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In the forested hills of Towering Pines, this extraordinary Big Sky retreat combines world-class architecture, refined design, and sweeping natural beauty across 20 private acres. Offering both unmatched tranquility and connection to one of the Rockies’ most exclusive private clubs, it is a legacy estate designed for generations.

Ownership includes the opportunity for a coveted National Membership at Spanish Peaks Mountain Club, granting access to the Tom Weiskopf–designed championship golf course, a stunning clubhouse with fine dining, private ski lift access into Big Sky Resort, and a year-round calendar of curated events. Membership also connects owners to the broader Montage Big Sky community, elevating the lifestyle to one of true rarity at the heart of a premier resort destination.

Approximately half of the residence is a newly built custom addition by OSM, strategically designed to frame sweeping views of the Spanish Peaks and Lone Mountain. Though offering remarkable privacy and serenity, the estate sits just minutes from Big Sky’s world-renowned skiing, championship golf, the Blue Ribbon waters of the Gallatin River, and the vibrant Town Center.

Inside, soaring ceilings, expansive windows, and seamless indoor-outdoor transitions fill the home with natural light, while elevated finishes and clean lines create an atmosphere of timeless sophistication. Curated spaces with custom lighting evoke a gallery-like ambiance, perfectly suited for art and the discerning collector.

Spanning more than 10,000 square feet, the residence balances gracious entertaining with the ease of everyday living. Six spacious bedrooms include a primary suite with dual walk-in closets, a private upstairs gym, and a lower-level office and den. A separate guest suite—complete with its own kitchen, dining nook, living room, and outdoor sitting deck—offers visitors both comfort and privacy. Additional features include an expanded three-car garage with a custom-designed mudroom, multiple living areas anchored by striking fireplaces, and a thoughtful blend of formal and casual gathering spaces.

Outdoors, winding garden paths, intimate seating areas, and sweeping mountain vistas elevate the mountain living experience. Every detail reflects a commitment to craftsmanship, elegance, and enduring quality. More than a home, this is a sanctuary—an inspired retreat and a true legacy property, thoughtfully designed to be cherished for generations to come.
#400400

Big Sky

1200 Towering Pines

6 Beds

4 Baths

11,582 Sq.Ft.

$10,500,000

MLS#: 400400

Well-finished, ±29,724 square foot office building situated on ±3.03 acres at the southern edge of Bozeman. The property is located within Bozeman’s Opportunity Zone, just south of Montana State University. Built in 2000, the building can easily be adapted into a multi-tenant building, though it is currently fully leased to tenants Inhealth Life Sciences, Bozeman Health, and Proper Insurance. Proper Insurance has already committed to taking the Bozeman Health Space in April when they vacate. The building's layout is based on a central core of restrooms, mechanical, elevator, and a stairwell with offices branching north and south, creating four leasable areas around ±7,000 square feet each. The property is nicely landscaped, with ample parking on site.
#384848

Bozeman

40 Enterprise Boulevard

None Beds

None Baths

29,724 Sq.Ft.

$10,500,000

MLS#: 384848

Surrounded by sweeping views of Trapper Peak and the Sapphire Mountains, this extraordinary 80 acre property at 50 Tippet Trail captures the very best of Montana’s natural beauty and modern luxury. Built in 2024 and designed by Canvas House Design, the 4,496 square foot residence embodies modern sophistication inspired by Montana’s mountain landscape. Sweeping views of Trapper Peak and the Sapphire Mountains frame the property, creating a perfect balance of contemporary elegance and timeless rustic charm. Inside, soaring ceilings and expansive windows fill the home with natural light and capture the breathtaking scenery. The vaulted great room, anchored by a dramatic stone fireplace, opens into a beautiful sunroom that invites the outdoors in. Custom millwork, solid oak doors, and radiant floor heating throughout the lower level add warmth, character, and craftsmanship to every space. Additional amenities include a 2,460 square foot barn, a greenhouse, and a garden shed. A half-acre enclosed garden features irrigated raised beds and mature pear and apple trees, offering both productivity and charm. Outdoor living is exceptional, with three expansive patios designed to capture both the morning sun and the warm glow of Montana evenings. A heated terrace with a saltwater spa, firepit, and built-in Delta Heat grill and Le Griddle allows for year-round enjoyment. A private trail system weaves through the acreage, leading to a three-acre pond with a sandy beach, two docks, and private access to fishing along the Bitterroot River. Mature trees, curated landscaping, and regular visits from elk, deer, moose, and eagles enhance the estate’s natural beauty. Just five miles north, the town of Darby provides Western character, local dining, and a world-class rodeo. Twenty miles away, the exclusive Stock Farm Club and the vibrant town of Hamilton offer fine dining, golf, shops, and a strong community atmosphere. Outdoor recreation is equally accessible, with Lost Trail Ski Area just 30 miles to the south. Missoula International Airport is approximately 65 miles away, providing convenient travel while preserving the estate’s peaceful seclusion. 50 Tippet Trail is more than a home, it is a private Montana sanctuary where elegant design meets the raw beauty of the Bitterroot Valley. With its rare river frontage, exceptional craftsmanship, and unmatched setting, this estate stands as a true legacy property for those seeking both luxury and adventure.
#406854

