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$28,500,000
8 Beds ⋅ 8 Baths ⋅ 412437 MLS
Spanning an extraordinary 491± acres in the heart of Big Sky, this private mountain retreat is one of the region's most remarkable legacy properties, offering a combination of scale, privacy, and proximity that is virtually impossible to duplicate. Steeped in history, early 1900s logging roads weave throughout the property, providing year-round access for hiking, horseback riding, mountain biking, ATV adventures, and snowmobiling. In winter, the landscape transforms into a private Nordic paradise with miles of groomed cross-country ski trails winding through your own forest. Surrounded on three sides by Gallatin National Forest and protected conservation lands, the estate enjoys an exceptional level of permanent privacy while supporting an abundance of wildlife, including elk, moose, deer, bears, mountain lions, and bobcats. Perched atop a commanding ridgeline, the handcrafted Canadian cedar log residence was thoughtfully designed to capture breathtaking views of Lone Peak from nearly every west-facing room. Soaring timber beams, natural stone, and expansive walls of glass create a timeless mountain aesthetic while seamlessly connecting the home to its extraordinary surroundings. A full-length entertainment deck stretches across the western façade, providing the perfect setting to enjoy Montana's unforgettable sunsets and sweeping vistas of Lone Peak, the Madison Range, the Spanish Peaks, the Gallatin Range, and even Yellowstone National Park. A detached garage with beautifully finished caretaker's quarters above offers exceptional flexibility for guests, staff, or a private office, complementing the home's thoughtful design and enduring craftsmanship. Despite its remarkable seclusion, this estate is just 10 minutes from Big Sky Resort, Meadow Village, and Town Center, approximately one hour from Bozeman, and just over an hour from Yellowstone National Park. Properties of this caliber are extraordinarily rare. Combining nearly 500 acres of protected wilderness, iconic mountain views, exceptional recreational access, and one of Big Sky's most coveted locations, this is more than a home—it's an irreplaceable Montana legacy waiting for its next steward.

1320 Old Toby Road, Big Sky

Courtesy of Tory Cyr with Big Sky Sotheby's.
$10,900,000
3 Beds ⋅ 4 Baths ⋅ 412131 MLS
Imagine starting every morning with the gentle sound of the Gallatin River flowing just beyond your window. Eagles soar overhead, elk wander nearby, and the surrounding mountains glow with the first light of day. This is a chance of a lifetime to own a piece of the last best place in Montana! Gallatin River Homestead in Big Sky is nestled along the tranquil banks of the Gallatin River. This 12.44± acre property offers unparalleled opportunities unlike any other. With over a quarter mile of pristine riverfront at your doorstep, indulge in world-class trout fishing right from your backyard. Bordered by expansive National Forest lands to the south and perfectly suited for the equestrian lifestyle, this exceptional retreat offers sweeping mountain views, unmatched privacy, and a peaceful sense of seclusion. Despite its secluded setting, convenience is never compromised. Just a few minutes' drive away, Big Sky Town Center offers a host of amenities, including shopping, dining, and entertainment, ensuring the perfect balance of a wilderness escape and modern comfort. Another 10 minutes up the road awaits the “Biggest Skiing in America”, Big Sky Resort. Set upon 12.44± acres are three separate, contiguous deeded parcels. Two of the parcels are already improved with residences, while the additional five-acre undeveloped parcel offers exceptional flexibility to build on, preserve open space for added privacy, or retain it as a valuable long-term investment. Designed for gathering and making memories, this unique property includes two beautifully appointed homes. The stunning 3,698-square-foot custom log residence features three bedrooms and three-and-a-half baths, while the detached 2,886-square-foot guesthouse offers three bedrooms, a large bunkroom downstairs, and three baths, perfect for hosting family and friends or creating a private retreat. Every season tells a different story here. Winter brings unforgettable days on the slopes of Big Sky Resort; spring awakens the Gallatin River with world-class fly fishing; summer invites endless exploration through Yellowstone and the adjacent National Forest; and autumn paints the mountains in brilliant color. No matter the time of year, this extraordinary property serves as your private gateway to the very best of Montana's outdoor lifestyle.

42530 Gallatin Road, Big Sky

Courtesy of Branif Scott with Fay Ranches.
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 412100 MLS
Nestled on a corner lot in Cowboy Heaven, this furnished mountain retreat offers a rare combination of ski access, Lone Peak views, and year-round recreation in the heart of Moonlight Basin. With the ability to ski home and convenient ski access out to both the Madison Base Area and Moonlight Lodge, the property provides an exceptional connection to Big Sky's renowned terrain while enjoying the privacy of a quiet neighborhood setting. Designed for gathering and relaxation, the open-concept main level seamlessly connects the kitchen, dining, and living areas, creating a welcoming space for entertaining after a day on the mountain. Multiple fireplaces add warmth and character throughout, while large windows frame views of Lone Peak and the surrounding alpine landscape. Thoughtfully designed for hosting, each bedroom features its own ensuite bathroom, with accommodations spread across three levels to provide privacy and flexibility for family and guests. The wraparound deck with hot tub extends the living space outdoors, offering inviting spaces to enjoy morning coffee, summer evenings, or après-ski gatherings. Whether overlooking the mountain scenery or simply enjoying the peaceful setting, the outdoor spaces are designed to be enjoyed in every season. Optional Moonlight Basin membership provides access to the Moonlight Lodge, LakeLodge, private trails, dining, fitness facilities, and recreation at Ulery's Lake, including paddleboarding, kayaking, fishing, and swimming. Miles of hiking and biking trails are just outside your door, making it easy to enjoy everything Moonlight Basin has to offer throughout the year. Whether your perfect day begins with fresh powder, an afternoon at the lake, or miles of mountain trails, this inviting home offers an exceptional opportunity to experience the best of Moonlight Basin living.

