The Most Expensive Homes in Big Sky

Big Sky’s most expensive homes are naturally concentrated in some of the area’s most expensive neighborhoods. Among them are The Yellowstone Club, Spanish Peaks, Moonlight Basin, and Cascade Ridge.

This article come in two parts. The top half ranks the most expensive homes in Big Sky ever sold, by sales price. *Note: There have been numerous off market private sales that were more expensive than the homes shown on this page. The bottom half ranks Big Sky’s priciest homes that are currently for sale.

The Most Expensive Homes Sold in Big Sky

239 Andesite Ridge Road, Big Sky, MT

239 Andesite Ridge Road, Big Sky, MT / List Price: $20 Million

239 Andesite Ridge Road was the most expensive home sold in Big Sky in 2014. The 12,725 square foot home has 6 bedrooms and 7 baths. The home is located on 2.95 acres in the Yellowstone Club. The ultimate Rocky Mountain ski home, located directly on alpine and Nordic trails, providing unparalleled ski access in a secluded environment surrounded by pines. Detailed craftsmanship is showcased throughout this spectacular home. The layout is spacious, achieving main floor living through the the kitchen, dining, wine and great room, plus master bedroom wing; complete with his and her offices and library. A guest suite is located on the 3rd floor floor, with kitchenette. Detached ski room on slopes.


Elk Meadows Ranch Big Sky, MT

Elk Meadows Ranch, Big Sky, MT / List Price: $16.5 Million

Elk Meadows Ranch was the most expensive property to sell in Big Sky in 2016. A world class ranch next to world class skiing located on a private, gated road, is virtually impossible to find. Elk Meadows Ranch consists of 1,501 contiguous deeded acres of pristine Montana land that shares a 3-mile boundary with Wilderness. The family compound includes a custom designed 3-bedroom 2.5-bath log home, a historic school house which serves as a 2-bedroom guest house, large party/horse barn with bunk room and two horse stalls, pond, and a rustic hunting camp cabin that sleeps 8.


807 Jack Creek, Ennis, MT

807 Jack Creek, Ennis, MT / List Price: $15.9 Million

This 2,631 acre property was the most expensive home to sell in Big Sky in 2020. Ideal for the buyer looking for skiing, hunting, fishing, hiking, biking, and equestrian opportunities Even with the vast landscapes that characterize the Rocky Mountain West, it is still a challenge to find the ideal property that encompasses all of the criteria most often cited by Buyers. These qualities include convenient access, well watered, wildlife rich, great onsite sporting opportunities, private access, year-round accessibility, proximity to urban conveniences, excellent onsite recreation, topographic diversity and gorgeous scenery. Historically speaking, the reason that such properties do not appear frequently in open markets is that they remain in family hands for generations, and if eventually destined for sale outside the family, they often transfer quietly into the hands of friends or neighbors who have coveted the property overtime.


132 Foxtail Pine Road(known as Four Peaks) Yellowstone Club, Big Sky, Montana

132 Foxtail Pine Road, Yellowstone Club / List Price: $10.99 Million

132 Foxtail Pine Road(known as Four Peaks) was the most expensive Big Sky home to sell in 2014. The home is located in the Yellowstone Club, positioned between Lone Peak & Andesite Mtn offering some of the best views and ski access possible. Four Peaks is designed & built by the award-winning architect, builder combination Locati Architects and SBC Construction. Four Peaks is a fully furnished property and has a thoughtful mix of timber, stone and glass throughout. This home is located at the top of ski runs accessing Big Sky Resort and YC. Theater, exercise, kids play, wine room, arcade rooms.


16 Pumice Road, Yellowstone Club, Big Sky, Montana

16 Pumice Road, Yellowstone Club / List Price: $10.5 Million

16 Pumice Road was the most expensive home to sell in Big Sky in 2015. With an incredible ski-in ski-out location at Yellowstone Club, this Larry Pearson designed home takes in abundant light and dramatic views. Rustic elements, including seven drystack rock fireplaces, combine with contemporary style throughout the aesthetic lodge, creating a warm environment by pairing grand spaces with intimate alcoves. The home is suitable to host large groups, yet equally comfortable as private mountain retreat.

Big Sky’s Most Expensive Home Listings

239 found. Viewing page 1 of 24.
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  • 1320 Old Toby Road, Big Sky MT 59716
  • Other
    Big Sky, MT
    PRICE: $31,000,000   STATUS: Active
    BEDS: 6   BATHS: 6
    MLS#: 379538
    This very private luxury home on 491 acres in three lots is a recreational paradise set in one of the most beautiful locations on earth, surrounded by three majestic mountain ranges. The exquisite custom log home was built of Canadian red cedar & Chief Joseph rock. Expansive, welcoming spaces include massive rock fireplaces, huge windows that frame Lone Peak & the Spanish Peaks, four private ensuite bedrooms, a spacious master suite, gourmet kitchen, offices, kids bunk room, play room, family room, mud room, workout and storage rooms. A huge log deck spans the full length of the main house- perfect for entertaining & wildlife viewing. The detached 4 car garage has a 3 bedroom Guest/Caretaker apartment above. Wildlife abounds. Recreational opportunities include hunting, x country skiing, hiking, mountain biking, riding & snowmobiling. All Big Sky amenities, including skiing, shopping & dining are just a few minutes away.
    View Property Details

