Some four decades ago, legendary jeweler Harry Winston stood beneath a glittering crystal chandelier in the dining room of this regal residence on Fifth Avenue and accepted an offer by an ardent buyer—now the current owner—to purchase his home. Winston had owned the apartment since 1950, when he undertook a year-long renovation before settling there nearly 30 years. In the ensuing years, the residence has continued its prestigious pedigree, serving as a magnificent entertaining space for numerous luminaries, from conductor Lorin Maazel to descendants of Queen Victoria.

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