Bing Crosby’s French Chateau-Style Estate

In the serene enclave of Hillsborough, a residence of unparalleled distinction has emerged onto the market: the illustrious French chateau-style mansion once graced by the legendary Bing Crosby.

This storied estate, now presented at $40 million, stands as a testament to an era of sophistication and artistic grandeur.

A Sanctuary Beyond the Spotlight

In the late 1950s, Bing Crosby and his second wife, actress Kathryn Grant, sought a retreat from the relentless glare of Hollywood. Their quest led them to this majestic abode, nestled amidst the rolling landscapes of San Mateo County, a mere 18 miles south of San Francisco.

Envisioned as a sanctuary for their burgeoning family, the estate’s expansive five-acre grounds and timeless architecture provided an idyllic backdrop for a life steeped in elegance and privacy.

Architectural Grandeur and Artistic Flourishes

Commissioned circa 1929 by esteemed businessman Lindsay Howard, the mansion is a masterwork of architects Ernest Weihe and John Bakewell Jr., renowned for their contribution to San Francisco City Hall.

Spanning approximately 14,000 square feet, the residence boasts 11 bedrooms, each echoing the refined tastes of a bygone era.

Upon entry, one is greeted by frescoed ceilings that whisper tales of artistic devotion, while ornate fireplaces and meticulously hand-carved woodwork exude warmth and craftsmanship.

The library, adorned with desert landscape paintings, reflects Crosby’s affection for the American West, offering a contemplative space bathed in natural light.

A Tapestry Woven with Historic Threads

The Crosbys’ tenure brought thoughtful enhancements, infusing the home with elements of historical significance. Notably, they incorporated antique wood paneling and a grand 17th-century staircase banister sourced from the collection of publishing magnate William Randolph Hearst, a close confidant of Bing’s.

These storied materials, originally destined for Hearst Castle, imbue the estate with a rich narrative tapestry, seamlessly blending European elegance with American legacy.

Spaces of Intimate Grandeur

The mansion’s design harmoniously balances grandeur with intimacy. The dining room, illuminated by a Venetian-glass chandelier, features hand-painted rose motifs that evoke a sense of perennial bloom. A dedicated smoking room, complete with a built-in bar, harks back to an era of refined leisure, while a separate wing accommodates staff quarters, ensuring seamless service and privacy.

A Legacy of Melody and Memory

Within these walls, the Crosby family cultivated a life rich in music and cherished traditions. The living room’s grand piano, famously featured in the film “High Society,” served as the heart of festive gatherings, where the family would unite in song, their harmonies weaving enduring memories.

A Rare Offering in an Exclusive Enclave

Presented by Jennifer Gilson of Golden Gate Sotheby’s International Realty, this estate represents a singular opportunity to own a piece of cultural history. Hillsborough, renowned for its opulent residences, has yet to witness a sale of this magnitude; the current record stands at $30 million, set in 2021 by a property formerly owned by Elon Musk.

An Invitation to Timeless Elegance

For the discerning connoisseur, Bing Crosby’s former residence is more than a home; it is an embodiment of timeless elegance, artistic heritage, and familial warmth. This offering invites you to step into a world where history and luxury coalesce, providing a sanctuary that is both a retreat and a testament to a storied past.

For inquiries and private viewings, please contact Jennifer Gilson at Golden Gate Sotheby’s International Realty.