Shawna Winter Real Estate Agent - The Big Sky Real Estate Co.

Lot 14 Peaks View Dr, Big Sky, MT Pending $4,050,000 - listed by Shawna Winter — Pending $4,050,000

Shawna Winter co-listing agent for 21 Spotted Fawn, Big Sky, MT - sold for $1,197,000 — Sold • Co-Listing Agent

3 Sawbuck Rd, Big Sky, MT For Sale $11,497,000 - listed by Shawna Winter — For Sale $11,497,000

Shawna Winter buyer's agent for 4 Stirrup Dr, Big Sky, MT - sold for $2,500,000 — Sold

Lot 18 Upper Whitefish Dr, Big Sky, MT For Sale $625,000 - listed by Shawna Winter — For Sale $625,000

Shawna Winter

Big Sky MT

The Big Sky Real Estate Co.

39 Closed Sales

$109.8M Total Value

$375K - $13.5M Price Range

$2.8M Average Price

Prior 5 years

About Shawna

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.

Home Types: House, Condo, Townhouse, Lot/Land

Years of Experience: 10

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	6
Total Value	$13,997,000
Average Sale Price	$2,332,833
Price Range	$525K - $8.2M

Buyer Deals
Total Deals	6
Total Value	$6,145,000
Average Sale Price	$1,024,167
Price Range	$375K - $2.4M

1 Year View by Quarter

Seller Deals
Total Deals	10
Total Value	$23,462,000
Average Sale Price	$2,346,200
Price Range	$525K - $8.2M

Buyer Deals
Total Deals	9
Total Value	$22,309,000
Average Sale Price	$2,478,778
Price Range	$375K - $13.5M

Seller Deals
Total Deals	18
Total Value	$36,325,625
Average Sale Price	$2,018,090
Price Range	$390K - $8.2M

Buyer Deals
Total Deals	21
Total Value	$73,458,577
Average Sale Price	$3,498,027
Price Range	$375K - $13.5M

5 Year View

Areas Shawna is Experienced In

Big Sky

37 Sales
Gallatin Gateway

4 Sales
Babcock

1 Sale
Bozeman

1 Sale

Shawna's Listings and Deals

Shawna's Recent Active Listings

$11,497,000
- 5 Beds
- 6 Baths
- 6,723 Sq Ft
3 Sawbuck Rd

Big Sky, MT
Set within the coveted Diamond Hitch community of Ski Moonlight, this extraordinary 6,723-square-foot custom residence captures the very best of Big Sky living. Designed to embrace its spectacular mountain setting, the home offers an exceptional combination of privacy, luxury, and effortless ski-in/ski-out access, with breathtaking views stretching across the Spanish Peaks to Lone

Shawna Winter The Big Sky Real Estate Co.

$625,000
- Land
- 0.24 Acre
- $2,604,167 per Acre
Lot 18 Upper Whitefish Dr

Big Sky, MT
Near the top of the Upper Whitefish neighborhood, homesite 5 offers a truly special setting. This 0.32-acre lot is surrounded by mature, old-growth Douglas firs and opens to a sage field with sweeping views of the Gallatin Mountain Range, including Levinski Ridge. The natural landscape and elevated position create a serene and scenic backdrop for a custom Big Sky home.Upper Whitefish is a

Shawna Winter The Big Sky Real Estate Co.

$900,000
- Land
- 0.3 Acre
- $3,000,000 per Acre
Lot 4 Upper Whitefish Dr

Big Sky, MT
Twenty-Six Homesites await in this special property amidst the sagebrush hills, meadows and pines. It's an ideal and special settling to build your Big Sky home with convenient access to Town Center. A trail network has been built within the property for hiking, biking, cross country skiing and is connected to the overall town trail system with mountain views and all that Town Center offers. This

Shawna Winter The Big Sky Real Estate Co.

$900,000
- Land
- 0.3 Acre
- $3,000,000 per Acre
Lot 3 Upper Whitefish Dr

Big Sky, MT
Twenty-Six Homesites await in this special property amidst the sagebrush hills, meadows and pines. It's an ideal and special settling to build your Big Sky home with convenient access to Town Center. A trail network has been built within the property for hiking, biking, cross country skiing and is connected to the overall town trail system with mountain views and all that Town Center offers. This

Shawna Winter The Big Sky Real Estate Co.

$556,500
- Land
- 0.4 Acre
- $1,391,250 per Acre
Lot 26 Brown Trout Ln

Big Sky, MT
Situated at the end of a quiet cul-de-sac, homesite 26 spans a generous 0.40 acres and offers an ideal setting to build your dream Big Sky home. This homesite enjoys a peaceful neighborhood setting with direct access to the thoughtfully designed trail system, providing an easy connection to the broader local trail network.Just minutes from Big Sky Town Center, Upper Whitefish offers

Shawna Winter The Big Sky Real Estate Co.

