How to paint chipped woodwork.
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chances are on woodwork this old you may have lead paint. It wouldn't bother me but it is the belief now that this is a serious situation. I think you would actually have to strip the woodwork which is a lot of work.
If it is paint then using a heat gun and a scraper is easier than sanding and you can take to the bare wood or if there are many layers of paint leave what you want.
Touch up the chips with paint and you will probably never notice them. May have to use two coats on the chipped part but easier than sanding and stripping.
Use Citristrip and remove all bad paint jobs and start over.
Easiest way, caulk the areas that are showing different layers. Use one that you can sand but don't put on a big glob (technical term) because it will take you forever to sand down. Use several thin coats. Takes time but will pay off in the long run. Paint with oil paint only. Acrylic will not cover well. The original paints were all oil based in an old house..