Darby

None

3 Beds

None Baths

4,496 Sq.Ft.

$10,175,000

MLS#: 406854

Rare find of acreage in one of the counties fastest growing corridors.  20 acre parcel with services to the lot and a plethora of possible uses.  Access is paved, established business adjacent and development of the area in its prime.  Call today for all pertinent details!
#407041

Bozeman

TBD Freemont Street

None Beds

None Baths

20.0 acres

$10,000,000

MLS#: 407041

Presenting a rare opportunity in the scenic high alpine terrain of Moonlight Basin. The exclusive One&Only Private Estate Lots, ranging from 3 to 5 acres, are set amidst a stunning mountain backdrop, offering a unique addition to the One&Only Moonlight Basin community. These stunning properties provide the freedom to work with your own design and build team, allowing for the construction of a main house and a guest house, creating a bespoke mountain retreat.

One&Only Moonlight Basin includes 62 Private Homes, 8 Private Estate Lots, and 92 hotel keys, each thoughtfully designed to integrate with the natural landscape. The 240-acre campus is home to an array of luxurious amenities and activities for owners. Relax in the 15,000 square foot spa, take advantage of the Ski Lodge with gondola access to Big Sky Resort, and marvel at the stars from a dedicated observatory.

Culinary options abound with several exceptional restaurants on-site, including the Specialty Restaurant, the Ski Lodge with its breathtaking mountain views, and the Main Lodge Restaurant and Bar. The property also features an extensive network of hiking, biking, and Nordic trails, two lakes, and multiple pools for a variety of outdoor activities.

Beyond the One&Only experience, Moonlight Basin offers even more amenities, including three additional restaurants, three distinct Clubhouses, and an 18-hole Jack Nicklaus-designed golf course. Embrace this rare chance to own a piece of Montana’s mountain paradise, where luxury meets nature.
#385158

Big Sky

TBD One&Only Private Estate Lot 5

None Beds

None Baths

5.75 acres

$10,000,000

MLS#: 385158

One of a kind opportunity to acquire 2 parcels (40 acres), in a small exclusive gated community, in the most central location of Moonlight Basin. Parcels of this size will never again be available. This property, set just minutes into Moonlight Basin, is perfectly located between One&Only, Madison Base, LakeLodge and the new Moonlight West area. Its expansive footprint ensures complete privacy while offering seamless access to Moonlight Basin’s renowned skiing, golf, hiking, and exclusive amenities. This rare property is perfectly located to capture breathtaking views of Lone Peak, Fan Mountain and the surrounding wilderness. Set among mature pine and aspen groves, the property offers a pristine and secluded canvas for a custom residence or generational retreat in the heart of Moonlight Basin.
#406472

Big Sky

tbd Ulery's Lakes Road - Lot 12A + 13A

None Beds

None Baths

40.0 acres

$9,950,000

MLS#: 406472

Shields River Lodge is nestled between the Bridger, Absaroka, and Crazy Mountains along the Shields River, in the heart of the Shields River Valley. The lodge sits in the center of 283± acres with one mile of the Shields River, a guide favorite for fishable trout water, making up the eastern boundary. The 14,000± SF updated compound comprises 9 bedrooms and 10.5 bathrooms with breathtaking views stretching as far as the eye can see. The stunning log structure could be used as a recreational residence, lodge, corporate retreat, or whatever a new buyer deems appropriate. The striking improvements are only bested by the hundreds of deeded acres to recreate on. Located just outside Clyde Park, close to the historic town of Livingston, and not far from Bozeman’s international airport, Shields River Lodge is offered turnkey and is move-in ready for the next owner to begin their Montana adventure with no future reservations to honor.
#397636

Clyde Park

830 Castle Mountain Road

9 Beds

10 Baths

14,000 Sq.Ft.

