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$5,800,000
4 Beds ⋅ 4 Baths ⋅ 413995 MLS
Nestled in the Highlands neighborhood within the exclusive Spanish Peaks Mountain Club, this beautifully appointed 4-bedroom, 3.5-bathroom mountain retreat offers the perfect blend of luxury, comfort, and convenience. Located at the top of the Highlands neighborhood, 102 Outlook receives especially good sun exposure and enjoys expansive views across the valley, overlooking the Spanish Peaks community and the Montage hotel. With no homes across the street, this home also benefits from more privacy than most others in the neighborhood. Ski-in / ski-out access is directly across the street, and the newly completed Aspire amenity building -- that features a state of the art fitness center, basketball court, climbing wall, outdoor pool and hot tubs -- is within easy walking distance. The home has been thoughtfully designed and impeccably decorated, with considerable owner enhancements such as custom closets in the bedrooms and garage and sound proof glass around the loft TV room. The spacious open-concept living area features soaring ceilings, a cozy fireplace, and refined finishes, making it ideal for entertaining or relaxing after a day on the slopes. Membership to Spanish Peaks Mountain Club allows you preferred access and discounts to Montage Big Sky, the Tom Weiskopf 18-hole golf course, the new 10-hole Par 3 golf course, elevated dining in the Spanish Peaks Clubhouse, and endless outdoor pursuits. Whether you're seeking a year-round residence or a seasonal getaway, this Highlands gem offers the perfect base for your Montana mountain lifestyle.

102 Outlook Trail, Big Sky

Courtesy of Jeff Helms with The Big Sky Real Estate Co..
$5,825,000
4 Beds ⋅ 5 Baths ⋅ 406955 MLS
Experience the pinnacle of mountain living at The Highlands, the premier ski-accessible neighborhood within the exclusive Spanish Peaks Mountain Club. Perfectly positioned atop of the community, this impeccably maintained 4-bedroom, 4.5-bath retreat blends luxury, privacy, and effortless access to Big Sky’s world-class recreation. Enjoy direct ski-in/ski-out convenience from a groomed trail just steps from your door and sweeping mountain views overlooking Spanish Peaks and the Montage Big Sky. Inside, an open-concept design with vaulted ceilings, a striking stone fireplace, and expansive windows creates a warm, inviting space for gathering. Multiple decks and a private hot tub invite relaxation amid the mountain scenery year-round. Ownership includes access to the premier amenities of Spanish Peaks Mountain Club— ski terrain, two golf courses (with membership), fitness and recreation centers, pools, tennis and pickleball courts, and exceptional dining. Homeowners also enjoy preferred access to the five-star offerings of Montage Big Sky and the forthcoming Aspire Lodge—a 28,000-square-foot amenity center featuring dining, pools, fitness facilities, and more, opening in early 2026. Whether you’re seeking an elegant mountain getaway or a year-round retreat, 146 Outlook Loop delivers unmatched access, style, and comfort in one of Big Sky’s most coveted locations. Sold furnished Membership at Spanish Peaks Mountain Club required upon closing.

146 Outlook Trail, Big Sky

Courtesy of Will Brunner with Big Sky Sotheby's.
$6,149,000
5 Beds ⋅ 5 Baths ⋅ 404542 MLS
GOLF MEMBERSHIP IMMEDIATELY AVAILABLE! Experience the ultimate mountain lifestyle in this beautifully appointed 5-bedroom, 5-bathroom retreat located in the heart of Spanish Peaks Mountain Club. This move-in-ready residence offers effortless ski-in/ski-out access with a ski trail just across the street leading directly to the Highlands Chairlift — making first tracks a part of your daily routine. Furnished by a talented local designer, every room showcases tasteful mountain-modern décor and thoughtful finishes. The open-concept kitchen, dining, and living area is flooded with natural light from abundant windows, while the lower-level family room—with a wet bar—offers the perfect setting for après-ski relaxation or entertaining. Multiple outdoor decks and a private hot tub area invite you to take in the surrounding views in every season. Ownership includes access to the exclusive amenities of Spanish Peaks Mountain Club: private ski and hiking trails, two world-class golf courses (with golf membership), tennis and pickleball courts, state-of-the-art fitness centers, swimming pools, and elevated dining at the Clubhouse. Members also enjoy preferred access to the five-star services of Montage Big Sky. Looking ahead, the soon-to-open Aspire Lodge — a 28,000-square-foot amenity center featuring a restaurant, fitness facility, basketball court, climbing wall, and two outdoor pools — will be just a short stroll from your front door, with completion anticipated in 2026. Membership at Spanish Peaks Mountain Club is required upon closing. This is your chance to own a fully furnished, turn-key mountain sanctuary with unmatched access to recreation, relaxation, and luxury.

538 Outlook Trail, Big Sky

Courtesy of Michelle Horning with Aperture Global Real Estate.
$6,395,000
6 Beds ⋅ 6 Baths ⋅ 404221 MLS
Lot 60 in Highlands presents the coveted Peaks floor plan with the elegant Fossil finish, offering 6 spacious bedrooms and 5.5 baths in a thoughtfully designed ski-in/ski-out retreat. Perfectly positioned for effortless access to the Highlands and Cabin chairlifts, this home epitomizes the ultimate mountain lifestyle. Set on a sun-drenched, south-facing ridge surrounded by pristine old-growth pines, Highlands offers sweeping views of the surrounding peaks, Yellowstone National Park, the Spanish Peaks Clubhouse, and the world-class Montage Hotel. These residences showcase timeless alpine architecture reimagined with sleek, modern lines and open, light-filled interiors for a warm yet sophisticated ambiance. From your doorstep, enjoy unparalleled access to skiing, golf, hiking, biking, and year-round adventure, along with the Clubhouse amenities including dining, bar, pool, hot tubs, and a state-of-the-art health club. A Golf or Ski Social membership at Spanish Peaks Mountain Club is available with this property, with membership deposit required within 30 days of contract.

545 Outlook Trail Highlands #60 Unit 60, Big Sky

Courtesy of Jeremy Henrichon with The Big Sky Real Estate Co..
$5,350,000
4 Beds ⋅ 4 Baths ⋅ 402106 MLS
Welcome to The Highlands, Spanish Peaks’ premier ski-accessible neighborhood of luxury single-family homes. Located at 453 Outlook Trail, this beautifully appointed residence features 4 bedrooms, 3.5 baths, and expansive living spaces perfect for relaxing with family and friends after adventurous days in the mountains of Southwest Montana. The Highlands offers a rare combination of year-round outdoor access and privacy, with hiking and biking trails in the summer and ski trails running throughout the neighborhood in the winter. You'll enjoy full access to the unparalleled amenities of Spanish Peaks Mountain Club, including private ski terrain, two private golf courses, multiple pools, tennis courts, fitness centers, and world-class dining. You’ll also benefit from the five-star services and offerings of the neighboring Montage Big Sky hotel. 453 Outlook Trail showcases high-end finishes, generous gathering spaces, and seamless indoor-outdoor living, all just minutes from the best of Big Sky. Discover the unmatched lifestyle of Spanish Peaks and make this Highlands retreat your Montana home.

453 Outlook Trail, Big Sky

Courtesy of Will Littman with Berkshire Hathaway - Big Sky.

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.