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For sale
  • Price cut: $400K (1/23)
    $4,400,000

    121 Old Toby Rd, Big Sky, MT 59716

    2beds
    2,510sqft
    : 
    Single Family Residence
    Built in 2005
    20.01 Acres Lot
    $-- Zestimate®
    $1,753/sqft
    $619/mo HOA

    What's special

    Dramatic stone fireplaceSweeping panoramic viewsBreathtaking vistasSunlit meadowRolling lawnsLuxurious touchesHand-crimped copper roof
    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.
    264 days
    |
    1,009
    |
    40
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Michael Pitcairn 406-539-6060,

    Outlaw Realty,

    Eric Ladd 406-995-7363,

    Outlaw Realty

    Source: Big Sky Country MLS,MLS#: 404509Originating MLS: Big Sky Country MLS

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Bedroom, Dining Room, Full Bath, Kitchen, Laundry, Loft, Living Room, Office
      Heating
      • Radiant Floor
      Cooling
      • Wall/Window Unit(s)
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Refrigerator, Washer
      Features
      • Wet Bar, Walk-In Closet(s)
      • Flooring: Hardwood, Partially Carpeted
      Interior area
      • Total structure area: 2,510
      • Total interior livable area: 2,510 sqft
      • Finished area above ground: 2,000

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached, Garage
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck
      • Exterior features: Gravel Driveway, Landscaping
      • Has view: Yes
      • View description: Mountain(s), Southern Exposure, Valley, Trees/Woods
      • Waterfront features: None
      Lot
      • Size: 20.01 Acres
      • Features: Lawn, Landscaped
      Details
      • Additional structures: Guest House
      • Parcel number: RKE46927
      • Zoning description: CALL - Call Listing Agent for Details
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cabin,Custom,Rustic
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 2005
      Details
      • Builder name: Perimeter Construction/House Design Partnership

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public, Well
      • Utilities for property: Propane, Phone Available, Septic Available, Water Available

      Community & HOA

      Community
      • Subdivision: Lost Trails
      HOA
      • Has HOA: Yes
      • Amenities included: Ski Accessible, Ski In Ski Out, Trail(s)
      • Services included: Road Maintenance
      • HOA fee: $7,428 annually
      Location
      • Region: Big Sky

      Financial & listing details

      • Price per square foot: $1,753/sqft
      • Tax assessed value: $2,727,973
      • Annual tax amount: $13,018
      • Date on market: 7/30/2025
      • Cumulative days on market: 265 days
      • Listing terms: Cash,Item1031Exchange,Item3rdPartyFinancing
      • Ownership: Full
      • Road surface type: Gravel
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        1/23/2026Price change$4,400,000-8.3%$1,753/sqft
        Source: Big Sky Country MLS #404509 Report a problem
        8/11/2025Price change$4,800,000-7.7%$1,912/sqft
        Source: Big Sky Country MLS #404509 Report a problem
        7/30/2025Listed for sale$5,200,000$2,072/sqft
        Source: Big Sky Country MLS #404509 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,778 -21.6%$2,727,973 -19.9%
        2024$16,291 +6.1%$3,407,595
        2023$15,360 +63.8%$3,407,595 +109%
        2022$9,379 -11.7%$1,630,675
        2021$10,617 +56.2%$1,630,675 +39.5%
        2020$6,795 -8%$1,169,317
        2019$7,384 +18.4%$1,169,317 +20.7%
        2018$6,236 +6.4%$968,726
        2017$5,862 +2.5%$968,726 +23.6%
        2016$5,717 $783,827
        2015$5,717 -14.9%$783,827 +34.9%
        2014$6,715 +20.1%$581,113 +4.4%
        2013$5,592 +2%$556,726 +5%
        2012$5,484 $530,200
        2011-- --
        2010-- --
        2009-- --

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $25,275/mo
        Principal & interest
        $22346
        Property taxes
        $2310
        HOA Fees
        $619
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          Climate risks

          Neighborhood: 59716

          Getting around

          0 / 100
          Car-Dependent
          10 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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