$9,950,000

MLS#: 397636

This property has been completely re-developed (summer 2024) and nearing completion, in order to maximize the glamping experience, as well as owner ROI!  New water features have been added, level 2 septic has been upgraded, in addition to several more camping spaces and cabins added to this incredible waterfront location.  The Spring Creek Trout Ranch Campground is located just outside of Big Timber, Montana featuring over 1,600 feet of Boulder River frontage and now creek frontage, as well. This property is surrounded by nature and soothed by the gentle sounds of the Boulder River running through it all. Beautifully manicured and landscaped campground on 14.09 acres. Easy RV access off MT Hwy 90 and just through the quaint town of Big Timber. 85 full hookup RV sites (24 Riverside sites and 9 Creekside sites) and 5 Studio Cabins (Riverside). Pavilion and BBQ area for guests or events, separate office building complete with a gift shop, kitchen area, commercial icemaker, laundry room, showers and restrooms, dump station, shop and storage outbuildings. Seller financing to approved buyers. Updated photos coming in Oct. 2024...
#397049

Big Timber

257 Main Boulder Road

None Beds

None Baths

N/A

$9,950,000

MLS#: 397049

The Wolfe Hereford Red Rock River Ranch is a 2,080-acre high production operation that includes 840 deeded acres along with a combined 1,240 acres of State and BLM grazing lease. Located near Dell, MT sitting at 6,004’ of elevation, the ranch combines senior water rights, high alpine grass, and good stocking density to provide the owner with a high quality stand-alone ranch or a wonderful addition to an already existing operation.

Historically the Ranch has run 400 AUM, and 600 AUM throughout the seasons with added summer grazing.  The lush flood irrigated hay meadows produce rich, dense grasses that pack on pounds.  Around 500 of the 840 deeded acres are irrigated, with 420 being under flood irrigation and 80 acres watered by wheel line.  Owner stated production of 2 tons of hay per acre provide ample winter grazing feed. Irrigation and stock water rights are procured from the Red Rock River as well as Wolfe Springs.  High flow rates and senior water right positions help keep the ranch green and in production.

The Red Rock River flows through the property for about 1.5 miles.  Known as one of the best fisheries in Montana the Red Rock contains some of the biggest brown and rainbow trout in the state.  Not only are the fish good sized, but they rarely see any fishing pressure.  Limited access to this stretch of the river makes it hard for the general public to wet a fly. Wolfe Springs traverses about 2,000’ from its source just outside the property boundary and tumbles into the Red Rock just downstream of the house.

The ample water features also attract ducks and geese.  Flocks of birds take up residence on the ranch and when the cold weather hits, the spring water attracts migrating birds throughout the season.  White-tailed deer bed up in the river bottom and feed out into the hay fields, and the occasional elk and moose also call this ranch home.  

A modest ranch house was built in 1912 and has 4 bedrooms and 2 bathrooms.  An updated furnace and new fireplace keep it warm and cozy in the winter.  The home rests above Wolf Springs and new flooring has been laid on the main floor creating a warm and welcoming atmosphere.  A hired hand or guest quarters is operational for staff or guests.

Working corrals and additional ranch infrastructure, along with improved fencing, easy swinging gates, and end of the road privacy make the Wolfe Hereford Red Rock River Ranch one of the nicest and refined ranches to hit the market in Montana in some time.
#406780

Dillon

None

4 Beds

2 Baths

2,777 Sq.Ft.

$9,825,000

MLS#: 406780

ATTENTION DEVELOPERS AND INVESTORS!!! OPORTUNITY ZONE, 20 ACRES PRIME DEVELOPMENT LAND IN BOZEMAN MONTANA.  This parcel will be the epicenter of development for the Southwest quadrant of the City of Bozeman. Whoever develops this acreage will be able to SET THE STAGE FOR INNOVATIVE DEVELOPMENT of the last remaining undeveloped acreage adjacent to city limits. The sky is the limit. This parcel is currently pre-zoned for Commercial Mixed use in the Bozeman City Community Plan's Future Land Use Document. Comprehensive package on the property can be found in the associated docs.
#389075

Bozeman

4999 S 19th Avenue

None Beds

None Baths

1,452 Sq.Ft.

