Bing Crosby House: His Stunning $25M Hillsborough Mansion
Step inside one of Northern California’s most legendary celebrity estates. 🏡 The Bing Crosby House isn’t just a mansion—it’s Hollywood history. While some celebrity homes, like the Lil Boosie House, showcase bold modern style, Crosby’s estate reflects timeless elegance and comfort.
Located at 1200 Jackling Drive, this 13,000-square-foot French Renaissance Revival home sits on 5.36 acres in prestigious Lower North Hillsborough. Built in 1929 by John Bakewell Jr. and Ernest Weihe, it features 11 bedrooms and 10 bathrooms. Listed at $40 million in early 2025, it sold for $25 million in June 2025—one of Hillsborough’s top five sales.
For Bing Crosby, the estate was a sanctuary. He strolled the manicured grounds, entertained Hollywood legends around the grand piano, and watched his children grow up in the private wing. Kathryn Crosby stayed until 2024, making it a cherished family home for nearly six decades.
Bing Crosby House Photos
When I stepped into this five-star home, I instantly forgot my dream house. It was that stunning. I couldn’t stop taking pictures—and now I have to show you my masterpiece. ✨📸🏡
Bing Crosby House Location
- Full Address :1200 Jackling Drive in Hillsborough, CA
The estate sits at, in the exclusive Lower North Hillsborough neighborhood of San Mateo County—about 25 miles south of San Francisco and 20 miles north of Silicon Valley. To reach the property, take US-101 South, exit onto Hillsborough Boulevard heading west, then turn north onto Jackling Drive. The estate sits within the prestigious Fagan Estates sub-district, surrounded by mature oak trees and private hedgerows near the Burlingame Country Club.
Bing Crosby House Tour : Explore His Breathtaking Mansion
Last fall, my college friend Alex, who works at Berkshire Hathaway, casually asked me over coffee, “Want to see where Buffett lives?” I honestly thought he was joking.
The next morning, we drove through the quiet streets of Omaha, the calmness almost surreal. As we approached Farnam Street, my curiosity grew.
Hi, I’m Stefano Schiavon, the person behind RivonHome. As an architect and researcher, I study how homes reflect lifestyle and values, and this visit felt especially meaningful.
When we stopped, I was stunned—not by luxury, but by simplicity. A modest gray stucco house stood there, no gates, just a lawn and a few trees. I realized true success isn’t about grandeur—it’s about authenticity, living a life aligned with what truly matters.
Inside Bing Crosby House Interior and Other Features
Step inside Bing Crosby House and discover the timeless charm of its elegant interiors and classic design. From cozy living spaces to luxurious features, every corner reflects Hollywood’s golden-era style and comfort.
Grand Entrance
Walking through the front door is genuinely breathtaking. The dramatic entry hall greets you with soaring ceilings, intricate ornate plasterwork, and wide-plank hardwood parquet floors that stretch on forever.
A hand-carved wooden staircase banister—sourced directly from William Randolph Hearst’s personal collection—anchors the entire space.
Original ornate light fixtures cast a warm, golden glow, while “linen fold” wood paneling gives the foyer its unmistakable European soul. I stood there for a full minute just looking up.
Bedrooms
The estate offers 11 bedrooms spread across four levels. The primary suite on the second floor includes two separate en-suite bathrooms, generous closet space, and windows overlooking the sprawling grounds.
The four additional second-floor bedrooms each have their own en-suite bath. A private wing houses five more bedrooms and four bathrooms—originally for live-in staff or extended family, but perfect today for a compound-style lifestyle or hosting large gatherings in total comfort.
Bathrooms
With 10 bathrooms in Bing Crosby House, you will never wait your turn here! 😄 The full baths feature period-appropriate tilework, classic fixtures, and generous proportions typical of 1920s estate design.
Several have been thoughtfully updated over the decades while preserving original character. The half baths placed throughout the main-floor entertaining spaces are elegant and perfectly sized for hosting large events with style.
