9. Kim Basinger
Quirky Purchase: Town
Amount Paid: $20 Million
There is a hellish long list of big-time celebs that have gone from being award winners to all loners. Both Bollywood and Hollywood have witnessed their share of such waning celebs. From a Bond Girl to an Oscar winner to a mom, Basinger has done it all. She even had to face an abusive husband of Alec Baldwin, who got off pretty easy, considering he was a wife-beater. Still, Basinger herself made some pretty bad choices, like buying an entire town. This $20 million worth of town cost Basinger so much that she eventually had to file for bankruptcy.
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