Leonardo DiCaprio, renowned for his roles as a real-life Wolf of Wall Street and Jay Gatsby, has a history of frequently changing residences that rivals his well-documented romantic relationships. The Academy Award-winning actor, who first gained fame with his performance in “What’s Eating Gilbert Grape” and later shared a raft with Kate Winslet in “Titanic,” now owns an impressive array of properties spanning from California and New York to a private island in Belize.
Here’s a look at some of his most notable real estate acquisitions and sales over the years:
1. 9045 Oriole Way, Los Angeles
DiCaprio’s journey into Hollywood real estate began in the 1990s with the purchase of 9045 Oriole Way. Originally bought from Madonna for $2.5 million, this property was DiCaprio’s first foray into the market. Over time, he expanded the estate into a compound by acquiring the adjacent properties. Today, the estate spans five acres and features multiple pools, a basketball court, solar panels, and extensive privacy hedges. The compound’s size and amenities make it a potential site for grand events or a high-profile rental for other Hollywood elites.
2. 1675 Angelus Avenue, Los Angeles
DiCaprio’s former residence in Silver Lake is a prime example of his house-flipping prowess. Purchased in 1999 for $769,500, this Spanish hacienda was sold two decades later for $785,500. While DiCaprio enjoyed the property’s period details, the new owners significantly altered its original features, including the removal of Spanish and Art Deco tilework and other vintage elements. The updated home now boasts modern amenities like an exposed brick kitchen backsplash and multiple wine rooms.
3. Blackadore Caye, Belize
In 2005, DiCaprio acquired Blackadore Caye, a private island in Belize, with the aim of creating an eco-friendly retreat. Collaborating with architect Jason McLennan, known for his sustainable designs, DiCaprio envisioned a 104-acre sanctuary featuring overwater villas, private homes, and luxury amenities. Although the project was slated to open in 2018, it remains under development. The island’s goal is to address environmental issues like overfishing and deforestation while catering to affluent visitors.
4. 2 River Terrace, New York
In 2008, DiCaprio ventured into the New York real estate market with a $3.67 million apartment in Battery Park City. The development, designed by David Rockwell, emphasizes eco-conscious living. Impressed by the amenities and the building’s sustainable features, DiCaprio bought an adjacent unit six years later. The residence offers views of the Hudson River, twice-filtered air, and features such as a lap pool, yoga studio, kids’ playroom, and a dog spa.
5. 432 West Hermosa Place, Palm Springs, California
Palm Springs, known for its celebrity allure and iconic mid-century modern architecture, caught DiCaprio’s eye with 432 West Hermosa Place. Purchased for $5.2 million, this home was designed by Donald Wexler, a prominent architect of Palm Springs modernism. The property boasts striking interior features like wood-paneled ceilings, floor-to-ceiling windows, and a grand piano. Despite its luxurious details, it’s available for rent at $3,750 per night.
6. 66 East 11th Street, New York
In 2014, DiCaprio expanded his New York portfolio with a $10 million condo in Greenwich Village. The building offers unique amenities such as wellness concierge services by Donna Karan and features like vitamin C-infused showers and circadian rhythm lighting. Despite the luxury and exclusivity, DiCaprio sold the three-bedroom, two-and-a-half-bathroom condo two years later for $2 million less than the purchase price.
7. 2566 Aberdeen Avenue, Los Angeles
One of DiCaprio’s more recent acquisitions is a Spanish Colonial home in Los Feliz, purchased in 2021 for $7.1 million from actor Jesse Tyler Ferguson and his husband. The home combines a sexy, homey aesthetic with features like a curving terra-cotta staircase, stained glass library, and chic exterior details. The property’s pool and Juliet balcony add to its appeal, making this purchase a noteworthy addition to DiCaprio’s real estate collection.
