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 / 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 / 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 / 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, 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 / 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
- 1320 Old Toby Road, Big Sky MT 59716 Other
PRICE: $31,000,000 STATUS: Active
BEDS: 8 BATHS: 8
MLS#: 388766
There is nothing else like this secluded property. it is located in the heart of Big Sky. Several old logging roads from the early 1900's wind through the 491 pristine, wooded acres. They afford easy access to most of the property via foot, skis, 4 wheeler, snowmobile, horseback or truck and in winter, enjoy miles of groomed x country ski trails. The land is surrounded on three sides by Gallatin National Forest and conserved properties. The ridge on which the home and the caretaker/guest house sit afford what are arguably the most stunning, unobstructed 360 degree views to Lone Peak and the Madison Range, the Spanish Peaks, the Gallatin Range and South into Yellowstone National Park. The spectacular Canadian cedar log home frames Lone Peak in each west facing room and has a west facing observation and entertainment deck that runs the entire length of its western flank. 10 minutes drive to Big Sky Ski area, 10 minutes to the Meadow Village and Town Center. Bozeman is an hour North. Yellowstone National is an hour+ to the South. This Spectacular property is one of a kind. It cannot be duplicated anywhere!
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Subdivision: Other
- 124 Ulerys Lakes Road, Big Sky MT 59716 Ulerys Lakes of Moonlight Basin Ranch
PRICE: $29,995,000 STATUS: Active
BEDS: 6 BATHS: 9
MLS#: 380173
This 6-bedroom custom retreat was designed with the modern alpine Hygge lifestyle in mind - escape the daily rush to relax & enjoy life’s quieter pleasures. Located on 20 private acres in the gated community of Ulerys Lakes, the home's expansive windows frame Lone Peak & surrounding mountains. Main level: outfitted home gym w steam shower, executive office, master suite w private deck & hot tub, open living/kitchen/dining, indoor/outdoor living via LaCantina glass doors, two level terrace w fireplace/outdoor kitchen/bar. Lower level: 3 guest suites (2 bunk rooms), family/game room, bar/kitchen, wine room, golf simulator/theatre room & covered/screened/heated outdoor patio w hot tub. Upper level: 2 guest suites. Garage w custom cabinetry & organization system, ski storage, boot/glove dryers, dog wash & car wash. Relax in YOUR 20-acre outdoor playground. Outstanding custom features & finish package available upon request. Option to purchase Moonlight Club Membership. Home is to be built.
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Subdivision: Ulerys Lakes of Moonlight Basin Ranch
- 1195 EAGLE VIEW Trail, Big Sky MT 59716 Spanish Peaks Mountain Club
PRICE: $25,555,000 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
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Subdivision: Spanish Peaks Mountain Club
- 1320 Old Toby Road, Big Sky MT 59716 None
PRICE: $18,500,000 STATUS: Active
BEDS: 8 BATHS: 8
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.
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Subdivision: None
- 31 Peaks View Drive, Big Sky MT 59716 Cowboy Heaven
PRICE: $15,000,000 STATUS: Contingent
BEDS: 6 BATHS: 8
MLS#: 389736
Indulge in the epitome of mountain luxury at 31 Peaks View Drive, nestled within the prestigious Moonlight Basin of Big Sky, Montana. This exceptional estate offers an unparalleled living experience, boasting breathtaking vistas of the iconic Spanish Peaks from every angle. With six spacious bedrooms, including two luxurious primary suites, this residence effortlessly blends expansive spaces with a strong sense of intimacy throughout. Entertain with grace in the grand formal living and dining areas, where soaring ceilings and expansive windows frame the incredible scenery. Descend to the lower level and unwind in the inviting family room, complete with a game area, wet bar, and access to the lower level patio where the perfectly placed hot tub frames the mountain peaks. Just beyond the family room lies the sauna and steam shower – the lower level is truly a sanctuary for relaxation and recreation alike. A dedicated ski room ensures effortless access to the world-class slopes of Big Sky Resort, while a wrap-around covered deck with an incredible outdoor fireplace beckons for al fresco gatherings against the backdrop of Montana's majestic beauty. Situated on over 2 acres of pristine land, this estate offers privacy and serenity in equal measure. Beyond this stunning property, owners have the opportunity for membership to Moonlight Basin. This esteemed adventure club curates a plethora of events, enriching activities, and tailored services across its expansive 8,000-acre landscape, defining an unparalleled community experience. Complemented by a renowned Jack Nicklaus-designed 18-hole golf course, a sporting clays course, extensive hiking, biking, and Nordic trail networks, comprehensive children's programming, and a meticulously planned social calendar, this membership offers an array of enriching experiences catering to diverse interests and lifestyles. With its blend of refined elegance and rugged charm, 31 Peaks View Drive promises an unparalleled retreat for those seeking the ultimate mountain lifestyle. Welcome home to a sanctuary where every moment is infused with the splendor of Big Sky country.