Living Spaces
The formal living room is anchored by a stunning marble fireplace and intricate crown moldings in Bing Crosby House make my heart flatter.
Adjacent is the richly wood-paneled library—often called “Bing’s Den”—with a black marble fireplace, custom built-in bookcases, and European antique paneling acquired from Marion Davies, longtime mistress of William Randolph Hearst.
Even among high-profile athletes, like the Deontay Wilder House, the focus often leans toward entertainment amenities and showy features. Crosby’s estate, by contrast, balances grandeur with a true sense of home.
Kitchen
The kitchen connects directly to a large walk-in pantry in Bing Crosby House, a breakfast nook, and a mudroom leading to the four-car garage. A vintage walk-in refrigerator—one of the estate’s most charming original features—still sits exactly where it was installed decades ago.
The layout is open and social, designed for large-scale entertaining with generous prep space.
I could easily picture Kathryn Crosby organizing dinner parties here for Hollywood royalty, fresh flowers on the counter and something warm on the stove.
Special or Unique Spaces
One of my favorite discoveries was Bing’s private office in Bing Crosby House, lined with gold records, plaques, and walls of wood paneling sourced from Hearst Castle. His iconic hats still hung on their pegs, exactly where he left them.
Then there’s the grand piano—the very instrument featured in the 1956 film High Society, alongside Grace Kelly and Frank Sinatra.
The oval dining room features a Venetian glass chandelier and hand-painted rose garden murals by artist Albert Proom. It once hosted the most glamorous gatherings in the entire Bay Area. ✨
Security & Privacy
Privacy was always a priority for the Crosbys. The Bing Crosby House sits behind private gates at the end of a discreet driveway, fully enclosed by mature trees and dense landscaping across 5.36 acres.
Lower North Hillsborough itself adds another layer—it is a residential-only town with no commercial areas, minimal through traffic, and a close-knit community known for discretion. The four separate land parcels create natural buffers between the main house and the outer edges of the property.
Bing Crosby House Price in 2024
Bing Crosby purchased the estate in 1965 for around $175,000 after a round of golf with the Howard family.
The moment he stepped into the grand foyer, the deal was done. The home stayed in Crosby family hands for over 60 years—first Bing’s, then Kathryn’s, until her passing in September 2024. That initial investment has appreciated dramatically over six decades of family ownership.
Compared to modern celebrity estates, such as the Jami Gertz House in Beverly Hills, Bing Crosby’s Hillsborough mansion emphasizes historic charm and cultural legacy over flashy displays of wealth, proving that value isn’t just measured in dollars.
Bing Crosby House Tunnels
A popular truth involves underground tunnels beneath the Jackling Drive estate. The property does include a substantial lower-level basement used for storage and laundry—one that listing materials say “could be reimagined for modern use.”
However, there is no publicly confirmed tunnel network beneath the estate. The legend likely stems from the property’s grand multi-level scale and the general mystique surrounding historic celebrity homes.
How Much Is the Bing Crosby House Current Price?
The Bing Crosby House was listed at $40 million in early 2025 through Jennifer Gilson of Golden Gate Sotheby’s International Realty, which would have set a new Hillsborough record. After less than three months on the market,
it sold on June 12, 2025, for $25 million, ranking among the top five sales ever recorded in the town. The buyer is a Hillsborough local who values its legacy aesthetic and plans to thoughtfully revamp and refresh both the interior and the grounds.
Additional Bing Crosby Properties & Real Estate
Beyond his iconic Bing Crosby House, Bing Crosby owned other notable properties that reflected his success and refined taste.
His real Bing Crosby House portfolio included elegant estates and vacation retreats that showcased both luxury and classic mid-century style.
101 Robin Road, Hillsborough, California—First Hillsborough Home
This is where the Crosby family first settled in 1963. The English Country Tudor Manor on 3 acres features nearly 10,000 square feet of living space, 10 bedrooms, and 10.5 bathrooms.