$9,750,000

MLS#: 389075

Discover a rare opportunity to own a piece of the high alpine terrain with the exclusive One&Only Private Estate Lots at Moonlight Basin. Each homesite, ranging from 3 to 5 acres, is nestled in a breathtaking mountain landscape, offering an exceptional addition to the prestigious One&Only community. These Private Estate Lots provide a unique chance to work with your own design and build team, allowing for the creation of both a main house and a guest house.

One&Only Moonlight Basin features 62 Private Homes, 8 Private Estate Lots, and 92 hotel keys, all meticulously designed to blend seamlessly with the surrounding nature. Spanning 240 acres, the campus offers an array of luxurious amenities and activities for property owners. Enjoy access to a 15,000 square foot spa, a Ski Lodge with gondola access to Big Sky Resort's slopes, and an observatory perfect for star gazing.

Indulge in a variety of culinary delights at several on-site restaurants, including the Specialty Restaurant, the Ski Lodge with panoramic mountain views, and the Main Lodge Restaurant and Bar. Outdoor enthusiasts will appreciate the extensive network of hiking, biking, and Nordic trails, as well as the two lakes and multiple pools for water-based fun and relaxation.

In addition to the exclusive One&Only amenities, Moonlight Basin boasts three additional restaurants, three distinct Clubhouses, and an 18-hole Jack Nicklaus-designed golf course. This is a unique opportunity to immerse yourself in luxury, tranquility, and natural splendor.
#384758

Big Sky

TBD One&Only Private Estate Lot 3

None Beds

None Baths

3.34 acres

$9,500,000

MLS#: 384758

Introducing an unparalleled opportunity in the picturesque high alpine terrain of Moonlight Basin. These exclusive One&Only Private Estate Lots, each spanning 3 to 5 acres, are set among breathtaking mountain landscape, making them a remarkable addition to One&Only Moonlight Basin. These Private Estate Lots offer the unique chance to collaborate with your own design and build team, allowing for the creation of a main house and guest house. This exceptional offering is unlike anything else within the One&Only community.

One&Only Moonlight Basin comprises of 62 Private Homes, 8 Private Estate Lots, and 92 hotel keys, all thoughtfully designed to harmonize with the natural surroundings. The expansive campus covers 240 acres and provides a wealth of luxurious amenities and activities for owners. Indulge in the serenity of a 15,000 square foot spa, enjoy the convenience of the stunning Ski Lodge with gondola access to the slopes of Big Sky Resort, and gaze at the stars from a dedicated observatory.

Culinary enthusiasts can savor exceptional dining experiences at various restaurants, including the Specialty Restaurant, the charming trail cabin, the Ski Lodge with its stunning mountain views, and the Main Lodge Restaurant and Bar. For those who love the outdoors, a network of hiking, biking, and Nordic trails winds through the property, complemented by two lakes and multiple pools for water-based activities.

Beyond the exclusive One&Only experience, Moonlight Basin offers additional amenities, including three more restaurants, three unique Clubhouses, and an 18-hole Jack Nicklaus-designed golf course. This is a rare chance to embrace a life of luxury, adventure, and natural beauty.
#385159

Big Sky

TBD One&Only Private Estate Lot 6

None Beds

None Baths

5.1 acres

$9,500,000

MLS#: 385159

Luxury Ski-In/Ski-Out Retreat in Moonlight Basin, Big Sky, Montana:
Surrounded by a mature pine forest, this exceptional 5-bedroom residence is located in The Timbers, one of Moonlight Basin’s exclusive enclaves of single-family homes. Beautifully private and secluded, the home is also fully connected to all of Moonlight Basin via adjacent trails and open space. Perched directly on Stacey’s Way Ski Trail, you’re just a short glide to the Stagecoach Chairlift—offering the ultimate ski-in/ski-out access—and only minutes by foot or car to Moonlight Lodge, Ulery’s Lake Camp or Moonlight’s LakeLodge.
Crafted with heavy timbers, a floating staircase, and expansive windows that immerse you in nature, this luxury mountain home blends modern rustic architecture with timeless design. An open-concept kitchen flows seamlessly into the soaring two-story great room, anchored by a stone-clad gas fireplace and complemented by a large granite breakfast bar and sleek high-end appliances. A sunlit dining nook opens onto a generous deck and is perfect for outdoor living and serene wildlife viewing.
The main level features a stunning primary suite with floor-to-ceiling windows, calming forest and mountain views, a freestanding soaking tub, and a steam shower for a true spa-like experience.
Downstairs, the lower level offers its own retreat with a spacious family room with gas fireplace, wet bar and large wine refrigerator, a second deck, laundry room, and mudroom with ski storage and boot warmers. The family room on this level is the ideal gathering space for après-ski relaxation or entertaining.
The upper-level features two additional bedrooms connected by an open catwalk that overlooks the great room below, capturing aerial views from the vaulted ceilings.
Whether you're seeking solitude beneath the stars in the private hot tub or want to join in on the action at Moonlight Basin and Big Sky Resort, this property offers the best of both worlds—total tranquility with convenient access to world-class amenities. Just a short drive from the lively Mountain Village Plaza and an ideal basecamp for exploring Big Sky Country and Yellowstone National Park, this mountain retreat delivers luxury, comfort, and adventure in one unforgettable setting.
#404240

