If I had heaps of cash, I'm not sure I'd move, but I'm 100% sure I would have our basement dug out and finished. I would also get more insulation and some sound proofing put in.
But just 500 more square feet, that would be lovely. I need to price putting up a winterized shed versus getting the basement dug out properly. LIke dug, underpinnings and a proper concrete pad and some plugs? We could bung all our tools down there, Wouldn't even need anything fancy.
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Honestly, new windows (which I guess we're inching towards) would make a massive difference.