21

5-Bedroom Homes for Sale in Madison County MT

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  • /72

    $5,789,000

    • 5 Beds
    • 6.5 Baths
    • 4,340 Sq Ft

    14 Upper Cascade Ridge Rd Unit 206, Big Sky, MT 59716

    Combining luxury and convenience, this exquisite 5-bedroom, 6.5-bathroom home offers the ultimate in mountain living. Located in Big Sky's coveted Cascade Ridge community, enjoy direct ski-in/ski-out access to Big Sky Resort. The home boasts high-end finishes, including a gourmet kitchen, vaulted ceilings, and multiple large bedrooms with ensuite bathrooms. Large outdoor balconies on multiple

    Agent Photo

    Greg Smith

    Engel & Volkers - Big Sky

    (406) 660-5461

    14 Upper Cascade Ridge Rd Unit 206, Big Sky, MT 59716
  • /60

    $1,789,000

    • 5 Beds
    • 4.5 Baths
    • 3,107 Sq Ft

    75 Jeffers Rd, Ennis, MT 59729

    Nestled in the quiet little hamlet of Jeffers, MT, w/ stunning views of the majestic Madison Range, this stately historic landmark residence is one of the original Jeffers family homes, located only 1.5 mi from Ennis, MT. Built in 1900 & restored to capture the look of Montana’s Gilded Age. The main home offers 2 primary suites & has a total of 5 BR & 5 BA. The main house can comfortably sleep 10

    Agent Photo

    Kristie Vessey

    eXp Realty, LLC

    (406) 720-4413

    75 Jeffers Rd, Ennis, MT 59729
  • /91

    $7,250,000

    • 6 Beds
    • 8 Baths
    • 8,259 Sq Ft

    405 Swayback Rd, McAllister, MT 59740

    Perched majestically amidst stunning granite rockscapes and perfectly situated backing thousands of acres of State and BLM land, this mountainretreat has been masterfully engineered to capture the awe-inspiring beauty and rugged landscape Montana dreams are made of. Seamlesslyintegrated into the natural environment and inspired by Montana's rich mining heritage, this contemporary marvel

    Charlotte Durham Big Sky Sotheby's - Bozeman

    405 Swayback Rd, McAllister, MT 59740
  • /51

    $7,600,000

    • 6 Beds
    • 5.5 Baths
    • 4,492 Sq Ft

    13 Middle Rider, Big Sky, MT 59716

    Discover your mountain sanctuary in this stunning ski-in/ski-out retreat near Big Sky Resort. This beautiful home seamlessly combines elegance and functionality, all framed by unmatched views of Lone Peak and Fan Mountain.The thoughtfully designed main-level layout features the primary bedroom, open-concept living room, dining area, and chef’s kitchen, all positioned to maximize the

    Katie Morrison Berkshire Hathaway - Big Sky

    13 Middle Rider, Big Sky, MT 59716
  • /115

    $1,050,000

    • 5 Beds
    • 3.5 Baths
    • 5,528 Sq Ft

    18 White Rock Ln Unit LotWP001, Whitehall, MT 59759

    Welcome to this magnificent 3,404 square foot custom log home situated on 20 acres of pristine Montana landscape, offering some of the most dramatic and unobstructed views of the Tobacco Root Mountains and the Jefferson River Valley. Built in 2003, this home has been lovingly maintained and showcases timeless craftsmanship with an inviting and spacious layout. The main level features a large

    Caje Golden Whitetail Properties Real Estate

    18 White Rock Ln Unit LotWP001, Whitehall, MT 59759
  • /35

    $750,000

    • 6 Beds
    • 3 Baths
    • 1,728 Sq Ft

    5 River Rest Ln Unit LotWP001, Silver Star, MT 59751

    Turn-Key Cabin Investment Opportunity on the Jefferson River Silver Star, MontanaDon’t miss this rare opportunity to own a profitable, turn-key commercial investment nestled along the scenic Jefferson River in Silver Star, Montana. This income-producing property features three fully furnished 2-bedroom, 1.5-bath cabins, currently operating as successful short-term rentals on Airbnb and

    Caje Golden Whitetail Properties Real Estate

    5 River Rest Ln Unit LotWP001, Silver Star, MT 59751
  • /68

    $1,789,000

    • 5 Beds
    • 3.5 Baths
    • 3,107 Sq Ft

    75 Jeffers Rd, Ennis, MT 59729

    Nestled in the quiet little hamlet of Jeffers, MT, w/ stunning views of the majestic Madison Range, this stately historic landmark residence is one of the original Jeffers family homes, located only 1.5 mi from Ennis, MT. Built in 1900 & restored to capture the look of Montanas Gilded Age. The main home offers 2 primary suites & has a total of 5 BR & 5 BA. The main house can comfortably sleep 10

    Kristie Vessey

    75 Jeffers Rd, Ennis, MT 59729
  • /74

    $9,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,450 Sq Ft

    14 Jakes Ln, Big Sky, MT 59716

    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

    Michelle Horning The Big Sky Real Estate Co.

