Howard Stern Inks Three-Year SiriusXM Contract Extension That Will Give Him ‘More Free Time’ To Spend at His $137 Million Properties

Longtime radio host Howard Stern has announced that he's signed a three-year contract renewal with SiriusXM, ending furious speculation that he was set to leave the broadcaster after 19 years on the airwaves.

Stern, 71, shared the happy news on his eponymous radio show, where he revealed that he and SiriusXM had figured out a way for him to "have it all," including "more free time," although he neglected to share what this will mean for his broadcasting schedule.

"The Howard Stern Show" currently airs new episodes every Monday, Tuesday, and Wednesday, with repeated episodes broadcasting on several other days of the week.

Stern has not yet revealed whether this will change as a result of his new contract, which comes after his previous deal with the network ended in the fall.

It has also not yet been revealed how much Stern will earn for the next three years—although his last contract with SiriusXM, which he signed in 2020, reportedly netted him a staggering $100 million a year.

The radio host has faced rampant speculation about his future on SiriusXM since August, when reports first started emerging that he was planning an exit from the network when his contract came to an end.

At the time, The Sun reported that SiriusXM had already prepared for Stern to exit when his contract ended, with a source claiming: "Stern's contract is up in the fall, and while Sirius is planning to make him an offer, they don't intend for him to take it.

"Sirius and Stern are never going to meet on the money he is going to want. It's no longer worth the investment."

Another insider hinted that Stern's political beliefs aren't helping solidify him a seat at the table next year, suggesting that his outspoken disdain of President Donald Trump may end up costing him.

"If Sirius isn't going to give Stern a good offer, I don't think it would have anything to do with his ratings. It's more likely everything to do with the political climate," the insider claimed.

Those rumors were further fueled after he and fellow SiriusXM star Andy Cohen joked that the latter would be taking over Stern's time slot moving forward—although they later confirmed that they were simply poking fun at the rumor mill.

Still, it appears that whatever negotiations went on behind closed doors ended in Stern's favor, with the radio host gleefully confirming in his show that he walked away with everything he wanted.

"I am happy to announce that I have figured out a way to have it all," he stated on the Dec. 16 episode of his show. "More free time and continuing to be on the radio."

Stern noted that one of the key points of negotiation had been a lighter workload for himself and his longtime collaborator Robin Quivers, 73, who has been by his side on the show since its debut nearly 20 years ago.

"I did check with my Robin to see that she was up for it as well because if Robin wasn’t up for it, then I wasn’t going to do it," he admitted.

While a spokesperson for SiriusXM confirmed the contract renewal to a number of news outlets, they did not reveal any other information about the details of the deal—including how frequently Stern will continue to record, or how much he is being paid.

Should Stern have more opportunity to spend time away from the studio, however, he will likely have ample opportunity to focus on one of his other great passions in life: real estate investment.

Over the years, the radio legend has amassed a staggering collection of properties that are worth an estimated total of $137 million and include homes in New York City, Florida, and the Hamptons.

While his Hamptons home is understood to serve as his primary residence, Stern would undoubtedly be more than comfortable at any one of his dwellings, each of which he has take several years to complete, buying up adjacent abodes in order to create his own enormous compounds.

The radio host—who shares daughters Emily, Debra, and Ashley with ex-wife Alison Berns and has been married to Beth Ostrosky since 2008—already records much of his content at one of his various at-home studios, having made that move during the COVID-19 pandemic.

But "more free time" as he called it would give him much more freedom with regard to his travel schedule—and his ability to expand his portfolio in new areas, including the West Coast.

Hamptons mainstay

Stern and Ostrosky's main residence is their Hamptons dwelling, which the radio host picked up in 2005 for $20 million. It is now estimated to be worth an eye-watering $51 million.

The eight-bedroom, 12-bathroom property measures more than 15,000 square feet and is situated on 4.25 acres.

The opulent property comes with a bowling alley, a wine cellar, a tasting room, a pool, a cabana, and a spa.

The primary bedroom is a staggering 1,500 square feet and boasts a balcony, an office, and a his-and-hers bathroom.

Manhattan mansion

The last of Stern's impressive properties is his stunning Manhattan abode near Lincoln Center. It was previously his main residence.

Stern purchased the two-floor penthouse over the course of a decade for $21 million.

He holds the keys to the 53rd and 54th floors of the Millennium Tower, which is one of Manhattan's most lavish residences.

His penthouse is made up of five condominiums and sprawls 8,000 square feet.

He snapped up the three condos on the 54th floor in 1998 for $6 million.

Stern then picked up two condos on the 53rd floor in 2008 for $15 million.

Howard Stern's Palm Beach palace

One of the crown jewels in Stern's property portfolio is his Palm Beach, FL, property, which he snapped up for $52 million in 2013.

The radio host is known to gush about Florida's lovely weather and the state's tax laws, so it came as no surprise that he picked up the 3.23-acre abode and claimed to want to retire there.

In addition to the $52 million he paid for the dwelling, Stern spent $13 million renovating the 19,000-square-foot home, which was built in 1992.

The five-bedroom, 12.5-bathroom dwelling features a 1,000-square-foot closet for Ostrosky, according to the Miami Herald.

She gushed about the home the same year they purchased it, revealing that they decided on Palm Beach because they have friends in the area and “ended up having a little life there.”