Co-Listing Agent

$10,240,000
- 5 Beds
- 4 Baths
- 3,670 Sq Ft
#33 One&only Private Home 14 Boone Trail

Big Sky, MT
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

Shawna Winter The Big Sky Real Estate Co.

$4,050,000

Pending
- Land
- 1.33 Acres
- $3,045,113 per Acre
Lot 14 Peaks View Dr

Big Sky, MT
Elevate your mountain lifestyle on this rare, 1+ acre ski-in/ski-out homesite nestled in the coveted Cowboy Heaven neighborhood of Moonlight Basin. Framed by majestic mature trees, this spectacular property offers an ideal blend of natural privacy and iconic Montana scenery, featuring uninterrupted, breathtaking views of the Spanish Peaks. Imagine stepping straight from your back door onto

Shawna Winter The Big Sky Real Estate Co.

$575,000

Pending
- Land
- 0.22 Acre
- $2,613,636 per Acre
Lot 15 Upper Whitefish Dr

Big Sky, MT
Near the top of the Upper Whitefish neighborhood, homesite 5 offers a truly special setting. This 0.32-acre lot is surrounded by mature, old-growth Douglas firs and opens to a sage field with sweeping views of the Gallatin Mountain Range, including Levinski Ridge. The natural landscape and elevated position create a serene and scenic backdrop for a custom Big Sky home.Upper Whitefish is a

Shawna Winter The Big Sky Real Estate Co.

$625,000

Pending
- Land
- 0.26 Acre
- $2,403,846 per Acre
Lot 8 Upper Whitefish Dr

Big Sky, MT
Near the top of the Upper Whitefish neighborhood, homesite 5 offers a truly special setting. This 0.32-acre lot is surrounded by mature, old-growth Douglas firs and opens to a sage field with sweeping views of the Gallatin Mountain Range, including Levinski Ridge. The natural landscape and elevated position create a serene and scenic backdrop for a custom Big Sky home.Upper Whitefish is a

Shawna Winter The Big Sky Real Estate Co.

Recently Sold

$697,000

Sold Aug 31, 2026

Last List Price
- 2 Beds
- 2 Baths
- 991 Sq Ft
13 Moose Ridge Rd

Unit 57

Big Sky, MT
- 155 Days On Market
- $703/SF
Shawna Winter The Big Sky Real Estate Co.

$847,000

Sold Jun 2, 2026

Last List Price
- 3 Beds
- 3 Baths
- 1,859 Sq Ft
296 Firelight Dr

Big Sky, MT
- 3 Days On Market
- $456/SF
- Current Est. Value $887K
Shawna Winter The Big Sky Real Estate Co.

$7,997,000

Sold May 29, 2026

Last List Price
- 4 Beds
- 4.5 Baths
- 3,413 Sq Ft
7 Speedwell Dr

Unit 2A

Big Sky, MT
- 0 Days On Market
- $2,343/SF
Shawna Winter The Big Sky Real Estate Co.

$556,500

Sold Apr 7, 2026

Last List Price
- Land
- 0.41 Acres Lot
Lot 19 Upper Whitefish Dr

Big Sky, MT
- 11 Days On Market
Shawna Winter The Big Sky Real Estate Co.

$2,550,000

Sold Mar 4, 2026

Last List Price
- 3 Beds
- 2.5 Baths
- 1,632 Sq Ft
11 Saddle Ridge Rd

Unit G-4

Big Sky, MT
- 3 Days On Market
- $1,562/SF
Shawna Winter The Big Sky Real Estate Co.

Price Undisclosed

Sold May 14, 2025
- 2 Beds
- 2.5 Baths
- 1,406 Sq Ft
85 Spruce Cone

Unit 6

Big Sky, MT
- 7 Days On Market
- Current Est. Value $880K
Shawna Winter The Big Sky Real Estate Co.

Price Undisclosed

Sold May 5, 2025
- 4 Beds
- 4.5 Baths
- 3,561 Sq Ft
18 N Outlook Loop

Big Sky, MT
- 47 Days On Market
- Current Est. Value $5M
Shawna Winter The Big Sky Real Estate Co.

Price Undisclosed

Sold Mar 21, 2025
- 2 Beds
- 2 Baths
- 780 Sq Ft
3 Duster Dr

Big Sky, MT
- 44 Days On Market
- Current Est. Value $2M
Shawna Winter The Big Sky Real Estate Co.

Price Undisclosed

Sold Sep 17, 2024
- 3 Beds
- 3 Baths
- 1,859 Sq Ft
106 Candlelight Meadow Dr

Big Sky, MT
- 88 Days On Market
Shawna Winter The Big Sky Real Estate Co.

Awards and Designations

NAR - National Association of Realtors

Shawna Winter

(406) 518-0270

The Big Sky Real Estate Co.

(406) 518-0270

Nearby Homes

Shawna Winter

About Shawna

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Shawna is Experienced In

Shawna's Listings and Deals

Shawna's Recent Active Listings

Recently Sold

Awards and Designations