    14 Jakes Ln, Big Sky, MT 59716
  • /63

    $7,600,000

    • 5 Beds
    • 5.5 Baths
    • 5,761 Sq Ft

    13 Little Plume Rd, Big Sky, MT 59716

    Tucked at the end of a quiet cul-de-sac in Big Sky’s Cascade neighborhood, this custom timber frame home offers direct ski-in/ski-out access, sweeping views of Lone Mountain, and exceptional privacy. Set on an oversized lot with southwest exposure, the home is filled with natural light throughout the day and surrounded by a peaceful alpine setting where deer and elk are frequent

    Katie Morrison Berkshire Hathaway - Big Sky

    13 Little Plume Rd, Big Sky, MT 59716
  • /71

    $6,595,000

    • 5 Beds
    • 5 Baths
    • 4,600 Sq Ft

    11 Speaking Eagle Rd, Big Sky, MT 59716

    Mountain splendor and solitude!Nestled in the Firs 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

    Michael Thomas PureWest Real Estate Big Sky

    11 Speaking Eagle Rd, Big Sky, MT 59716
  • /34

    $465,000

    • 6 Beds
    • 4 Baths
    • 3,226 Sq Ft

    206 Ruby St, Sheridan, MT 59749

    Welcome to 206 Ruby Street – a delightful and spacious 6-bedroom, 4-bathroom home located right in town, just minutes from local shops, schools, and other amenities. This property blends classic charm with unique potential, offering ample space for comfortable living and future customization. Large deck for relaxing on nice summer days. Enjoy the large attached shop in the backyard, complete with

    Dawn Marie Buttrey Resolute Roots Realty

    206 Ruby St, Sheridan, MT 59749
  • /60

    $11,000,000

    • 5 Beds
    • 4 Baths
    • 3,670 Sq Ft

    #33 One&only Private Home 14 Boone Trail, Big Sky, MT 59716

    Embrace Montana’s wild beauty this winter with this fully furnished One&Only Moonlight Basin Private Home, a luxurious retreat crafted to harmonize with nature’s beauty. This five-bedroom, 3,670-square-foot residence merges contemporary elegance with rugged mountain charm, seamlessly integrating with the breathtaking surroundings of Big Sky’s wilderness and iconic peaks. Floor-to-ceiling windows

    Ania Bulis Big Sky Sotheby's

    #33 One&only Private Home 14 Boone Trail, Big Sky, MT 59716
  • /81

    $10,750,000

    • 6 Beds
    • 5.5 Baths
    • 4,950 Sq Ft

    4 Diversion Ln, Big Sky, MT 59716

    Located in the sought-after Timbers Neighborhood at Moonlight Basin, this 6-bedroom, 5.5-bathroom home offers prime ski-in, ski-out access and is surrounded by mature pines with stunning views from every room. Explore the surrounding wilderness out your back door on skis, bike, or simply on foot. Immaculately maintained and used by only one family, this is the first Timbers home to be available

    Jason Carrico The Big Sky Real Estate Co.

    4 Diversion Ln, Big Sky, MT 59716
  • /38

    $699,900

    • 5 Beds
    • 3 Baths
    • 3,136 Sq Ft

    155 Two Bumps Rd, Ennis, MT 59729

    One of the BEST BUYS in the Madison Valley is this very well maintained 5 bedroom - 3 bath home on 6+ acres hidden in formally landscaped trees. Beautiful views from the eastern deck of the mountains, wildflower garden, and trees. Antelope are some of your main neighbors. The house has an open floor plan with a propane stack rock fireplace as the focal point - especially on a winter's eve. 3