2 Happy Trails, Big Sky

Courtesy of Katie Morrison with Berkshire Hathaway - Big Sky.
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 411615 MLS
Experience the ultimate mountain lifestyle in this exceptional 4 bedroom, 4 bath ski-in, ski-out residence in Moonlight Basin. The home is offered fully furnished with high quality furniture and includes a new Trex deck. It has panoramic views and most importantly offers direct access out the back door to some of the finest skiing in the Rockies while providing a private sanctuary to enjoy year-round. Thoughtfully designed with spacious gathering areas, expansive windows, and warm mountain-inspired finishes, the home seamlessly blends comfort and elegance. After a day on the slopes, unwind in the private outdoor hot tub while taking in breathtaking views of the surrounding peaks and endless Montana sky. Whether hosting family and friends or enjoying a quiet mountain escape, this remarkable home offers the ideal combination of luxury, convenience, and adventure. With unparalleled ski access, stunning vistas, and the privacy of a standalone residence, this is mountain living at its finest.

5 Shadow Ridge, Big Sky

Courtesy of John Bauchman with The Big Sky Real Estate Co..
$10,499,000
5 Beds ⋅ 7 Baths ⋅ 407313 MLS
Yellowstone Montana Legacy Estate on 20 acres 168 Charlie Russell is an exquisite artisan-crafted, hand-hewn log estate built and designed to endure the test of time—an offering reserved for those who value privacy, provenance, quality and legacy. Set within the gated enclave of Big EZ Estates this is a rare opportunity to acquire a true Montana home with the ability to obtain a Golf or Ski/Social membership at Spanish Peaks Mountain Club, but it is NOT required. Ability to build a guest home, remarkable privacy, and immediate proximity to the world-class amenities of Big Sky, this property embodies the very essence of the Yellowstone, Big Sky lifestyle. Timeless, irreplaceable, and uncompromising—this is not simply a residence, but a legacy to be stewarded for generations. Fully furnished and turnkey. Designed for both grand entertaining and intimate retreat, the home features 5 bedrooms, 5 full baths, and 2 powder rooms, complemented by 6 interior fireplaces, outdoor deck fireplace, landscaped fire pit, and a new hot tub for four-season enjoyment. 2 private primary suites—each with its own fireplace, outdoor access, and individual climate control—offer luxury comfort and exceptional privacy for owners and guests alike. A charming timber-frame bunk room with en-suite bath adds warmth and character for family gatherings. At 7,434± square feet with wraparound decks and landscaped patios the home captures sweeping, cinematic views of Yellowstone National Park and the Spanish Peaks—where sunrises, moonrises, and alpenglow sunsets become part of daily life. The main level unfolds with soaring timber ceilings and dramatic floor-to-ceiling stone fireplace with incredible lighting, expansive living and dining spaces, a gourmet kitchen outfitted with premium appliances and generous prep areas—ideal for entertaining. An executive office with private deck access sits just off the great room and primary suite, blending productivity with inspiration. The primary suite itself is a sanctuary, featuring a fireplace, spa-like bath, walk-in closet, adjacent executive office and private deck overlooking the peaks. The lower level is dedicated to recreation and relaxation, offering a spacious family room, wet bar, pool table, additional fireplace, workout room and seamless access to outdoor living—where the hot tub and fire pit invite evenings under Montana’s vast sky. A wrap-around deck, multiple patios,and tranquil mountain vistas complete the experience.

168 Charlie Russell Loop Big EZ Estates Lot 45, Big Sky

Courtesy of Martha Johnson with Aperture Global Real Estate.
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 398473 MLS
On top of it ALL -- what a very special opportunity to own a one-of-a-kind extremely hip mountain contemporary designed penthouse with just a hint of a city loft vibe, this 3 bedroom, 3 and a half bathroom residence is elevated above just about everything Town Center. Offering front and center views of Lone Peak, Spanish Peaks as well as views down valley this is ready and waiting for you and your loved ones to call home in Big Sky. Bring that party outside on your very own private wrap around deck, take in all the activities and events the Big Sky Town Center has to offer all while enjoying coveted privacy. Take in the sounds of the Big Sky Art's Council's Music in the Mountains without ever having to worry about crowds, not to mention other well-known and well-loved Big Sky events such as PBR, summer farmer's market, special holiday events, Blue Buddah Sushi Restaurant just an elevator ride away and much much more. When location and address is everything 99 Town Center Avenue is undoubtedly it! This unit also has its own private storage unit on the lower floor of the complex.

99 Town Center Avenue Unit R2, Big Sky

Courtesy of Jason Carrico with The Big Sky Real Estate Co..
$347,000
3 Beds ⋅ 2 Baths ⋅ 366659 MLS
A very unique opportunity, Room 292 is a 3 bedroom 2 bathroom Lone Peak Center fractional ownership condominium, located on the ski slopes of The Big Sky Ski Resort. Amenities include outdoor pool, jacuzzi, exercise room, board room, & other hotel services. Ideal location in the heart of Mountain Village, shopping, restaurants, basecamp recreation, events hub and more! Great rental history.

48 Big Sky Resort Road Unit 222, Big Sky

Courtesy of Christine Galovich with Big Sky Properties, Inc..

board logoIDX information provided courtesy of the Montana Regional MLS, LLC. IDX information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.