< img src =" https://media.architecturaldigest.com/photos/69b82d8fbd98bd298ecfbcb1/16:9/w_1280,c_limit/GettyImages-2234457490.jpg" alt ="" > On The Louis Theroux Podcast, Theroux teased, in May 2025, that he was” in Sean Penn’s house,” briefly explaining a Malibu hideaway where the actor invited him to speak about whatever from politics to his past. It’s a small glance, however one of the only ones we have– Penn hardly ever shows off his interiors in any method. Offered this fondness for privacy, it makes sense that he landed in the coastal community of Malibu, which has long been a magnet for A‑listers considering that it’s only a short drive from Los Angeles, yet uses far more seclusion than Beverly Hills. Residents include Julia Roberts and Sergey Brin, and Penn becomes part of this discreet celeb cohort.He also preserves a Los Angeles base, as revealed in a 2022 visual profile by professional photographer Greg Williams. Penn briefly revealed the professional photographer his house– images from within program acting awards on display screen and a more useful than sleek kitchen, which features white shaker cabinetry, open shelving, and a diamond-pattern tiled backsplash. The exact neighborhood that this LA home of Penn’s lies in remains unknown.Penn is likewise thought to still own a surf‑side retreat on Oahu’s North Shore, a half‑acre lot he purchased in 2007 and became a beachfront home. Here’s a complete look at his housing history.The Madonna years Madonna and Sean Penn running on the beach in Malibu right before their wedding event on August 16, 1985 Image: Barry King Penn’s real estate story begins in Malibu. He married Madonna in 1985, and not long after, the couple purchased a contemporary home on Carbon Mesa Roadway from Olivia Newton‑John. Real‑estate documents explain the property, which was dubbed” Fortress Madonna,” as a 7,000 square‑foot wood‑and‑glass house with five bed rooms, a pool, a tennis court, and a health club. However the couple’s time together there was brief– when the marital relationship ended in 1989, Penn maintained the property and later on shared it with actress Robin Wright. By 1993, your home was valued at around$ 4 million, but that November it was ruined in a notorious Malibu wildfire. Penn’s publicist validated he salvaged absolutely nothing, and the star later reflected that” whatever in my life burned, other than my household, and it was so liberating. “An Upper West Side address< img alt= "Image may consist of Sean Penn Madonna Clothing Coat Pants Adult Individual Jeans Add-on and Glasses" src =" https://media.architecturaldigest.com/photos/69b82d8fbd98bd298ecfbcb6/master/w_1600%2Cc_limit/GettyImages-107214705.jpg"/ > Madonna and Sean Penn leave practice sessions for their play Goose and Tom in August 1986 in New York City City. Picture: Vinnie Zuffante/Getty Images