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121 OLD TOBY ROAD, BIG SKY MT 59716

$4,800,000







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Between Bozeman and Yellowstone National Park, this extraordinary 20-acre property offers unmatched privacy and sweeping panoramic views, just ten minutes from both Big Sky Resort and Town Center. A sunlit meadow framed by mature spruce and aspen trees serves as the future main house site, capturing breathtaking vistas of Lone Mountain, the Spanish Peaks, the Yellowstone Club, and Buck Ridge. A 2,000-square-foot guest house crowns a landscaped knoll overlooking the meadow. Designed with mountain character and artisan craftsmanship, it features soaring ceilings, a dramatic stone fireplace, a hand-crimped copper roof by renowned metalworker Mike Winters, and a whimsical glass-floor cupola. Luxurious touches include radiant heat, Lutron lighting, a steam shower, and a full washer and dryer. Above the oversized two-car garage, the caretaker’s quarters offer additional guest accommodations with warm barnwood interiors, wide-plank Douglas fir floors, and a river rock shower with a cracked marble floor. The 20-acre grounds are beautifully manicured, with rolling lawns, rock gardens, and nearly a mile of private hiking and fitness trails. In winter, the coveted Boomerang Nordic trail—part of Lone Mountain Ranch’s nationally acclaimed network—winds discreetly through the property, offering direct access to world-class cross-country skiing. Amenities include a six-person hot tub, lantern-lit driveway, Starlink internet, ADT security with cameras, and an extensive irrigation system. This is a rare Big Sky legacy property, offering the perfect blend of privacy, luxury, and year-round recreation. Keywords: 121 Old Toby Road, Big Sky MT 59716, Big Sky, MT, Greater Big Sky, 5BMV – Big Sky Meadow Village, Gallatin County, Lost Trails Subdivision, Residential, Single Family, Home, House, Luxury, Luxury Home, Cabin, Custom, Rustic, Ski, Skiing, Hiking, Privacy, Private Setting MLS# 404509


LET US SHOW YOU THIS PROPERTY

Craig Delger
Craig Delger
BROKER / REALTOR
406-581-7504
craigdelger@gmail.com



I am interested in 121 Old Toby Road, Big Sky MT 59716.








  • SQ FEET

    2510

  • BEDROOMS

    2

  • BATHROOMS

    2

  • YEAR BUILT

    2005

  • ACRES

    20.01

  • Price: $4,800,000 
  • Price/SqFt: $1,912 
  • Acres: 20.01 
  • Status: Active 
  • Type: Single Family 
  • Property Search Type: Residential 
  • MLS#: 404509 
  • Address: 121 Old Toby Road, Big Sky MT 59716 
  • City: Big Sky 
  • Zip: 59716 
  • Property Area: 5BMV - Big Sky Meadow Village 
  • Subdivision: Lost Trails 
  • Year Built: 2005 
  • Beds:
  • Baths:
  • Square Feet: 2510 
  • Water Features: None 
  • Appliances: Dishwasher, Disposal, Microwave, Refrigerator, Washer 
  • Heating/Cooling: RadiantFloor WallWindowUnits 
  • Roof: Metal 
  • Patio/Deck: Deck 
  • View: Mountains, SouthernExposure, Valley, TreesWoods 
  • HOA Pay Period: Annually 
  • HOA Amount: 7428 
  • HOA Includes: RoadMaintenance 
  • Style: Cabin, Custom, Rustic 
  • Utility Services: Propane, PhoneAvailable, SepticAvailable, WaterAvailable 
  • Listing Date: 2025-07-30 
  • Listing Agent: Michael Pitcairn of Outlaw Realty 
  • Search Terms: 121 Old Toby Road, Big Sky MT 59716, Big Sky, MT, Greater Big Sky, 5BMV - Big Sky Meadow Village, Gallatin County, Lost Trails Subdivision, Residential, Single Family, Home, House, Luxury, Luxury Home, Cabin, Custom, Rustic, Ski, Skiing, Hiking, Privacy, Private Setting 
  • 3D Tour: https://id.land/maps/461530d5d6f63e1d086f348c2253d8fd/share