Entrepreneur Alexandra Jacob. Picture: Instagram

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Five years after buying a Point Piper waterfront mansion for $40m, a childcare queen has listed it for sale with an ambitious price guide.

The Little Learning childcare chain founder Alexandra Jakob has her three-level five-bedroom, five-bathroom home in Wolseley Rd trophy home for sale with $100m hopes via Monika Tu and Jad Khattar of BlackDiamondz.

“For many years, 50 Wolseley has been one of the few waterfront homes with a coveted gun barrel Harbour Bridge view available on the market,” Tu said.

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There’s even a sandy beach.

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Gun-barrel views of the Bridge.

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“Boasting over 25m of water frontage, a slipway and a boathouse, it also comes with a DA-approved Bruce Stafford modern design that includes an additional level.

“The opportunity to acquire property on such a prestigious street is truly priceless.”

Tu said there’d been only a minor reno done to the house, though the boathouse had been given a makeover and the slipway extended.

When asked if the phone was already running hot, Tu laughed and said: “It only hit the market yesterday, but yes we do have some inspections coming up.”

Entrepreneur Alexandra Jacob. Picture: Instagram

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But no, there won’t be an open home.

The listing comes just days after Melbourne’s wealthy Myer family put their Toorak mansion up for sale with predictions it could fetch $100m.

Only two houses have sold for $100m in Australia, both in Point Piper, the Fairwater estate for exactly that in 2018 and UIG Lodge for $130m in 2022.

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The view’s incredible at night.

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The vendor has done only a minor reno since buying it five years ago.

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You’re right on the water’s edge.

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Though Aussie John Symond wants more than $200m for his Point Piper waterfront nearby.

Another Point Piper home, Rockleigh, had $100m hopes when listed in March but sold for between $80m and $85m in May.

Having founded Little Learning in 2006, Jakob sold it for $150m to Bain Capital in 2018.

She created a haircare brand, BondiBoost, which sold to a US private equity fund, Gauge Capital, in 2022.

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The property was bought for $40m five years ago.

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Jakob and her former husband, Gabriel Jakob, had plans to build their “forever home” on the site several years back — they’d bought the two neighbouring homes meaning they’d spent close to $100m — but then they got divorced and Alexandra is downsizing instead of expanding.

Among 99 Wolseley’s attractions: a sunken family lounge retreat with wet bar and wine cellar, an office, four ensuites, steam room, indoor spa with views, a heated pool and pool house at the harbour’s edge.

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