Cowboy Heaven real estate is just walking distance from the Moonlight Lodge where one finds amenities such as fine dining, shopping and a full service spa, workout facility and pool. Moonlight Basin Cowboy Heaven cabins are popular rentals, and represent an investment opportunity. Many of the Moonlight Basin Cowboy Heaven homes are also ski in/ski out properties, making hitting the slopes as easy as walking out your front door.
Please contact our Big Sky Real Estate Agents to learn more about Moonlight Basin Cowboy Heaven Homes For Sale.
Cowboy Heaven Homes For Sale
- 15 Derringer, Big Sky MT 59716 Cowboy Heaven
PRICE: $2,750,000 STATUS: Active
BEDS: 2 BATHS: 2
MLS#: 408860
Cowabunga in Cowboy Heaven. Moonlight Basin's best of the best ski location is, bullseye, right here at 15 Derringer. Big Sky Resort's snow cat grooms alongside the home, providing ski OUT access down to Madison 8 or the Challenger lift, or cruise all the way to Big Sky's famed base area. Skiers of all abilities can ski IN from Powder River From this elevation, the world is your ski oyster, if you will. Come summer, it's a hiking and biking playground, surrounded by Moonlight's amenities. The cabin itself is all you need for a weekend getaway. Hand hewn logs with classic chinking and artisanal corners. 2 BD, 2BA plus a covered deck that friggin knocks your socks off. With those socks having been knocked off, hop in the hot tub during glowing sunsets over the Jack Creek Valley, Beehive Basin, the Spanish Peaks and Gallatin Range, and then you can count all the stars in the sky. Primary suite plus bunk room. Upgrades include a fully remodeled kitchen and both bathrooms, custom built in cabinets with locking compartments, steam shower, wooden blinds, stainless appliances, propane cooktop, romantic stone fireplace tucked in the corner, wine chiller, TVs in both bedroom and a large screen in the living room. Short term rentals are allowed and existing reservation need to be honored by Buyer. You're welcome to work with any of our local rental agencies or self-manage... or don't rent at all! You're also invited, by owning this cabin, to join the Moonlight Club. It is not required. Cowboy Heaven Cabins are precious and rare and this one particular is the best of its kind due to view corridor and upgrades. Evaluating this opportunity based on the $/SF shortchanges the true value of the home, because moments spent here are the most meaningful metric. Treat yourself to 15 Derringer.
View Property Details
Subdivision: Cowboy Heaven
- 11 Bandit Way, Big Sky MT 59720 Cowboy Heaven
PRICE: $2,600,000 STATUS: Active
BEDS: 2 BATHS: 2
MLS#: 408429
Perched along a scenic ridgeline in Moonlight Basin’s Cowboy Heaven, 11 Bandit Way offers a timeless interpretation of the classic ski cabin—elevated by its commanding setting and panoramic views of the Spanish Peaks. Rooted in traditional log construction and authentic mountain character, the home strikes a thoughtful balance, blending the warmth of a true ski cabin with a subtle, mountain-modern sensibility. Inside, the interiors feel familiar yet refreshed. Natural log walls, rich wood textures, and a cozy alpine atmosphere anchor the space, while clean lines, updated finishes, and abundant natural light create a sense of ease and livability. The open living area is designed to gather—whether for slow mornings watching light move across the peaks, fireside evenings after long ski days, or quiet moments simply taking in the view. Set proudly along the ridge, the home’s elevated position defines both its outlook and its lifestyle. Wide-open sightlines create a feeling of expansiveness and a deep connection to the surrounding landscape, with the ever-changing backdrop of the Spanish Peaks becoming part of daily life and reinforcing the home’s distinctive sense of place. From its elevated setting, 11 Bandit Way remains seamlessly connected to Moonlight Basin’s world-class ski terrain and year-round recreation, offering an ideal balance of adventure and refinement. Ownership provides the opportunity for membership to Moonlight Basin’s private club amenities, further enhancing the lifestyle with exclusive access to dining, wellness, and outdoor experiences. Equally suited as a personal mountain retreat, a legacy cabin, or a sought-after investment, 11 Bandit Way captures what mountain living is meant to be—authentic, welcoming, and shaped by extraordinary views and timeless alpine character.
