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The southernmost estate on the famed Bellevue Avenue, Rough Point belonged to 20th-century heiress Doris Duke, who inherited the property at age 12. The English-style manor faces the Cliff Walk Bridge, with stunning views of the crashing Atlantic below. Today, you can tour the home decorated just as Duke had it, from the plant-filled glass solarium and tapestry-rich Great Hall to the formal gardens.