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MADISON COUNTY

One of the most popular communities provided by Montana Sandbox

MADISON COUNTY

About MADISON COUNTY

Discover the allure of Madison County, Montana real estate, nestled in the heart of Big Sky Country. This scenic region is renowned for its expansive landscapes, pristine rivers, and breathtaking mountain views, making it a prime destination for homebuyers seeking tranquility and natural beauty. Madison County offers a variety of real estate options, including picturesque ranches, luxury homes, charming cabins, and sprawling parcels of land ideal for custom builds or investment opportunities.

Home to friendly communities such as Ennis and Virginia City, Madison County is celebrated for its small-town charm, rich history, and vibrant local culture. Outdoor enthusiasts are drawn to the area’s endless recreational possibilities, including world-class fly fishing on the Madison River, hiking and wildlife viewing in the Gravelly Range, and easy access to Yellowstone National Park. Whether you’re searching for a cozy retreat, a productive ranch, or undeveloped land with stunning vistas, Madison County, Montana provides the perfect setting to enjoy the best of country living.

With its blend of picturesque scenery, abundant wildlife, and strong sense of community, Madison County, Montana real estate is a top choice for buyers seeking a unique lifestyle in the West. Explore available properties and experience the welcoming atmosphere and unspoiled beauty that make this region a true Montana treasure.

One of the most popular communities provided by Montana Sandbox

323

# of Listings

3

Avg # of Bedrooms

$1,705

Avg. $ / Sq.Ft.

$2,417,020

Med. List Price

Browse MADISON COUNTY Real Estate Listings

All listings

$250,000 - $500,000

323 Properties Found. Page 4 of 22.

Lot 4 at White Wolf Knob in Moonlight West offers 1.19 acres of privacy, panoramic views, and a homesite designed for a single-level residence that blends seamlessly with the surrounding hillside. Set just above The Reserve’s Clubhouse and practice facility and neighboring the fifth hole of the course, this property provides unrivaled access to Moonlight Basin’s premier golf experience. From your doorstep, enjoy a direct link to the community’s trail network for hiking, biking, snowshoeing, and cross-country skiing. A ski locker at the future Clubhouse is included, and future amenities including a new fitness center and outdoor sports courts — will be only moments away. Membership in the Moonlight Club is required with purchase and subject to approval.

Big Sky

TBD White Wolf Trail Lot 4

None Beds

None Baths

1.185 acres

$6,800,000

MLS#: 405192

Mountain splendor and solitude!
Nestled in the Fir's, sets a spectacular 5 bedroom/5 bath mountain retreat.

Welcome to your dream alpine escape in the heart of Big Sky Mountain Village—where breathtaking mountain views, luxury finishes, and unmatched ski access come together to create the ultimate Montana lifestyle. This 5-bedroom, 5-bathroom residence offers over 4,400 square feet of refined living space designed for comfort, relaxation, and year-round adventure.

Perched in a prime location with ski-in/ski-out access, this home delivers sweeping views of Lone Peak and the surrounding Spanish Peaks wilderness. Soaring ceilings and expansive windows bring the outdoors in, flooding the main living areas with natural light and framing the iconic landscape. Three inviting fireplaces—one in the great room, another in the primary suite, and a third in the lower-level lounge—add warmth and ambiance throughout.

The gourmet kitchen features high-end appliances, custom cabinetry, and a spacious island, perfect for hosting après-ski gatherings. Three bedrooms with en-suite bath, ensuring comfort and privacy for guests and family alike. The luxurious primary suite includes a spa-inspired bathroom, walk-in closet, and private balcony with panoramic views.

Additional highlights include a 3-car heated garage, large mudroom with ski storage, dog wash and a covered outdoor patio ideal for year-round enjoyment.

Whether you're seeking a full-time residence or an elite mountain getaway, this exceptional property offers the rare opportunity to own a slice of Big Sky paradise. Schedule your private showing today and experience mountain living at its finest.

Big Sky

11 Speaking Eagle

5 Beds

5 Baths

4,600 Sq.Ft.

