Towering Pines Real Estate

Welcome to Towering Pines, a serene subdivision nestled in the breathtaking beauty of Big Sky, Montana. This enchanting community is not just a place to live; it's a lifestyle defined by nature's grandeur and outdoor adventures. Towering Pines offers an idyllic blend of rustic charm and modern amenities, making it the perfect retreat for families, retirees, and everyone in between.

Imagine waking up to the majestic sight of towering pine trees and the crisp mountain air that fills your lungs with vitality. Each lot in Towering Pines is thoughtfully designed to provide residents with ample space and privacy, while still fostering a sense of community. The subdivision features a variety of home styles, from cozy cabins to elegant mountain homes, all crafted to harmonize with the stunning natural surroundings.

Living in Towering Pines means embracing an active lifestyle. With world-class skiing at Big Sky Resort just a stone's throw away, winter sports enthusiasts will find their paradise here. In the warmer months, explore miles of hiking and biking trails, or indulge in fishing and kayaking on the pristine rivers and lakes nearby. The vibrant downtown area of Big Sky is also just a short drive away, offering charming shops, delectable dining options, and a welcoming community atmosphere.

Whether you’re seeking a permanent residence or a vacation getaway, Towering Pines invites you to experience the magic of Big Sky living. Discover your dream home in this remarkable subdivision, where nature and community come together to create an extraordinary living experience. Welcome home to Towering Pines!

Newest Listings in Towering Pines

$2,300,000

403824 MLS

Beautiful 40 acre alpine meadow property, one of the most beautiful properties in Big Sky! Outstanding views of the surrounding mountains including the Spanish Peaks, Lone Peak and the surrounding foothills. Rolling grassy alpine meadow with a designated build site. Timberloft Road, a private dead-end road, provides access to the property - this is an engineered road carefully constructed to insure privacy and views. Electricity and fiber are buried along Timberloft Road , but are not pulled into the designated build sites so as to allow great flexibility in the design of a residence. Driveways and utilities to the build site will be the responsibility of the new owners. Lush alpine grasses blanket the land creating a park-like feeling - unlike many alpine mountain properties, this is totally usable land with gentle grades surrounded by a mature forested canopy. Ideal to create hiking and biking trails with views in every direction. Amazing sunsets and sunrises visible from all parts of the property but exceedingly private. Unlike any other property in the entire Big Sky area. Close to Ophir School, the West Gallatin River and convenient to Town Center and Meadow Village. Possible seller financing to qualified buyers.

TBD Timberloft, Big Sky

$9,250,000

6 Beds ⋅ 8 Baths ⋅ 400400 MLS

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.

1200 Towering Pines, Big Sky

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