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Almost $100 million worth of real estate in Sydney’s best streets has hit the market in the first week of spring thanks to a generational handover of trophy homes.

The tightly held waterfront home of the Moss family on Vaucluse’s blue-chip Coolong Road has been listed with expectations of $60 million.

The Vaucluse waterfront of the Moss family. Credit:

Set on a rare 1663 square metres, the five-bedroom, six-bathroom house with coveted harbour views of Middle Head and Manly is on offer for the first time in almost 55 years.

The deceased estate was purchased by Alex and Magda Moss , who were directors of a list of companies, including Ladies Choice from the mid-60s to 1990, according to their ASIC records.

With a few buyers through the 20-year-

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