      Subdivision: Other
  • TBD EAGLE VIEW Trail, Big Sky, MT 59716
  • Spanish Peaks Mountain Club
    Big Sky, MT
    PRICE: $23,750,000   STATUS: Active
    BEDS: 6   BATHS: 10
    MLS#: 371663
    In Big Sky’s Spanish Peaks Resort community, an unparalleled home design is becoming a reality. It integrates Nature’s majestic topography, landscape, materials and views to create a Modern Mountain Ranch home with 21st Century amenities & technology. On 1.01 acres, this 11,995 square foot 3-level home has expansive windows and terraces. SP Club Golf & Ski Membership conveys with purchase. Built-in Oxygenation System. MAIN FLOOR: Formal Living/Dining Room * Gourmet Kitchen/Dining * Bar/Wine Room * Family Room * 3-car Garage & 2-car Carport * Mud Room * Built-in Ski Lockers * Living Room w/ Gas Fireplace * Terrace w/ Fire Pit & Spa * Elevator SECOND FLOOR: Master Suite w/ His & Hers Closet & Seating Area w/ Exterior Terrace· * Kids Bedrooms & Bath * Guest Master Suite * Study/Library * Utility Room * Elevator LOWER FLOOR: Kids Bedrooms & Bath * Theater/Media Room * Golf Simulator Room * Game Room w/ Bar * Kids Play & TV Room* Utility/Laundry Room * Terrace w/ Spa * Elevator
    View Property Details

    Property Area: 5SPM - Spanish Peaks Mtn. Club   Subdivision: Spanish Peaks Mountain Club
  • 1320 Old Toby Road, Big Sky MT 59716
  • None
    Big Sky, MT
    PRICE: $18,000,000   STATUS: Active
    BEDS: 8   BATHS: 9
    MLS#: 370716
    This very private luxury home on 171 acres is a recreational paradise set in one of the most beautiful locations on earth, surrounded by three majestic mountain ranges. The exquisite custom log home was built of Canadian red cedar & Chief Joseph rock. Expansive, welcoming spaces include massive rock fireplaces, huge windows that frame Lone Peak & the Spanish Peaks, four private ensuite bedrooms, a spacious master suite, gourmet kitchen, offices, kids bunk room, play room, family room, mud room, workout and storage rooms. A huge log deck spans the full length of the main house- perfect for entertaining & wildlife viewing. The detached 4 car garage has a 3 bedroom Guest/Caretaker apartment above. Wildlife abounds. Recreational opportunities include hunting, x country skiing, hiking, mountain biking, riding & snowmobiling. All Big Sky amenities, including skiing, shopping & dining are just a few minutes away. This property has a conservation easement in place.
    View Property Details

      Subdivision: None
  • , Big Sky MT 59716
  • Cowboy Heaven
    Big Sky, MT
    PRICE: $17,000,000   STATUS: Active
    BEDS: 4   BATHS: 5
    MLS#: 379193
    This end-of-the-road location perched on a ridgeline in Moonlight Basin provides unsurpassed privacy and the best ski-in/ski-out access in the western US. This custom Durfeld log home is meticulously nestled on 2.42 acres in an old-growth forest offering seclusion without interruption of the commanding mountain views. The interior is designed with privacy and views in mind offering 4 prime en-suite bedrooms, 2 additional half baths, two large living areas, a workout room, and a loft with a wet bar. The winter and summer recreation from your backdoor is world class with direct access to skiing/hiking/biking trails connecting to either Moonlight Basin or Big Sky Resort. Included is a Signature Membership to the private Moonlight Basin, which provides access to the Jack Nicklaus Reserve Golf Course, Moonlight, and Lake Lodges offering a variety of restaurants, spas, fitness facilities, and extensive recreational opportunities. 30 minutes to Yellowstone National Park.
    View Property Details

      Subdivision: Cowboy Heaven
  • 15 Wildrye Road, Big Sky MT 59716
  • Overlook
    Big Sky, MT
    PRICE: $16,500,000   STATUS: Active
    BEDS: 5   BATHS: 6
    MLS#: 378967
    Perfectly situated to take in breathtaking views of Lone Peak, Fan Mountain, Spanish Peaks and the Madison Valley, this luxury, mountain modern retreat strikes the perfect balance of sophistication and ski-style chic. The home features stone, steel and reclaimed wood with walls of windows to capture every possible view. Located on a quiet cul-de-sac, the spacious floor plan design is timeless, with 5 Bedrooms, 5 baths and 2 powder rooms provide a sanctuary where you can work, live, play, and entertain. On the main level, you will find a wood burning fireplace, living area, primary and secondary bedroom, as well as gourmet kitchen, dining room and large outdoor deck. Downstairs includes a second living area, 2 bedrooms, bunk room, bar, ski room complete with ski lockers and boot dryers and just steps from the ski trail and Big Sky's slopes. Set for completion in late spring of 2023.
    View Property Details

