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1320 OLD TOBY ROAD, BIG SKY MT 59716

$31,000,000







3D Virtual Tour


A once-in-a-lifetime opportunity in the heart of Big Sky, this 491-acre private retreat is unmatched in scale, beauty, and location. This land is a rare blend of history and wilderness; early 1900s logging roads wind throughout, creating year-round access across the property for hiking, horseback riding, mountain biking, ATVs, or snowmobiles. In winter, it transforms into a private Nordic haven with miles of groomed cross-country ski trails just outside your door.
Surrounded on three sides by Gallatin National Forest and conserved properties, the estate offers the kind of permanent privacy and protection that is nearly impossible to replicate. Wildlife is abundant, with elk, moose, deer, bears, mountain lions and bobcats often wandering through. Despite its seclusion, this property is only minutes from Big Sky’s world-class skiing, dining, and amenities.
Perched on a ridgeline, the magnificent Canadian cedar log home was designed to frame Lone Peak from every west-facing room. The architecture balances strength and warmth, with soaring timbers, natural stone, and walls of glass that bring the mountains in. A full-length entertainment deck stretches across the western side of the home, perfectly positioned for Montana’s legendary sunsets and panoramic views. From this vantage point, the sightlines are unrivaled: Lone Peak, the Madison Range, the Spanish Peaks, the Gallatin Range, and even south into Yellowstone National Park.
A detached garage with a fully appointed caretaker’s quarters above provides both practicality and flexibility, whether for staff, guests, or private office space. Together, the structures combine modern livability with timeless craftsmanship, set against one of the most dramatic backdrops in the Rockies.
The location offers the best of all worlds—absolute privacy yet total convenience. Big Sky Resort is just 10 minutes away, as are the Meadow Village and Town Center. Bozeman lies an hour north, and Yellowstone National Park is just over an hour to the south.
This spectacular property is truly one of a kind—an irreplaceable Montana legacy, offering unmatched seclusion, beauty, and convenience in one of the West’s most iconic landscapes. Keywords: 1320 Old Toby Road, Big Sky MT 59716, Big Sky, MT, Greater Big Sky, 5BMT – Big Sky Mountain, Gallatin County, Other Subdivision, Residential, Single Family, Home, House, Luxury, Luxury Home, Custom, Ski, Skiing, Horses, Horse Property, Hiking, Elk, Elk Hunting, Elk Hunting Property, Deer, Deer Hunting, Deer Hunting Property, Privacy, Private Setting MLS# 388766


LET US SHOW YOU THIS PROPERTY

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



I am interested in 1320 Old Toby Road, Big Sky MT 59716.








  • SQ FEET

    8219

  • BEDROOMS

    8

  • BATHROOMS

    8

  • YEAR BUILT

    2001

  • ACRES

    491

  • Price: $31,000,000 
  • Price/SqFt: $3,772 
  • Acres: 491 
  • Status: Active 
  • Type: Single Family 
  • Property Search Type: Residential 
  • MLS#: 388766 
  • Address: 1320 Old Toby Road, Big Sky MT 59716 
  • City: Big Sky 
  • Zip: 59716 
  • Property Area: 5BMT - Big Sky Mountain 
  • Subdivision: Other 
  • Year Built: 2001 
  • Beds:
  • Baths:
  • Square Feet: 8219 
  • Water Features: Seasonal 
  • Appliances: Cooktop, Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Refrigerator, Washer 
  • Heating/Cooling: ForcedAir Propane Wood None 
  • Roof: Metal 
  • Patio/Deck: Balcony,Covered,Deck 
  • View: Mountains, SouthernExposure, Valley, TreesWoods 
  • Amenities/Safety Features: SecuritySystem,FireSprinklerSystem,HeatDetector,SmokeDetectors 
  • Style: Custom 
  • Utility Services: ElectricityAvailable, ElectricityConnected, Propane, PhoneAvailable, SepticAvailable, WaterAvailable 
  • Builder / Architect: Dave Smith, Frank Siken 
  • Listing Date: 2024-01-01 
  • Listing Agent: Tory Cyr of Big Sky Sotheby's 
  • Search Terms: 1320 Old Toby Road, Big Sky MT 59716, Big Sky, MT, Greater Big Sky, 5BMT - Big Sky Mountain, Gallatin County, Other Subdivision, Residential, Single Family, Home, House, Luxury, Luxury Home, Custom, Ski, Skiing, Horses, Horse Property, Hiking, Elk, Elk Hunting, Elk Hunting Property, Deer, Deer Hunting, Deer Hunting Property, Privacy, Private Setting 
  • 3D Tour: https://my.matterport.com/show/?m=R7YCwJ8rfy9