$6,595,000

MLS#: 401845

Lot 2 in White Wolf Knob in Moonlight West offers a rare opportunity to build a single-family residence in an intimate enclave of just seven homesites. Thoughtfully positioned to preserve sweeping views and embrace the land’s natural contours, this lot provides a perfect blend of privacy and connectivity. Located above The Reserve’s Clubhouse and alongside the fifth hole, the property enjoys easy access to Moonlight Basin’s golf, trails, and year-round recreation. A ski locker at the future Clubhouse is included, and future amenities including a new fitness center and outdoor sports courts — will be only moments away. Membership in the Moonlight Club is required with purchase and subject to approval.

Big Sky

TBD White Wolf Trail Lot 2

None Beds

None Baths

1.31 acres

$6,500,000

MLS#: 404960

6 Claim Jumper is situated slope-side in the highly coveted Homestead Chalets. This freestanding residence delivers the ultimate ski-in/ski-out experience at Big Sky Resort. With 6 bedrooms, 5 bathrooms, and 3,241 square feet spread across three spacious levels, this fully furnished mountain retreat is designed to welcome everyone to enjoy the Big Sky experience. Expansive windows capture natural light and frame the alpine surroundings, while modern finishes and sophisticated furnishings create a luxurious yet comfortable atmosphere throughout.
The open-concept main level is ideal for entertaining, featuring a generous kitchen with high-end appliances and plenty of room for gathering after a day on the slopes. Step onto the covered deck for fresh mountain air and après drinks, or soak beneath the stars in your private hot tub. A large bonus living area, ample sleeping accommodations, and an attached garage ensure easy living and seamless mountain adventures in every season.
With an exceptional rental history and one of the most desirable ski-access locations on the mountain, this Homestead Chalet is a rare opportunity to own a true slopeside escape in the heart of Big Sky. Your turn-key mountain lifestyle starts here.

Big Sky

6 Claim Jumper

6 Beds

1 Baths

3,241 Sq.Ft.

$5,999,900

MLS#: 407477

Discover a rare opportunity to own a stunning 20-acre parcel in the prestigious Ulery’s Lakes neighborhood. Nestled in the heart of Moonlight, this breathtaking property offers unparalleled privacy, serene lake frontage, and sweeping mountain views. With direct access to pristine waters and surrounded by unspoiled wilderness, this parcel is perfect for those seeking a tranquil retreat while remaining close to world-class skiing, outdoor recreation, and the luxurious amenities of Moonlight Basin. A true legacy property, this is your chance to build a dream estate in one of Big Sky's most coveted locations.

Big Sky

tbd Ulery's Lake Road - Lot 6

None Beds

None Baths

20.0 acres

$5,950,000

MLS#: 399642

Gracefully positioned slopeside within the coveted Homestead Chalets, this freestanding mountain chalet embodies the luxury of a well designed retreat with the adventures of Big Sky, Montana—a destination defined by world-class skiing, stunning golf, summer trails for days, and an elevated mountain lifestyle. Offering some of the most seamless ski-in/ski-out access on the mountain, the home delivers an experience that is both effortlessly refined and deeply connected to its alpine setting.

Spanning 3,310 square feet across three thoughtfully composed levels, the residence features five bedrooms and six bathrooms, each designed with a sense of calm, privacy, and understated elegance. Expansive windows invite in natural light and frame the surrounding peaks, creating interiors that feel open, warm, and grounded in the landscape. A curated palette of contemporary finishes and natural textures reinforces a timeless mountain aesthetic—luxurious without excess.

The main living level unfolds in an open yet intimate arrangement, anchored by a well-appointed kitchen with generous space for gathering, entertaining, and relaxing after long days of outdoor adventures. From here, step onto the covered deck to take in crisp mountain air, or retreat to the private hot tub for evenings beneath Montana’s expansive sky.

A secondary living area offers flexibility for quiet moments or informal entertaining, while spacious bedroom suites provide comfort and seclusion for family and guests. An attached garage and intuitive layout support year-round living with ease, whether arriving from the slopes or returning from the fairways.