View Property Details
Subdivision: Cowboy Heaven
- 4 Stirrup Drive, Big Sky MT 59716 Cowboy Heaven
PRICE: $2,500,000 STATUS: Contingent
BEDS: 2 BATHS: 2
MLS#: 407982
Tucked within the beautiful towering pines of Moonlight Basin’s Cowboy Heaven, the quintessential mountain cabin at 4 Stirrup Drive offers a rare blend of intimacy, privacy, and impeccable ski access. At just 780 square feet, this thoughtfully designed retreat embodies the art of mountain simplicity—where every detail is purposeful, warm, and inviting. Wrapped in stunning mature trees, the cabin feels worlds away, creating a true sense of seclusion while remaining effortlessly connected to Big Sky’s premier ski terrain. Inside, the open living space is cozy yet refined, with natural wood textures, soft light, and a welcoming mountain ambiance that encourages slow mornings and fireside evenings. Whether arriving for powder days, summer escapes, or quiet weekends in nature, this residence delivers an authentic mountain experience rarely found in today’s market. Ownership provides the opporrtunity for membership to Moonlight Basin’s private club amenities, elevating this charming retreat into a lifestyle defined by adventure, comfort, and exclusivity. Perfect as a personal sanctuary, legacy cabin, or highly desirable mountain retreat, 4 Stirrup Drive is proof that exceptional mountain living is measured not in size—but in experience.
View Property Details
Subdivision: Cowboy Heaven
- 2 Happy Trails, Big Sky MT 59716 Cowboy Heaven
PRICE: $4,699,999 STATUS: Active
BEDS: 4 BATHS: 5
MLS#: 407424
Set on a corner lot in Cowboy Heaven, this beautifully maintained mountain home offers a rare dual-direction ski experience—with steps-to ski access out and the ability to ski home, plus convenient routes toward both the Madison Base Area and Moonlight Basin. This coveted location keeps you close to Big Sky Resort terrain in a classic neighborhood setting, with corner-lot positioning and easy access to resort amenities, including close proximity to Moonlight Lodge for dining and services. Inside, the open-concept kitchen, dining, and living areas create an easy gathering space for après and entertaining. Multiple fireplaces add warmth and character, and large windows capture Lone Peak views and the surrounding alpine landscape. A wraparound deck with hot tub extends the living space outdoors for four-season enjoyment—morning coffee, wildlife sightings, and post-ski recovery. Optional Moonlight Basin membership offers access to private amenities including the lodge, fitness, dining, lake activities, and trail systems. Sold turnkey and fully furnished, this is an effortless Big Sky base in one of the resort’s most desirable communities.
View Property Details
Subdivision: Cowboy Heaven
- 1 Hidden Trail, Big Sky MT 59716 Cowboy Heaven
PRICE: $5,150,000 STATUS: Active
BEDS: 4 BATHS: 5
MLS#: 401860
Discover the ultimate mountain retreat in this luxurious Moonlight Mountain Home, perfectly positioned for ski-in, ski-out access to the pristine slopes of Big Sky. Spanning over 2,600 sq.ft., this beautifully upgraded residence combines the warmth of a cozy cabin with modern amenities. Upgrades include new appliances, new furniture, built-in shelving, custom blinds and air conditioning. Located in the exclusive Moonlight Basin community, this home offers unparalleled access to world-class skiing, hiking, and outdoor adventures. With its thoughtful upgrades, spacious layout, and unbeatable location, this Moonlight Mountain Home is a rare gem that promises to be the perfect getaway for those seeking both adventure and relaxation.
View Property Details
Subdivision: Cowboy Heaven