      Subdivision: Overlook
  • TBD One&Only Private Home #19, Big Sky, MT 59716
  • One&Only (Lee’s Pool)
    Big Sky, MT
    PRICE: $15,000,000   STATUS: Contingent
    BEDS: 6   BATHS: 7
    MLS#: 376409
    Situated in the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home offers beautifully designed spaces, all blending in seamlessly with this remarkable landscape of forests and peaks. The six-bedroom residence features 5,751 square feet within three levels for added privacy. Offering some of the most remarkable living in all of Big Sky, these contemporary homes boast floor-to-ceiling windows, roaring fireplaces, and timeless finishes. Enveloped by Big Sky's evergreen forests and snow-capped mountains, these expansive residences provide the perfect retreat for family and friends to gather, relax and rejuvenate after a day of adventure in the great outdoors.
    View Property Details

    Property Area: 5MLB - Moonlight Basin   Subdivision: One&Only (Lee’s Pool)
  • TBD One&Only Private Home #27, Big Sky, MT 59716
  • One&Only (Lee’s Pool)
    Big Sky, MT
    PRICE: $14,200,000   STATUS: Pending
    BEDS: 6   BATHS: 7
    MLS#: 366579
    Situated in the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home offers beautifully designed spaces, all blending in seamlessly with this remarkable landscape of forests and peaks. The six-bedroom residence features 5,751 square feet within three levels for added privacy. Offering some of the most remarkable living in all of Big Sky, these contemporary homes boast floor-to-ceiling windows, roaring fireplaces, and timeless finishes. Enveloped by Big Sky's evergreen forests and snow-capped mountains, these expansive residences provide the perfect retreat for family and friends to gather, relax and rejuvenate after a day of adventure in the great outdoors.
    View Property Details

    Property Area: 5MLB - Moonlight Basin   Subdivision: One&Only (Lee’s Pool)
  • TBD One&Only Private Home #1, Big Sky, MT 59716
  • One&Only (Lee’s Pool)
    Big Sky, MT
    PRICE: $14,100,000   STATUS: Contingent
    BEDS: 6   BATHS: 7
    MLS#: 376287
    Situated in the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home offers beautifully designed spaces, all blending in seamlessly with this remarkable landscape of forests and peaks. The six-bedroom residence features 5,751 square feet within three levels for added privacy. Offering some of the most remarkable living in all of Big Sky, these contemporary homes boast floor-to-ceiling windows, roaring fireplaces, and timeless finishes. Enveloped by Big Sky's evergreen forests and snow-capped mountains, these expansive residences provide the perfect retreat for family and friends to gather, relax and rejuvenate after a day of adventure in the great outdoors.
    View Property Details

    Property Area: 5MLB - Moonlight Basin   Subdivision: One&Only (Lee’s Pool)
  • 942 Lone Mountain, Big Sky MT 59716
  • Gallatin Canyon
    Big Sky, MT
    PRICE: $14,000,000   STATUS: Active
    BEDS: 5   BATHS: 6
    MLS#: 380030
    Originally built in 1984 and christened as 5B Ranch, this home was completely rebuilt on the original footprint in 2018 and only recently completed. This “Labor of Love” sits on the largest of 5 separate deeded parcels totaling 36.87 acres complete with 1500 feet of river frontage. Owner has carefully trimmed many of the old growth trees and created a “park like” environment over the sprawling meadow with a majestic view of Lone Mountain. Bordered on the east by a 160 acre parcel home to Soldiers Chapel, a 153 acre parcel to the south, Two Rivers Subdivision to the west, and 1500 feet of the Westfork of the Gallatin River to the north, you will enjoy end of the road privacy. Your neighbors will include deer, moose, bear and a resident elk herd. No covenants, no HOA
    View Property Details

      Subdivision: Gallatin Canyon
  • TBD One&Only Private Home #23, Big Sky, MT 59716
  • One&Only (Lee’s Pool)
    Big Sky, MT
    PRICE: $13,950,000   STATUS: Contingent
    BEDS: 6   BATHS: 7
    MLS#: 366578
    Situated in the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home offers beautifully designed spaces, all blending in seamlessly with this remarkable landscape of forests and peaks. The six-bedroom residence features 5,751 square feet within three levels for added privacy. Offering some of the most remarkable living in all of Big Sky, these contemporary homes boast floor-to-ceiling windows, roaring fireplaces, and timeless finishes. Enveloped by Big Sky's evergreen forests and snow-capped mountains, these expansive residences provide the perfect retreat for family and friends to gather, relax and rejuvenate after a day of adventure in the great outdoors.
    View Property Details

    Property Area: 5MLB - Moonlight Basin   Subdivision: One&Only (Lee’s Pool)
239 found. Viewing page 1 of 24.
Sort By: Price Status MLS # Acres

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