paint, or:The paint shall be completely removed or the surface covered with a suitable material such as gypsum wallboard, plywood or plaster before any painting is undertaken if the paint film integrity of the surface needing treatment cannot be maintained.”