Dulux Charcoal on the timber and also paint the orange tiles under the window on the timber side. Too many orange stripes, the other two match so I'd leave them. Paint windows and trim Whisper white, paint the top gutter against the roof charcoal and the trim under in Whisper white. Also paint the door step in charcoal. Like your house, all the different textures just need to compliment each other. I'm building mid century design now, I'm using all different textures too.

You have quite a complex internal painting job in front of you. I would use the elements that are going to be retained as a starting point. So if you have stained timber, where you can see the original grain through the stain then use that as a starting point to work with throughout the home. Never paint stained timber as it is then lost forever, but work with it. Dulux alone has about 4800 different colours, so don't limit yourself to the few hundred colour chips that are on display at Bunnings. The Dulux colour consultants are usually good value, and have got access to the full range, but in my experience are more suited to contemporary schemes, and don't have training in heritage schemes. If you want to be authentic to the original art-deco details it may be worthwhile engaging a design consultant who specializes in heritage colour schemes. When I am matching original paint schemes for my clients I use a digital colour analyser that reads the original colour and gives the three closest contemporary equivalents. Many original art deco colour schemes were fairly dramatic with fewer neutrals than are used today. Many older homes have different wall colours in different rooms. The idea of having the same wall colour for every room is really a result of the project home industry as it streamlines the decision making (and painting) process, but doesn't really make a lot of sense when you think about how your rooms have different orientations, different light and different uses. Don't rush the process as your perception of the colours will depend on the lighting, time of day, and the colours of adjacent elements. Don't base your selections on any digital images as they are always inaccurate. Try and source larger samples, or sample pots, before investing in your paint. Finally with your painter be specific and use post-it notes to tell them where you want each colour to be painted. Many painters can't tell the difference between an architrave and cornice, so explanations are sometimes a waste of breath. Best of luck, Dr Retro of Dr Retro House Calls

Here are some inspiration of what I'm thinking

Just updating the look with a two tone paint. I’m not fuss with the cornice as it’s an older style house, don’t want it to be very modern though