$995,000 - 5177 Roy Rogers Road, Pioneertown

Pioneertown Home For Sale

Now offered at $995,000, this is a rare opportunity to own a proven, income-producing retreat in one of the High Desert's most iconic locations. Over nearly four years of operation, the property has generated more than $505,000 in gross rental revenue across 390 bookings, demonstrating strong and sustained demand. The home maintains an approximate 59% occupancy rate, making it a compelling investment in a market with limited comparable inventory.Adding to its appeal, the property is situated within unique zoning that allows for flexible use, supporting its continued operation as a short-term rental while offering potential for creative or alternative uses (buyer to verify). This zoning distinction further differentiates the property from surrounding inventory.Welcome to The House of Roy, a celebrated Pioneertown desert escape set on nearly 1.27 acres, just three blocks from the legendary Pappy & Harriet's. This beautifully updated log cabin features 3 bedrooms plus an additional bedroom/sleeping loft and 3 bathrooms, highlighted by soaring 20-foot ceilings and a warm, rustic interior that blends authentic character with modern comfort.Surrounded by sweeping 360-degree mountain and desert views, the property captures the essence of High Desert living. Outdoor amenities include private porches, a hot tub, cowboy tub, hammock garden, and a former guest house converted into a speakeasy--ideal for entertaining and experience-driven short-term stays. A fully remodeled airstream is also included, providing additional guest accommodations or a creative studio.The owners have invested over $250,000 in recent improvements, including a remodeled kitchen, expanded living area, updated HVAC systems, electrical upgrades, new interior and exterior finishes, an outdoor deck, EV charging, and a fully remodeled airstream--enhancing comfort, efficiency, and long-term value.Already established as a successful short-term rental near Joshua Tree National Park, this property offers exceptional income potential alongside lifestyle appeal. Whether seeking a Pioneertown investment property, a High Desert vacation retreat, or a full-time residence, The House of Roy delivers a rare blend of character, performance, zoning flexibility, and location. Income and rental history available upon request.