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Subdivision: Cowboy Heaven
- 27 Cowboy Heaven Spur Road, Big Sky MT 59716 Cowboy Heaven
PRICE: $15,000,000 STATUS: Active
BEDS: 4 BATHS: 5
MLS#: 389528
Welcome to 27 Cowboy Heaven, one of the most coveted properties in Big Sky. Perched atop Moonlight Basin, every moment is framed with breathtaking vista’s of the Spanish Peaks and each detail of the home embodies Montana’s charm and adventure. This Durfeld Log home is a masterpiece of craftsmanship, blending seamlessly with its natural surroundings while offering unrivaled comfort and timeless style. Imagine waking up to the crisp mountain air, stepping outside your door, and gliding effortlessly onto the slopes with the best ski-in/ski-out access in Moonlight. Step inside to discover a world of warmth and elegance, with a double-sided native stone fireplace providing a cozy ambiance, and custom hand-forged ironwork adding a touch of rustic charm throughout the home. Rounding out the ambiance is the custom built-in waterfall providing relaxing Feng shui tranquility. Retreat to one of four en-suite bedrooms, where every comfort has been considered, from plush bedding to panoramic views of the Spanish Peaks. Need a space to unwind after a day on the slopes? Head up to the loft area highlighting the incredible views, the perfect entertaining space for cocktails with friends or a quiet evening with a good book. Or better yet, gather with loved ones in the second living room, where another grand stone fireplace invites you to unwind and reconnect. For those seeking a bit more lively Apres ski, take an easy ski down to the Moonlight Lodge to reminisce with friends on the day’s adventures. Stepping outside the home, discover your own private oasis with a custom fire pit area perfect for roasting marshmallows under the stars or relax in the hot tub with heated surrounding patio. With your signature Moonlight Basin membership, relish in all the curated activities including fat biking, ice skating, snowshoeing, and snow tubing in the winter, and in the summer play the famous Jack Nicklaus’s Reserve golf course and also enjoy the endless summer trails for mountain biking and hiking. New Moonlight club additions include the Lake Lodge with climbing wall, indoor basketball, fitness gym, heated pool, restaurant, golf simulator, and much more. Welcome home to 27 Cowboy Heaven, where all the best elements of views, ski access, and quality construction converge to create the most incredible legacy ski property. Schedule your private tour today and discover the pinnacle of real estate in Moonlight Basin.
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Subdivision: Cowboy Heaven
- 86 Roosevelt Road, Big Sky MT 59716 One&Only (Lee’s Pool)
PRICE: $15,000,000 STATUS: Pending
BEDS: 6 BATHS: 7
MLS#: 374980
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.
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Subdivision: One&Only (Lee’s Pool)
- 100B Roosevelt Road, Big Sky MT 59716 One&Only (Lee’s Pool)
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.
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Subdivision: One&Only (Lee’s Pool)
- 74B Roosevelt Road, Big Sky MT 59716 One&Only (Lee’s Pool)
PRICE: $14,900,000 STATUS: Contingent
BEDS: 6 BATHS: 7
MLS#: 388291
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
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Subdivision: One&Only (Lee’s Pool)
- 78A Roosevelt Road, Big Sky MT 59716 One&Only (Lee’s Pool)
PRICE: $14,500,000 STATUS: Active
BEDS: 6 BATHS: 7
MLS#: 388359
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.
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Subdivision: One&Only (Lee’s Pool)