Arrowhead Villas: A Rare Offering of Three Prohibition-Era Icons

Step into the romance, intrigue, and architectural grandeur of California’s Golden Age with a rare opportunity to own a legendary mountain enclave. Nestled in the San Bernardino Mountains, Arrowhead Villas was originally envisioned in the 1920s as “Club Arrowhead in the Pines”, a secluded playground for Hollywood’s elite. Originally developed across 45 acres and powered by its own artesian wells and early electric infrastructure, the resort quickly became synonymous with privacy, luxury, and notoriety. At its height in 1929, under the rumored influence of Benjamin “Bugsy” Siegel, this hidden retreat earned a reputation as a “Little Las Vegas” of the mountains—complete with gambling, speakeasies, moonshine crafted from pristine well water, and whispered tales of secret tunnels and celebrity escapades. 

Today, this storied past lives on in a remarkable trio of properties known collectively as “Tudorville.” The Tudor House (currently a restaurant, bar, and playhouse) and Bracken Fern Manor (currently a 10-room hotel) are offered together, while The Clubhouse is available separately – each fully restored and reimagined for modern use while honoring its extraordinary heritage. Located in San Bernardino County, an hour drive up the scenic mountain, these properties are very close to the Lake Arrowhead, Sky Park at Santa's Village, Wildhaven Ranch Wildlife Sanctuary, seasonal water sports, and much more!

The Tudor House & Bracken Fern Manor (Offered Together)

The Tudor House stands as the crown jewel of Arrowhead Villas. Designed in striking half-timbered English Tudor architecture, this landmark structure originally served as an exclusive, members-only casino and speakeasy. Its magnificent Grand Hall—crafted in a rare “King and His Court” design—features soaring vaulted ceilings, a dramatic stone fireplace, a raised professional stage with a greenroom, and extraordinary acoustics so refined that performers often forgo amplification. The hall now thrives as a restaurant, live entertainment venue, and wedding destination, complete with a sound and lighting system, and a bar (with a 41 beer and wine license; see Agent). In addition, there are two adjoining private apartments, each featuring its own bedroom, bath, living area, and kitchen, offering endless possibilities. Located at 800 Arrowhead Villa Road, this 11,011 sf building sits on a 36,958sf lot (APN#332-104-02, zoned CN) and is listed at $2.25M. 

Across the street, Bracken Fern Manor— once known as “The Market” and later “The Crib”—served as the luxurious guest quarters for the resort’s most discreet visitors. The Manor is now an enchanting 10-room historic inn rich with storybook charm. Each guest suite is unique and features an attached private bathroom. The property features a guest kitchen, dining room, library, sauna, cozy fireplace lobby, and expansive outdoor decks on both levels, the Manor is now a sought-after lodging and special event venue for weddings, retreats, reunions, and private gatherings. Featured on television and YouTube (Google "Bracken Fern Manor and ghost adventures"), it remains one of the mountain’s most distinctive and atmospheric destinations. Located at 815 Arrowhead Villa Road, this 3,840 sf building sits on an 8,550sf lot (APN#332-062-34, zoned CN) and is listed at $950,000. 

The Tudor House and Bracken Fern Manor represent a rare chance to steward two interwoven pieces of California history—fully restored, income-producing, and poised to celebrate the Tudor House’s centennial anniversary. From rumored underground passageways and Hollywood hideaways to modern film nights and community events, these properties seamlessly blend legacy and vision. You can see these properties now; click here for a tour of the Tudor House, and click here for a tour of the Bracken Fern Manor. 

The Clubhouse (Available Separately)

Completing the historic triad is The Clubhouse, the original sports and social epicenter of the resort. In its heyday, the surrounding grounds featured an Olympic-sized swimming pool, tennis courts, ski access, stables, and artisan well water that supported the entire development. Today, this two-story building with basement has been remodeled for versatile commercial or residential use. The renovated upper loft includes a bath, while the main level features two bedrooms, two baths, a living room, and a kitchen. 

The finished basement—equipped with two restrooms—has been redesigned to accommodate a brewery, wine tasting room, card room, cigar lounge, or intimate black box theater. A spacious rear patio provides an inviting setting for entertainment and special events, complemented by front parking areas and an additional adjoining lot. Adjacent to Bracken Fern Manor and directly across from the Tudor House, The Clubhouse offers exceptional standalone potential while remaining connected to the legacy of the greater estate. Located at 850 Arrowhead Villa Road, this 3,366 sf building sits on a 28,120sf lot (APN#332-104-01, zoned CN) and is listed at $825,000. 

An Enduring Legacy

Arrowhead Villas has always been a place of vision and vitality; after nearly a century of colorful lore, these properties embody architectural significance, cultural intrigue, and commercial opportunity. Whether acquired together as a landmark hospitality and event compound or individually as a dynamic commercial venture, this is a once-in-a-generation opportunity to own a fully restored and interconnected piece of American history—where the echoes of the Roaring Twenties still linger in every beam, stone, and mountain breeze. This is a piece of history and ready for a qualified successor to bring back its luster! The property is being sold as-is and has many grandfathered conditions. For the right buyer, the seller will offer generous financing; speak with Agent regarding terms.  If you're looking to learn more about this historic Mobster Era Property, reach out to the Agent today!