In my last house, after adding a living room (the area you see this side of the arch) and also updating bathroom etc I couldn't afford to reline the ancient walls in my little lounge (when I removed the purple wallpaper I found a mixmax of boards, gib, pinex, plywood and holes!) so I plastered walls all over with layers and layers of newspaper and wallpaper paste (papier mache), then after applying primer/undercoat I painted with 2 similar colours (rich reds in this case), and stippled the surface with a plastic bag. This made it look just very slightly textured like leather and successfully disguised the uneven surfaces. Gallons of gap filler filled the gaps between the old T&G ceiling boards and evened out the mismatched skirting and scotia. Again white paint on all the trims. Amazing what can be done when you have to make do! This was a great cosy little room! (Before photo is the 3rd one)

Hello, Do you need those railings? I would get rid of them at least at the front of the house so you can see the facade better, and paint everything else white.

It depends on the condition of the timber trims and how authentic you want to be. Originally the trims would have been done in a full gloss. But if you are repainting original trims from the 1950's or 1960's they have probably been knocked around a bit and the surface will be far from perfect. A full gloss will emphasize any imperfections unless you do a lot of preparation to get rid of them all. A semi-gloss is probably a safer choice, easier to get right, and at the end of the day doesn't look wrong. Best of luck, Dr Retro of Dr Retro House Calls/Dr Retro Virtual Visits

rereading your post i now realise that the windows are already grey but would be great to have the gutters painted to cover the green but instead of hand painting check with the local powder coating company as it's possible to have the gutters powder coated ..we took our gutters down and had to put them back up again...tedious but more effective than hand painting