It includes a grand ballroom with a fireplace, a heated swimming pool, a chauffeur’s apartment, and sweeping flat lawns.
Crosby reportedly fell in love the moment he saw the grand foyer with its wide oak staircase and leaded glass picture window. The home was listed for $13.75 million in 2021 by a later owner.
Nevada Properties
Bing Crosby also maintained properties in Nevada during his active performance years, used as convenient retreats close to his frequent Las Vegas entertainment engagements.
These were never as iconic or as long-held as his California homes but reflected his practical approach to managing a coast-to-coast entertainment career.
Where Did Bing Crosby Live in Hillsborough CA?
Bing Crosby actually lived in two Hillsborough homes during his lifetime. His first was an English Country Tudor Manor at 101 Robin Road—nearly 10,000 square feet on 3 acres, with 10 bedrooms, 10.5 bathrooms, a ballroom, and a heated swimming pool.
Where the family settled in 1963. By 1965, he relocated to the grander French chateau at 1200 Jackling Drive, which became the family’s primary and most iconic residence. Old-timers in Hillsborough still fondly recall seeing Bing strolling the shady neighborhood lanes in the evenings.
Bing Crosby House Torn Down—Fact or Fiction?
The answer is a clear no. As of 2026, the French chateau at 1200 Jackling Drive stands fully intact and has sold to a buyer committed to preserving its historic character.
The new owner has pledged to “revamp and refresh”—not demolish—both the interior and grounds.
The home’s architectural integrity has been carefully maintained for nearly a century, and its new steward appears equally committed to honoring that legacy.
Bing Crosby House Tori Spelling—Is There a Connection?
There is no documented direct connection between Tori Spelling and the Bing Crosby Hillsborough estate.
The Jackling Drive property was sold in June 2025 to a Hillsborough local, not to any celebrity. If you’re researching Tori Spelling’s real estate history, that story involves separate properties in Southern California entirely.
Bing Crosby Hillsborough Mansion Sale
The sale made major Bay Area real estate headlines. Originally listed at $40 million, the final sale price came in at $25 million on June 12, 2025—still ranking among the top five sales in Hillsborough history according to Compass agent Alex Buljan.
The previous record was the “Western White House” sale at $23 million. The Crosby estate attracted both local buyers and international trophy-property investors before landing with a local buyer who plans to honor its legacy.
Where Does Bing Crosby Live Now?
Bing Crosby passed away on October 14, 1977, at age 74 in Madrid, Spain, following a heart attack after a round of golf. Bing Crosby House remained in the family under Kathryn Crosby’s care until her passing in September 2024.
As of 2026, the Jackling Drive property has a new Hillsborough local owner who intends to preserve and refresh the estate. Bing’s legacy, however, lives on worldwide through his music, films, and his indelible mark on American popular culture.
Bing Crosby Net Worth: How Much Money Did He Have?
Bing Crosby’s net worth is over billions but a specific, total net worth figure at the time of his death in 1977 is not explicitly detailed in the provided search results .
His wealth came from music royalties (with “White Christmas” alone generating tens of millions), film contracts, radio deals, and smart early investments including backing Ampex magnetic tape recording technology.
His royalty income has continued well after his death through HLC Properties, the Crosby family estate company, which partnered with Primary Wave Music in 2021 to manage his catalog.
Conclusion
Touring the Bing Crosby House was one of the most memorable experiences of my career as an interior designer. Every room tells a story—from the Hearst-sourced wood panelling in Bing’s office to the oval dining room’s hand-painted rose garden murals. It sold for $25 million in 2025, but no price tag captures the cultural legacy packed within these walls.
You would be amazed how many of my clients have asked for interiors inspired by this exact Bing Crosby House the European plasterwork, the warm library paneling, the grand entrance hall. If you love what you see here and want similar elegance in your own home, let’s make that vision a reality. ✨
And if you’re curious about what it might cost to create a home inspired by such timeless luxury, don’t forget to try our House Cost Estimator tool—it’s a quick and easy way to explore your dream home’s potential!
