Alexandra Clancy Buys $21M Penthouse at 108 Leonard

Despite the buyer being associated with deception and intrigue, the new owner of a Manhattan triplex penthouse is no longer a mystery.

Alexandra Clancy, widow of the late acclaimed novelist Tom Clancy, bought a $21.4 million penthouse at Elad Group’s 108 Leonard Street, known as Tribeca’s clock tower building, according to public records.

Douglas Elliman’s Dora Abril, who represented Clancy, declined to comment.

Alexandra Clancy’s purchase comes at the tail end of a years-long legal saga following her husband’s 2013 death. The widow battled it out with her husband’s first wife and her four children over the author’s multimillion-dollar estate, which included a 12 percent share of the Baltimore Orioles.

The last of those disputes, involving Alexandra Clancy’s ownership over the majority of the rights to the Jack Ryan character from books like “Hunt for Red October,” who has been the source of video game and television spinoffs, ended in a settlement in 2023.

Tom Clancy’s estate was valued at $83 million at the time of his death.

Among other assets, Alexandra Clancy received her late husband’s 400-acre Chesapeake Bay estate, which she sold for $4.9 million in 2020.

Alexandra Clancy, who married Tom in 1999, also previously bought a $3.3 million Upper East Side apartment in 2006.

The penthouse at 108 Leonard first hit the market in March 2022, asking just under $24 million. It last had an asking price of $24.5 million. The property spans 6,252 square feet and has five beds and five bathrooms. Dubbed The Crown Penthouse, it has an additional 2,173 square feet of outdoor space.

The three-story home, which starts on the 14th floor of the building, has a massive great room with crown moldings, chevron wood floors and a marble fireplace on the first floor. The primary suite covers the entire 16th floor, and has three exposures, an east-facing private terrace and two distinct baths, one with a freestanding soaking tub facing the Empire State Building and a separate shower.

A Douglas Elliman Development Marketing team, including Elena Sarkissian and Raphael De Niro, is heading sales at the Tribeca conversion, which has sold more than 90 percent of its 167 units. In 2025, the team sold 10 units for over $70 million. The building was New York Life Insurance Company’s previous headquarters before being converted to condos in 2018.

Although the north penthouse was the building’s most expensive, it was not its most distinctive. That honor goes to its “Clock Tower” penthouse, which is inside the landmarked building’s historic clock tower. The unit hit the market in April asking over $19 million.

Clancy will not be the only well-known surname in the building. Keith Urban and Nicole Kidman bought a two-bedroom apartment there for $3.5 million in 2020.

Billionaire Gildo Palla Pastor purchased another one of the project’s penthouses for $8.7 million in 2021.