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About Shawna

Shawna Winter Big Sky, MT Real Estate Agent Headshot

Shawna Winter

Born and raised in South Florida, Shawna initially pursued an interest in theatre, which eventually led to opportunities in New York and Los Angeles. Acting turned into an avocation as her career in real estate took off when she moved to Big Sky in 1993. While raising her three daughters, Shawna has worked in real estate sales both as a sales agent and owner of her own brokerage. Her proven skills include a reputation for relationship building, demonstrated by a loyal clientele of buyers and sellers in Big Sky over the course of two decades. Including her work as the Director of the Big Sky Chamber of Commerce, Shawna’s achievements in salesmanship and leadership have earned the respect of both real estate professionals and the Big Sky business community at large.

Contact Details

Email address [email protected]
Primary phone (406) 581-2033
Address 25 Town Center Ave Big Sky MT, 59716
License #BRO-9501
See Why My Clients Love Me

Testimonials

I am a top-producing realtor in Asheville, NC, and know a true professional when I work with one. Shawna is not only a total pro, she is responsive, straightforward, and knows her market inside and out. With Shawna's guidance, we made exactly the right purchase for our ski home, and she will be my listing agent should the time ever come to sell. I cannot recommend her highly enough!
I am a top-producing realtor in Asheville, NC, and know a true professional when I work with one. Shawna is not only a total pro, she is responsive, straightforward, and knows her market inside and out. With Shawna's guidance, we made exactly the right purchase for our ski home, and she will be my listing agent should the time ever come to sell. I cannot recommend her highly enough!
Clary M.

Current Properties

  • Luxury bedroom with floor-to-ceiling windows overlooking a snowy mountain and forest. For Sale

    $14,950,000

    #9 One&Only Private Home, Big Sky, MT 59716

    • 6 Beds
    • 7 Baths
    • 5,671 Sq.Ft.
  • Luxury bedroom with floor-to-ceiling windows overlooking snow-covered mountains and trees. For Sale

    $12,275,000

    #4 One&Only Private Home, Big Sky, MT 59716

    • 6 Beds
    • 6 Baths
    • 4,754 Sq.Ft.
  • Modern timber-and-glass homes nestled among evergreens beneath forested mountain ridges. For Sale

    $12,275,000

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

    • 6 Beds
    • 6 Baths
    • 4,754 Sq.Ft.
  • Modern living and dining room with floor-to-ceiling windows overlooking snow-covered trees. For Sale

    $11,940,000

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

    • 6 Beds
    • 6 Baths
    • 4,754 Sq.Ft.
  • Mountain home with red metal roofs and stone accents, backed by evergreen forest and a mountain. Pending

    $11,497,000

    3 Sawbuck Road, Big Sky, MT 59716

    • 5 Beds
    • 5 Baths
    • 6,723 Sq.Ft.
  • Furnished living room with a fireplace and floor-to-ceiling windows overlooking a mountain. For Sale

    $10,240,000

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

    • 5 Beds
    • 4 Baths
    • 3,670 Sq.Ft.
  • Aerial view of a forested estate lot beneath a rugged mountain at golden hour. For Sale

    $10,000,000

    TBD One&Only Private Estate Lot 5, Big Sky, MT 59716

  • Forested estate lot with mountain views and a rough dirt track through the trees. For Sale

    $9,500,000

    TBD One&Only Private Estate Lot 3, Big Sky, MT 59716

  • Wooded estate lot beneath a sunlit mountain range. For Sale

    $9,500,000

    TBD One&Only Private Estate Lot 6, Big Sky, MT 59716

  • Contemporary great room with a stone fireplace, long dining table, and floor-to-ceiling windows overlooking evergreens. For Sale

    $9,100,000

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

    • 5 Beds
    • 4 Baths
    • 3,670 Sq.Ft.
  • Snow-covered home among evergreens, with ski runs on a mountain in the background. For Sale

    $9,100,000

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

    • 5 Beds
    • 4 Baths
    • 3,670 Sq.Ft.
  • Snow-covered mountain home with glowing windows and balconies at dusk, surrounded by evergreens. Pending

    $5,675,000

    18 North Outlook Loop, Big Sky, MT 59716

    • 4 Beds
    • 5 Baths
    • 3,561 Sq.Ft.
  • Modern kitchen with a white waterfall island, dark cabinetry, and three glass pendant lights. Pending

    $1,600,000

    824 Settlement Trail 21 A, Big Sky, MT 59716

    • 3 Beds
    • 3 Baths
    • 1,985 Sq.Ft.
  • Hillside lot overlooking a mountain neighborhood, with autumn foliage and distant layered peaks. For Sale

    $900,000

    Lot 3 Upper Whitefish Drive, Big Sky, MT 59716

  • Mountain town neighborhood framed by forested peaks and golden autumn trees. For Sale

    $900,000

    Lot 4 Upper Whitefish Drive, Big Sky, MT 59716

  • Vacant hillside lot overlooking autumn-colored homes and mountain ranges. Pending

    $630,700

    Lot 16 Upper Whitefish Drive, Big Sky, MT 59716

  • Vacant lot at Lot 18 Upper Whitefish Drive, with neighborhood homes and wooded mountains beyond. For Sale

    $625,000

    Lot 18 Upper Whitefish Drive, Big Sky, MT 59716

  • Vacant sloping building lot with evergreen trees, neighboring homes, and wooded hills beyond. For Sale

    $556,500

    Lot 26 Brown Trout Lane, Big Sky, MT 59716

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