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Leonardo DiCaprio's private property includes three separate buildings -- a 4-bedroom main house, a 2-bedroom guesthouse, and a loft with an extra bedroom, a gym, and. The Complete History of Leonardo DiCaprio's Model-Filled Love Life. 15 models, 15 blondes, 4 actresses, one pop star, and Leo. The Hollywood superstar, 36, and the Israeli supermodel, 25, who had been. NEWS Leonardo DiCaprio and Model Nina Agdal Spotted Kissing in Steamy PDA Pics!