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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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5177 Roy Rogers Road, Pioneertown – $945,000

  • 3 Beds
  • 3 Baths
  • 1,500 Sqft
  • 1.27 Acres
  • 3 Beds
  • 3 Baths
  • 1,500 Sqft
  • 1.27 Acres

5177 Roy Rogers Road

Offered at $945,000 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.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.

Essential Information

  • MLS® #219142486DA
  • Price$945,000
  • Bedrooms3
  • Bathrooms3.00
  • Full Baths3
  • Square Footage1,500
  • Acres1.27
  • Year Built1994
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive Under Contract

Style

Cottage, Craftsman, Log Home, Ranch

Community Information

  • Address5177 Roy Rogers Road
  • AreaDC562 - Pioneertown Proper
  • SubdivisionNot Applicable-1
  • CityPioneertown
  • CountySan Bernardino
  • Zip Code92268

Amenities

  • Parking Spaces8
  • ParkingDriveway, Circular Driveway
  • GaragesDriveway, Circular Driveway

View

Hills, Mountain(s), Panoramic, Desert

Interior

  • InteriorLaminate, Tile, Wood
  • FireplaceYes
  • # of Stories1
  • StoriesOne

Interior Features

Beamed Ceilings, Breakfast Bar, Built-in Features, Separate/Formal Dining Room, High Ceilings, Open Floorplan, Bedroom on Main Level, Loft, Cathedral Ceiling(s), Multiple Primary Suites

Appliances

Electric Cooktop, Disposal, Gas Oven, Refrigerator, Vented Exhaust Fan

Heating

Forced Air, Fireplace(s), Propane

Cooling

Central Air, Wall/Window Unit(s)

Fireplaces

Living Room, Pellet Stove, See Remarks

Exterior

  • Lot DescriptionLevel, Irregular Lot
  • FoundationSlab

Exterior

Stucco, Wood Siding, Brick, Stone

Construction

Stucco, Wood Siding, Brick, Stone

Additional Information

  • Date ListedFebruary 1st, 2026
  • Days on Market63

Listing Details

  • AgentAmirah Halum
  • OfficeCompass
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Price Change History for 5177 Roy Rogers Road, Pioneertown, (MLS® #219142486DA)

Date Details Change
Status Changed from Active to Active Under Contract
Price Reduced from $995,000 to $945,000 $50,000 (5.03%)

Amirah Halum, Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of April 5th, 2026 at 3:45pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.