- 1320 Old Toby Road, Big Sky MT 59716 Other
PRICE: $31,000,000 STATUS: Active
BEDS: 8 BATHS: 8
MLS#: 388766
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.
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Subdivision: Other
- #33 One&Only Private Home, 14 Boone Trail, Big Sky MT 59716 One&Only (Lee’s Pool)
PRICE: $10,990,000 STATUS: Active
BEDS: 5 BATHS: 4
MLS#: 398061
Embrace Montana’s wild beauty this winter with this fully furnished One&Only Moonlight Basin Private Home, a luxurious retreat crafted to harmonize with nature’s beauty. This five-bedroom, 3,670-square-foot residence merges contemporary elegance with rugged mountain charm, seamlessly integrating with the breathtaking surroundings of Big Sky’s wilderness and iconic peaks. Floor-to-ceiling windows invite expansive views of the snow-capped mountains, filling the home with natural light and a deep sense of tranquility. Impeccable finishes, lovely furnishings and art throughout, cozy fireplaces, and stunning outdoor spaces make this a sanctuary of both sophistication and comfort—a perfect retreat for family gatherings or intimate escapes. Ownership here extends beyond the home, offering privileged access to exclusive amenities through Moonlight Basin Club and One&Only Moonlight Basin. Experience world-class skiing with ease through your private ski locker and direct Gondola access from One&Only Ski Lodge and Big Sky’ Madison Village, a private Jack Nicklaus Signature Golf Course, and miles of hiking/ biking/Nordic trails that wind through the breathtaking terrain. Delight in lakefront activities, from paddleboarding and canoeing to serene fly fishing. In winter, enjoy snowshoeing, cross-country skiing, and convenient access to the world class skiing at Big Sky Resort, while year-round, the One&Only spa and wellness offerings ensure rejuvenation and relaxation. With exclusive dining experiences, concierge services, and an array of thoughtfully curated adventures, this private home is more than a residence—it’s an invitation to experience the best of Montana’s unparalleled luxury and adventure
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Subdivision: One&Only (Lee’s Pool)
- 13 Heavy Runner Rd Unit #1734, Big Sky MT 59716 Snowflake Skycrest Condo
PRICE: $1,350,000 STATUS: ActiveUnderContract
BEDS: 3 BATHS: 3
MLS#: 397837
Incredible Lone Mountain views overlooking the world class Big Sky Resort. After a refreshing day of skiing, boarding, biking, hiking, fishing, a memorable day in Yellowstone National Park or many other Montana outdoor adventures; cozy in around a fire, a soak in your hot tub or quiet time on the balcony enjoying the evening sunsets. This spacious 3BR/3B condo has two separate gathering areas. Underground heated parking with elevator access to your level. Conveniently located on the complimentary Big Sky shuttle route, enjoy easy access to Big Sky Resort and many mountain resort amenities.
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Subdivision: Snowflake Skycrest Condo
- 250 Pete's Way, Big Sky MT 59730 Other
PRICE: $2,800,000 STATUS: Active
BEDS: 3 BATHS: 3
MLS#: 402373
Experience the best of Montana living with this fully furnished mountain retreat located on 10 private acres in Gallatin Canyon. Just minutes from Big Sky and steps from the world-famous Gallatin River—a renowned blue ribbon trout fishery and world-class fly-fishing destination—this property offers unmatched access to outdoor recreation, fishing, hiking, and wildlife. It directly borders Gallatin National Forest, unlocking millions of acres of public land that stretch all the way to Yellowstone National Park. The custom-built home blends rustic charm with modern comforts. The main level features an open-concept living area with vaulted ceilings, fireplace, custom metal artwork, and floor-to-ceiling windows that capture expansive mountain views. A spacious, covered outdoor patio extends the living space and includes a wood-burning fireplace—perfect for year-round gatherings and enjoying the fresh mountain air. The primary suite is also located on the main floor, offering convenience and privacy. The walk-out lower level includes two additional bedrooms, a large recreation room with wet bar, and access to a stone patio and flat lawn—ideal for outdoor entertaining. Additional features include a heated detached garage with a workshop and an unfinished upper level offering potential for future expansion. The beautifully landscaped grounds include a horseshoe pit and a teepee, adding unique character to the outdoor space. Whether you're seeking a full-time residence or vacation getaway, this rare offering combines privacy, scenery, and proximity to Big Sky’s amenities. Zoned for flexibility and potential additional structures, it’s a true legacy property.
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Subdivision: Other
- 40 Big Sky Road, Big Sky MT 59716 Shoshone Hotel Condos
PRICE: $575,000 STATUS: Contingent
BEDS: 1 BATHS: 2
MLS#: 403622
Welcome to your mountain escape in the heart of Big Sky! This beautifully situated 1BR/2BA condo on the 3rd floor of the Shoshone Condo Hotel offers stunning views of the trees and surrounding mountains—just steps from the slopes with true ski-in/ski-out access. Located at the base of Lone Peak in Big Sky Resort, this full-service condo-hotel puts you at the center of world-class skiing, hiking, biking, and mountain adventure. The unit comfortably sleeps six with a private (king sized bed) bedroom, two full bathrooms, a Murphy bed, and a pull-out couch in the living room—perfect for families or guests. Enjoy a full kitchen, cozy fireplace, and the convenience of being fully furnished and rental-ready. Shoshone offers resort-style amenities including a heated pool, hot tub, sauna, fitness center, hair and nail salon, room service, and valet parking—ideal for relaxing after a day on the mountain. Whether you're looking for a personal getaway, vacation rental income, or both, this property is a solid investment in one of the most sought-after destinations in the Rockies. Big Sky is quickly becoming one of the premier year-round mountain resorts in the U.S., with the largest skiing terrain in America, a charming village, golf, fishing, and close proximity to Yellowstone National Park. Don’t miss your chance to own a piece of Big Sky magic!
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Subdivision: Shoshone Hotel Condos