Comedian Adam Sandler’s Lavish $20.5 Million Property Portfolio Is No Laughing Matter

Adam Sandler has turned his goofy personality into an estimated $440 million fortune—but when it comes to his real estate investments, the legendary funnyman checks his jokes at the door.

New York native Sandler, 59, recently embarked on a monthslong, multistate comedy tour, entitled "You're My Best Friend," that will see him visit more than 30 cities across the U.S. and Canada.

For his tour, the father of two returns to his stand-up roots, welcoming several A-list pals onto the stage with him—while also entertaining audiences with some musical numbers.

Sandler began his on-screen career in 1987 with a small role on "The Cosby Show" and has since gone on to star in dozens of hit movies, while also racking up credits as a writer and producer, most recently with the Netflix movie "Happy Gilmore 2," a sequel to his wildly successful 1996 film.

While his domination of the big and small screens has been highly publicized, the "Grown Ups" star has also made a significant mark on the real estate market, quietly amassing an impressive collection of homes across the U.S.

Sandler, who hails from New York and spent the majority of his childhood in New Hampshire, has retained a close connection to the East Coast, shooting multiple movie projects in and around the Tri-State Area, including "Happy Gilmore 2," which was filmed in New Jersey.

However, when it comes to his personal properties, he has chosen to base himself largely on the West Coast—along with Jackie, his wife of 20 years, with whom he shares two daughters: Sadie, 18, and Sunny, 16.

The actor was one of the thousands of California residents who had to flee their homes during the January 2025 wildfires—taking to social media at the time to voice his gratitude for the work of the emergency responders who were fighting to get the blazes under control.

"Can’t thank the firefighters, first responders, and law enforcement enough for risking their lives for all of us in Los Angeles," he wrote.

Although Sandler never confirmed whether his home survived, aerial images indicate that the property sustained little, if no damage.

Sandler's impressive Pacific Palisades pads

In 2004, the Sandlers purchased a pad in the Pacific Palisades—which they happened upon in a very A-list manner.

According to People magazine, the couple came across the property when it was owned by Goldie Hawn and Kurt Russell, who hosted Adam and his wife at a New Year's Eve party inside the home.

Jackie was so enamored with the home that she "said she'd like to buy it," a remark that ultimately led to the Sandlers purchasing the 13,000-square-foot home from their fellow celebrities for $12 million.

According to the outlet, Sandler and his wife made an offer without seeing beyond the kitchen.

Although Hawn and Russell had wanted to sell their abode, the property had yet to hit the market when the Sandlers snapped it up.

The unusual tactic has proven to be invaluable for Adam and Jackie, who still own the property and continue to use it as their primary residence.

However, that hasn't stopped the funnyman from expanding his real estate holdings in the celebrity-loved community.

In 2022, the comedian and his wife bought yet another Pacific Palisades home for $4.8 million.

The 1,840-square-foot comes with three bedrooms and two bathrooms.

The property is situated on a cul-de-sac and features a ranch style with wood shingles, blue shutters, and crown molding.

The living area is the epitome of comfort thanks to its black brick fireplace.

The kitchen features stone countertops, built-in cabinetry, and state-of-the-art appliances.

Sandler's Malibu mansion

In 2001, Sandler bought a $3.1 million 3,000-square-foot home in Malibu that he had been leasing for six months.

The home, which was built in 1947, boasts three bedrooms, three bathrooms, and enclosed deck that fits up to 100 guests.

There are also 25-foot glass walls that offer panoramic views of the ocean.

At the time, it was believed that Sandler splashed out an additional $650,000 for the former owner's art and furnishings.

Florida condo

One year after purchasing their Malibu beach house, the comedian forked over $640,000 for a condo in Boca Raton, FL.

Sandler purchased the property for his mother, Judy, to use as her primary residence.

However, the comedian and his family often use the home when spending time in Florida.

The property sprawls across 2,600 square feet and comes with three bedrooms and three bathrooms.