    Melinda Merrill Keller Williams Western MT

    155 Two Bumps Rd, Ennis, MT 59729
  • /72

    $1,795,000

    • 7 Beds
    • 4 Baths
    • 3,244 Sq Ft

    54 Torry Rd, Cameron, MT 59720

    Business Opportunity!! Live, Work & Play – Mountain Spirit Angler’s Turnkey Fishing Retreat – Charming 3-bedroom, 2-bath log home comes with a fully furnished 4-bedroom guest cabin and private walking access to the legendary Madison River—perfect for some of the best wade fishing you'll find on the upper Madison. The property also borders Sheep Creek and sits on over 20 acres of gorgeous Montana

    Bill Mercer RE/MAX Mountain Property

    54 Torry Rd, Cameron, MT 59720
  • /58

    $1,799,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,814 Sq Ft

    474 Johnson Rd, Pony, MT 59747

    80 Gorgeous Acres, fully finished drive through shop, 60gpm well, Antelope Creek with water rights, AND a custom home to finish, RIGHT OUTSIDE PONY!! Enjoy the good life outside Pony Mt on your own 80 acres, with immediate access to all the Tobacco Root Mtns have to offer. The shop is perfect to live in while you finish out this masterpiece to fit your taste. It has a fully finished interior, 3/4

    Jason & Jozette Driear Keller Williams Western MT

    474 Johnson Rd, Pony, MT 59747
  • /25

    $12,275,000 New Construction

    • 6 Beds
    • 6 Baths
    • 4,754 Sq Ft

    #5 One&only Private Home, Big Sky, MT 59716

    Tucked into the high alpine wilderness of Montana, this One&Only Moonlight Basin Private Home is a singular architectural statement—where modern luxury meets the wild serenity of Big Sky. Designed with remarkable precision and purpose, the residence captures the essence of refined mountain living, seamlessly blending into its landscape of towering evergreens and panoramic peaks.This

    Kevin Germain The Big Sky Real Estate Co.

    #5 One&only Private Home, Big Sky, MT 59716
  • /16

    $11,940,000 New Construction

    • 6 Beds
    • 6 Baths
    • 4,754 Sq Ft

    #2 One&only Private Home, Big Sky, MT 59716

    Tucked into the pristine alpine wilderness of Montana, this One&Only Moonlight Basin Private Home offers a rare fusion of striking contemporary architecture and the serene beauty of its natural surroundings. Framed by towering pines and majestic mountain vistas, the residence is intentionally designed to complement its setting—offering a lifestyle that is both immersive and effortlessly

    Kevin Germain The Big Sky Real Estate Co.

    #2 One&only Private Home, Big Sky, MT 59716
  • /19

    $9,100,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,670 Sq Ft

    #7 One&only Private Home, Big Sky, MT 59716

    Set amidst the untouched beauty of Montana’s alpine wilderness, this One&Only Moonlight Basin Private Home is a masterful blend of contemporary design and natural harmony. Surrounded by towering evergreens and dramatic mountain peaks, the residence is thoughtfully crafted to reflect and celebrate its remarkable setting.This five-bedroom retreat spans approximately 3,670 square feet,

    Kevin Germain The Big Sky Real Estate Co.

    #7 One&only Private Home, Big Sky, MT 59716
  • /33

    $9,100,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,670 Sq Ft

    #8 One&only Private Home, Big Sky, MT 59716

    Situated in the untamed wilderness of Montana, this One&Only Moonlight Basin Private Home offers beautifully designed spaces, all blending in seamlessly with this remarkable landscape of forests and peaks. The five-bedroom residences features 3,670 square feet and amazing outdoor spaces. Offering some of the most remarkable living in all of Big Sky, these contemporary homes boast floor-to-ceiling

    Kevin Germain The Big Sky Real Estate Co.

    #8 One&only Private Home, Big Sky, MT 59716
  • /24

    $25,555,000 New Construction

    • 6 Beds
    • 10 Baths
    • 11,995 Sq Ft

    1195 Eagle View Trail, Big Sky, MT 59720

    In Big Sky’s Spanish Peaks Resort community, an unparalleled home design is becoming a reality. It integrates Nature’s majestic topography, landscape, materials and views to create a Modern Mountain Ranch home with 21st Century amenities & technology. On 1.01 acres, this 11,995 square foot 3-level home has expansive windows and terraces. SP Club Golf & Ski Membership conveys with purchase.

    Christine Galovich Big Sky Properties, Inc.

    1195 Eagle View Trail, Big Sky, MT 59720
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