Big Sky

14 Jakes Lane

5 Beds

4 Baths

4,450 Sq.Ft.

$9,450,000

MLS#: 404240

Welcome to Incognito Ranch, where elevated luxury pairs seamlessly with the rustic soul of a Montana guest ranch. This spectacular 4-bedroom lodge-style residence spans 8,524 SF, accompanied by a 1,172 SF attached art studio/guest apartment, all set on 29.99 acres of pure serenity overlooking the iconic Bridger Mountains.

Recently refreshed throughout, the home feels both timeless and new. The grand, light-filled entry sets the tone, warm, inviting, and dramatic. The main-floor primary suite lives like a private retreat, featuring a spa-inspired bath with a copper soaking tub, an elegant custom closet, sitting area with wood-burning stone fireplace, covered balcony, and unobstructed mountain views.

The main level continues with two additional bedrooms connected by a jack-and-jill bath, a stately Great Room with floor-to-ceiling windows, a beautifully appointed kitchen with walk-in pantry and temp-controlled wine room, and a dream laundry/mudroom with dual washers/dryers, lockers, and powder bath.

The upper floor hosts another bedroom, full bath, and cozy library/TV room. The lower level offers a spacious family/game room with kitchenette, 3/4 bath with sauna, home gym, and generous bunk room opening to a screened porch, perfect for guests or large gatherings.

Beyond the home itself, the garage spaces elevate the property to a new level. In addition to the 4-car heated garage, a 2,100 SF shop was added with an 800 SF art studio above. With 3,600 SF of heated garage space total, this is a paradise for car collectors and recreation enthusiasts: epoxy floors, LevRack system, auto lift, workshop with sink and laundry, and pull-through bays. The art studio, private yet connected, was designed for creativity, solitude, and inspiration.

Step outside and Montana takes over. Bask in sweeping views of the Bangtail and Bridger ranges. Cast a line in your stocked pond from the private dock. Explore your own hiking, snowshoeing, and ATV trails.

Horse lovers will appreciate two pastures, a 5+ stall barn with tack room and wash rack, hay barn, two turnout paddocks with year-round auto waterers, and a 100x200 outdoor arena with specialized footing. A nearby guest/caretaker cabin and separate guest bath enhance the ranch experience.

Incognito Ranch is a rare blend of luxury, privacy, recreation, and breathtaking mountain beauty. A true sanctuary and an opportunity not to be missed.
#406951

Bozeman

4800 Meadow Lane

4 Beds

3 Baths

9,696 Sq.Ft.

$9,200,000

MLS#: 406951

Set amidst the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home is a rare fusion of contemporary luxury and natural splendor. Thoughtfully designed to complement its breathtaking surroundings, this five-bedroom, 3,670-square-foot residence seamlessly integrates refined elegance with the rugged beauty of soaring peaks and dense evergreen forests.

Expansive floor-to-ceiling windows frame panoramic mountain views, flooding the interiors with natural light, while roaring fireplaces and timeless finishes create an ambiance of warmth and sophistication. Spacious indoor and outdoor living areas provide the perfect setting for entertaining, unwinding, and fully embracing the serenity of Montana’s great outdoors.

Nestled in the heart of Big Sky’s most exclusive slopeside community, this home offers direct access to world-class skiing, hiking, and year-round adventure. Whether gathering with loved ones après-ski or savoring a quiet moment surrounded by nature, this extraordinary retreat is designed to inspire, rejuvenate, and elevate the art of mountain living.
#399427

Big Sky

#11 One&Only Private Home

5 Beds

1 Baths

3,670 Sq.Ft.

$9,200,000

MLS#: 399427

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* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
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