Bing Crosby Rancho Mirage home pool

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Crosby built his estate, 70375 Calico Road, during the Golden Age of Hollywood—and it looks the part. The home also comes with a storied past: an attached two-bedroom casita with a private entrance and its own kitchen, dubbed "the JFK Wing," is rumored to be where JFK and Marilyn Monroe had their infamous 1962 rendezvous.

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