Bing Crosby House Tour: Inside the Iconic $25M Hillsborough Mansion

The Bing Crosby House is one of California’s most famous celebrity homes and an important part of Hollywood and architectural history. The estate is located in the well-known town of Hillsborough and was originally listed for around $40 million, attracting the attention of luxury real estate enthusiasts from around the world. However, the property was later sold for $25 million in June 2025, making it one of the most notable real estate sales in the area.

Bing Crosby was a legendary American singer and actor, known as one of the most influential stars of the 20th century. He is best remembered for timeless songs like White Christmas. His Hillsborough home reflects his classic style, mixing old-world elegance with modern luxury. If you enjoy exploring famous celebrity homes, you should also check out the Gene Hackman House.

Bing Crosby House Tour

As an architect, I love exploring celebrity homes — studying their design, structure, and unique architectural essence — and then sharing ideas for those who dream of creating their own luxurious spaces. Every famous home tells a story, and my goal is to bring that story to life through a design perspective.

That’s exactly what drew me to Bing Crosby’s Hillsborough estate — a grand French château-style mansion that immediately captures your attention. Touring this home feels like walking through a European dream — filled with hand-crafted woodwork, ornate plaster details, and timeless elegance, much like the Wayne Newton House .

Bing Crosby House Location

The Bing Crosby estate is located at 1200 Jackling Drive, Lower North Hillsborough, California — in San Mateo County, just south of San Francisco.

The estate spans approximately 5.36 acres across four parcels, offering privacy and a prestigious address in one of Northern California’s most exclusive enclaves.

A Large Open Area of Bing Crosby House

As you approach the mansion, a large open area at the entrance creates a grand first impression. The wide driveway and beautifully maintained greenery make the space feel welcoming and elegant. This open layout gives the home a sense of luxury and calm. It also highlights the size and beauty of the estate before you even step inside.

A Red Gate on the Entrance

One of the most eye-catching features is the arched red front gate at the entrance. Its bold color stands out against the light stone exterior of the mansion. Above it, a delicate wrought-iron balcony adds a touch of classic European style. Together, these details create an entrance that feels both stylish and luxurious.

The Master Bedroom: A Private Retreat

The master bedroom exudes calm sophistication, featuring high ceilings, soft neutral tones, and large windows overlooking the gardens. Every element is designed for comfort and quiet luxury — a perfect sanctuary within the estate.

The Entrance: The Grand Foyer

Step inside through that bold red door, and you’re met with soaring ceilings and an immediate sense of drama. The foyer’s walls are paneled in soft gray tones, accented by gold sconces that cast a warm glow. In the center hangs a crystal chandelier that fills the space with gentle light.

A sweeping, hand-carved wooden staircase—sourced from William Randolph Hearst’s collection—curves upward, becoming the showpiece of the entrance. Every surface, from the patterned hardwood floors to the ornamental moldings, whispers of refined Old Hollywood elegance.

The Library: Bing’s Literary Haven

The library — often called the “pan-eled library” in listings — is one of the home’s most intimate sanctuaries, lined with rich wood paneling and built-in bookcases. It includes a fireplace, creating a cozy corner for reading or reflection.

Tall windows allow soft natural light to filter in, balancing the warmth of the dark wood. Its proportions are grand without feeling cold — it’s a room meant to be lived in, studied in, and cherished.

The Living & Dining Area of Bing Crosby House

The living room features tall windows, intricate moldings, and a grand marble fireplace that creates a warm, inviting centerpiece. Every detail — from the French-inspired furniture to the soft neutral palette — reflects timeless sophistication.

The dining room stands out with its circular design and hand-painted rose garden walls, a personal touch from Kathryn Crosby. A sparkling Venetian chandelier hangs above, setting the perfect mood for intimate, elegant dinners.

The Exterior: Timeless Grandeur Outside

Outside, of the Bing Crosby House unfolds across 5.38 acres of manicured lawns, stone pathways, and elegant terraces. A shimmering swimming pool sits at the center, surrounded by lush greenery and tall oaks for complete privacy.

The courtyards and patios offer serene spots for outdoor dining or quiet reflection. Every corner of the landscape mirrors the home’s French château charm — graceful, balanced, and beautifully preserved.

Bing Crosby Hillsborough Estate Sale

The iconic Hillsborough estate of Bing Crosby, located at 1200 Jackling Drive, officially sold for $25 million on June 12, 2025. Originally listed for a record-breaking $40 million following the passing of Bing’s widow, Kathryn Crosby, the property was purchased by a local resident after less than four months on the market.

This 11-bedroom French Chateau-style mansion has remained in the Crosby family for sixty years and stands as one of the most expensive residential sales in the history of the San Mateo County enclave.

Who Owned the Estate Before & after Crosby?

The legendary Hillsborough estate at 1200 Jackling Drive has a history tied to both American business tycoons and Hollywood royalty. Before Bing Crosby purchased the home in 1965 for $175,000, it was owned by the Howard family, the wealthy owners of the world-famous racehorse Seabiscuit. Following the passing of Bing’s widow, Kathryn Crosby, in late 2024, the estate was sold in June 2025 for $25 million to a private buyer who is currently renovating the property for a future resale.

When Did Bing Crosby Die?

Bing Crosby was born on May 3, 1903, in Tacoma, Washington, USA. He passed away on October 14, 1977, at the age of 74. Crosby died of a heart attack while playing a round of golf near Madrid, Spain. Reports say his final words were cheerful — a reflection of his calm and graceful spirit — as he finished his game before collapsing on the course.

Bing Crosby Net Worth 2026

At the time of his passing in 1977, Bing Crosby was one of the wealthiest entertainers in the world, with a net worth estimated at $50 million (roughly $250 million today when adjusted for inflation).

As of 2026, his estate’s value has remained substantial due to wise historical investments in oil, land, and the 2021 sale of a major stake in his music catalog to Primary Wave Music. The recent sale of his primary family estate in Hillsborough for $25 million in June 2025 further solidified the estate’s liquid assets for his surviving heirs.

Final Remarks

As I explored the Bing Crosby House, I felt like I was stepping into a piece of Hollywood and architectural history. The estate beautifully blends classic French château design with the timeless elegance that reflected Crosby’s personality.

From the grand entrance to the peaceful outdoor spaces, every part of the home tells a story of luxury and legacy. For me, this mansion is not just a celebrity home — it is a lasting symbol of Old Hollywood charm and architectural beauty.

FAQ

Related Celebrity Homes (Similar to Bing Crosby)