Set within a town experiencing thoughtful growth and global recognition, this Homestead Chalet presents a rare opportunity to own a refined slopeside residence in Big Sky—where ski culture, golf, and modern mountain living converge with enduring appeal.

Big Sky

18 Claim Jumper Road

5 Beds

3 Baths

3,310 Sq.Ft.

$5,950,000

MLS#: 408191

Experience the pinnacle of mountain living in this meticulously designed home, just 5 minutes from all the world class amenities of the newly opened One&Only Moonlight Basin, Madison Base and Big Sky Resort, "The Biggest Skiing in America". This architectural masterpiece, crafted by Ryan Group Architects and built by Wade and Associates, blends modern luxury with the natural beauty of its surroundings, creating a residence that is both a sanctuary and an entertainer’s dream. Enjoy panoramic vistas spanning Andesite Mountain, Lone Peak, and the Spanish Peaks from oversized Zola triple-pane, European-style windows and the expansive outdoor decks. Landscaping and deck placement ensure a serene retreat without sacrificing natural light or views. Thoughtfully oriented for ultimate privacy, the home feels secluded despite being part of a quiet, welcoming cul-de-sac. Inspired by Frank Lloyd Wright, this retreat boasts solid Oak flooring, British Columbia clear cedar ceilings, custom maple cabinetry throughout, all floor elevator, and custom over-height doors with extra-wide hallways. Modern amenities such as the oversized kitchen island, Fisher-Paykel appliances, advanced air-handling system, Lutron-controlled lighting, steam shower, ski lockers with charging capabilities, and elevated finishes in every room make life in this modern oasis truly luxurious. The home was built for longevity and performance with a highly engineered foundation, steel-reinforced structure, low-maintenance exterior, extra insulated walls for energy efficiency and a membrane roofing system. Location reigns supreme, with convenient ski access (75 yards to neighborhood ski access trails, Cascade return lift) and 12 minutes to Big Sky Town Center. Enjoy the added ease of being a 5-minute drive to One&Only Moonlight Basin, Big Sky Mountain Village, Madison Base, as well as dining, shops, and services. With its unparalleled views, luxurious features, and impeccable craftsmanship, this home is an extraordinary offering in the Big Sky market. Whether you’re seeking a primary residence, a seasonal retreat, or the potential to act as a high-performing rental property (currently on AirBnB Luxe status), this mountain estate delivers on every level.

Big Sky

6 Spotted Eagle

4 Beds

2 Baths

3,479 Sq.Ft.

$5,825,000

MLS#: 407467

#407328

Big Sky

35 Low Dog Road

5 Beds

5 Baths

4,334 Sq.Ft.

$5,500,000

MLS#: 407328

Set among Big Sky Resort with commanding views and ski access to the world class skiing at Big Sky Resort, 2 Highpoint Drive is a beautifully appointed four-bedroom mountain home that blends refined finishes with an exceptional alpine setting. Thoughtfully designed for both comfort and style, the residence offers expansive living spaces framed by dramatic mountain vistas—creating a sense of privacy and elevation rarely found this close to the heart of Big Sky.

Thoughtfully positioned for ski access to Big Sky Resort, with world-class terrain only moments from home. Enhancing the home’s appeal is its proximity to the One&Only Moonlight Basin, along with the rare opportunity for ownership to pursue Moonlight Basin Club membership, offering potential access to private amenities and an elevated resort lifestyle.

The interiors are inviting yet sophisticated, featuring rich wood accents, natural stone details, and expansive windows that showcase Lone Peak and the surrounding alpine terrain. Generous gathering spaces make the home equally suited for intimate mountain evenings or hosting friends and family, while the well-appointed kitchen anchors the main living area with premium appliances and timeless finishes.

Ideally located just minutes from Big Sky Town Center, the home provides easy access to dining, boutiques, and year-round community events. Bozeman Yellowstone International Airport is approximately one hour away, while the iconic landscapes of Yellowstone National Park are within easy reach for day trips and even greater exploration.

Offering a compelling balance of luxury, access, and long-term lifestyle value, 2 Highpoint Drive stands out as an exceptional mountain residence in one of Big Sky’s most sought-after settings

Big Sky

2 Highpoint Drive

4 Beds

3 Baths

3,427 Sq.Ft.

