What a flip! The most expensive downtown deal of the year is a $49 million triplex penthouse in Soho.

The massive loft-like home is in a 19th-century cast-iron building at 421 Broome St. where the late actor Heath Ledger tragically overdosed back in 2008.

The penthouse seller bought the 8,000-square-foot vertical mansion for $35.1 million during the peak of the pandemic, in September 2020 — then flipped it to make a healthy $14 million-plus profit less than 14 months later.

But it took a crazy roller coaster ride to achieve such an eye-popping deal. Back in 2018, the mansion was asking $65 million. Then it sold for almost half of that: $35 million in 2020. Its most recent sale — which eclipsed the $45 million penthouse sale at 56 Leonard, this year’s previous record — was an off-market deal, according to property records.

The mystery buyer appears to be a tech mogul who bought it via a secretive shell company with a Palo Alto, Calif., address.

An interior of the penthouse.
The space boasts a massive 8,000 square feet.
Realtor.com
Interior shot of the game room.
There’s a wood-burning fireplace in its dining and billiards area.
Realtor.com

Ten years ago, investor David Matlin, a distressed asset investor and his wife Lisa, a Broadway producer who once owned a boutique with actor Phoebe Cates, bought the penthouse for $17.8 million, then hired Gwyneth Paltrow’s designer, Roman and Williams, to renovate it.

Interior shot of the penthouse.
There’s a tricked-out chef’s kitchen inside the Broome Street stunner.
Realtor.com

By then, the couple declared it “too big” — it has six terraces spanning 3,700 square feet and a hot tub — and listed it for sale. The four-year renovation saw the installation of oak floors, a black marble, a cantilevered staircase, an industrial-chic chef’s kitchen with black granite, Italian Carrara marble bathrooms and three skylights.

An outdoor shot of the terrace's hot tub.
Lounge by or take a dip in the penthouse’s terrace hot tub.
Realtor.com

There’s also a private elevator, plus dumbwaiters on every floor, 15-foot ceilings, arched windows, woodburning fireplaces, French doors, more than 20 custom closets and a gym. 

A shot of a fancy bathrom in the home.
There are Italian Carrara marble bathrooms inside the penthouse.
Realtor.com

The landscaped wrap terraces are an entertainer’s dream, boasting an outdoor kitchen, fireplace, television, limestone fountain and a boxwood and Japanese maple tree.

Ledger was paying close to $25,000 a month for a fourth-floor unit when he accidentally overdosed in 2008. 

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