Alrigt, I solved the problem to my satisfaction. In hindsight I should have tried this first, but I'm too dumb.
I generate the HTML using Word's HTML, filtered option, so the output includes all those awful Mso tags, full of "font-family" properties.
I got rid of ALL the font-family properties, except for my monospaced style, which I changed from "Courier New" to monospace. Converted the updated HTML file to dual-format ebook (HT to JSWolf), sent it through Send to Kindle, and... Success! Nice monospaced font (I tried setting a style to a sans-serif font, and it worked too).
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