$5,350,000

MLS#: 407610

Set within one of Big Sky's most coveted gated communities, this rare 20-acre parcel in Moonlight Basin offers an extraordinary blend of seclusion, natural beauty, and commanding mountain views. Nestled among mature pine trees, the property provides a pristine canvas for a dream home or legacy retreat in the heart of Big Sky country.
The expansive acreage allows for total privacy while maintaining convenient access to world-class skiing, championship golf, hiking, and upscale amenities.
Opportunities of this size and caliber are increasingly scarce in Moonlight Basin. Whether you're seeking a serene escape or a year-round residence, this remarkable parcel embodies the very best of Montana mountain living—unspoiled, private, and unforgettable.

Big Sky

tbd Ulery's Lakes Road - Lot 12A

None Beds

None Baths

20.0 acres

$5,240,000

MLS#: 406471

A truly rare offering in the heart of Moonlight Basin, this expansive 20-acre parcel combines privacy, natural beauty, and breathtaking mountain views—all within one of Montana’s most exclusive gated communities. Tucked among mature pine and aspen trees, the land offers a pristine setting for your dream home or legacy mountain retreat.
Enjoy panoramic vistas of the Lone Peak and surrounding wilderness from this parcel, with ample room to create a private sanctuary that blends seamlessly into the landscape. Surrounded by nature yet just minutes from world-class skiing, golf, and amenities, this property is a unique opportunity to own one of the most desirable areas in Moonlight Basin.
Whether you're envisioning a secluded getaway or a year-round residence, this is mountain living at its finest—peaceful, private, and incomparable.

Big Sky

tbd Ulery's Lakes Road - Lot 13A

None Beds

None Baths

20.0 acres

$5,240,000

MLS#: 406442

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.

Big Sky

1 Hidden Trail

4 Beds

3 Baths

2,624 Sq.Ft.

$5,200,000

MLS#: 401860

This Powder Ridge Cabin has unparalleled ski access, where you step out of your custom ski room, right onto the White Otter Ski Trail. This meticulously maintained Powder Ridge Cabin offers the ultimate mountain retreat with the highly sought-after Homestead floor plan, with 5 bedrooms, 4 full bathrooms which span three thoughtfully designed levels of approximately 3,350 ± square feet of beautifully appointed living space. This Cabin blends rustic charm with modern comfort. Step inside to find a warm and inviting interior featuring a over sized stone wood fireplace and generous natural light throughout the main level from custom windows.

There is a second living area with a nice separation of spaces for guests and/or children. Enjoy the mountain views from the expansive wraparound deck or unwind in the private hot tub nestled among the trees. The Cabin has never been rented making it a rare turn-key opportunity in one of Big Sky’s most sought-after neighborhoods. Whether you're looking for a private mountain sanctuary or a luxury base camp for outdoor
adventures, this Powder Ridge Cabin is the perfect choice.

Big Sky

16 Oglala Road

5 Beds

4 Baths

3,562 Sq.Ft.

$4,995,000

MLS#: 407220

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.

Big Sky

2 Happy Trails

4 Beds

4 Baths

2,560 Sq.Ft.

$4,990,000

MLS#: 407424

The Last Best Place is this Montana Club lot located on the slopes of America's Biggest Skiing! 0.82 acres of forested land which is Ski In/Ski Out with walk-to lift and ski tunnel adjacent to your property. This is a rare opportunity to own land on Lone Mountain. Imagine building your dream home as your retreat; powder skiing in the winter and hiking, fishing, golfing and summer events all within a 10 minutes drive. Big Sky is located an hour from Yellowstone Park, but the wildlife call all of this area home - deer, elk, foxes, moose and maybe a bear will be your Big Sky neighbors. Enjoy as you and your family reconnect with the great outdoors - the perfect place to stay and play.

Big Sky

LOT 3 MONTANA CLUB SUB PHASE 1 TBD

None Beds

None Baths

0.82 acres

$4,900,000

MLS#: 393620

1 2 3 4 5 6 ... 22

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