The standout homes of American ski country
The 2026–27 Season
The Homes of Vermont Ski Country
72 remarkable houses for sale, from Killington to Jay Peak, chosen by our editors, resort by resort.
Prices and details as of October 3, 2026
Killington
Vermont
Killington
46 Deer Run
“Ceilings soar to 28 feet in the den.”
3 bedrooms · 4,222 sq ft
$2,895,000
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Killington
151 Big Rock Road
4 bedrooms · 3,631 sq ft
$2,750,000
Killington
350 Trailside Drive, Unit C
3 bedrooms · 3,471 sq ft
$2,500,000
Killington
109 Mountainside Drive
3 bedrooms · 3,328 sq ft · 6.14 acres
$2,450,000
Killington
22 Mountainside Lane
4 bedrooms · 4,498 sq ft · 1.36 acres
$2,300,000
Killington
75 Downabout Road
5 bedrooms · 3,634 sq ft · 1.25 acres
$1,869,000
Killington
182 Bearly Hi Way
2 bedrooms · 2,848 sq ft · 1.6 acres
$1,750,000
Stowe
Vermont
Stowe
2575 Weeks Hill Road
“Reminiscent of a European country estate.”
6 bedrooms · 14,145 sq ft · 110.6 acres
$20,000,000
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Stowe
101 Switchback Lane
5 bedrooms · 5,988 sq ft
$12,495,000
Stowe
189 Upper Springs Road
4 bedrooms · 16,440 sq ft · 15.15 acres
$11,500,000
Stowe
740-2 Edson Hill Road
8 bedrooms · 11,434 sq ft · 25.19 acres
$5,844,000
Stowe
64 Needle Leaf Lane
4 bedrooms · 8,309 sq ft · 28.13 acres
$5,800,000
Stowe
675 Putnam Forest Road
4 bedrooms · 7,998 sq ft · 16.76 acres
$4,975,000
Stowe
Turner Mill Inn, 56 Turner Mill Lane
14 bedrooms · 6,760 sq ft · 9 acres
$4,699,000
Stowe
120 Nosedive Drive, Unit 15
4 bedrooms · 2,714 sq ft
$4,350,000
Mount Snow
Vermont
West Dover
56 Handle Road
“Incredible Legacy Property.”
6 bedrooms · 6,400 sq ft · 22 acres
$2,395,000
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West Dover
36A Boulder Ridge Drive
5 bedrooms · 4,100 sq ft
$1,560,000
West Dover
4 Encore Place
6 bedrooms · 3,639 sq ft
$1,400,000
Dover
1C Ego Alley
5 bedrooms · 3,300 sq ft
$1,050,000
West Dover
5 Tannery Road
8 bedrooms · 4,828 sq ft · 3.97 acres
$999,000
Dover
136 Yeaw Road
4 bedrooms · 3,900 sq ft · 4.9 acres
$995,000
West Dover
82C Greenspring Road
4 bedrooms · 2,724 sq ft
$975,000
Dover
60 Whites Hill Road
3 bedrooms · 1,831 sq ft · 10 acres
$929,000
Stratton
Vermont
Winhall
159 Winhall Hollow Road
“With Stratton Mountain rising majestically beyond the tree line.”
7 bedrooms · 9,915 sq ft · 42.93 acres
$5,575,000
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Stratton
15 Sawmill Road
10 bedrooms · 6,648 sq ft · 1.71 acres
$5,100,000
Stratton
24 Sawmill Road
5 bedrooms · 5,700 sq ft · 1.6 acres
$4,150,000
Stratton
168 Sunbowl Ridge Road, Unit AB
6 bedrooms · 5,660 sq ft
$3,495,000
Winhall
59 Garden Loop Road
4 bedrooms · 3,762 sq ft · 3.43 acres
$2,500,000
Winhall
33 Stone Lodge Road
4 bedrooms · 4,536 sq ft · 2.5 acres
$2,399,000
Stratton
14 Talon Drive
4 bedrooms · 3,631 sq ft · 7.1 acres
$1,997,000
Stratton
4 Basswood Row, Unit 4A
4 bedrooms · 2,625 sq ft
$1,465,000
Okemo
Vermont
Ludlow
62 Moon Shadow Drive
“An iconic ski-on, ski-off Tennessee log-style home.”
5 bedrooms · 9,170 sq ft · 1.84 acres
$4,999,000
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Ludlow
924 Okemo Ridge Road
7 bedrooms · 6,624 sq ft · 1.05 acres
$4,775,000
Ludlow
58 Lakeshore Drive
4 bedrooms · 2,571 sq ft · 4.35 acres
$3,500,000
Ludlow
48 Alpine Way, Unit D-1
5 bedrooms · 3,460 sq ft
$2,950,000
Ludlow
113 North Village Road
5 bedrooms · 6,188 sq ft
$2,650,000
Ludlow
93 Godfrey Road
5 bedrooms · 4,965 sq ft · 42.6 acres
$1,970,000
Ludlow
Blue Spruce 4, SouthFace Village
4 bedrooms · 2,475 sq ft
$1,650,000
Mad River Valley
Vermont
Moretown
1016 Kew Vasseur Road
“Sweeping views of Scragg Mountain from nearly every room.”
4 bedrooms · 3,707 sq ft · 39.5 acres
$2,350,000
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Warren
The Mad House, 3209 German Flats Road
10 bedrooms · 5,345 sq ft
$2,100,000
Warren
358 Fleming Road
3 bedrooms · 3,402 sq ft · 36 acres
$1,980,000
Warren
769 West Hill Road
4 bedrooms · 3,232 sq ft · 10 acres
$1,775,000
Warren
66 Valley House View
3 bedrooms · 3,144 sq ft · 3.2 acres
$1,595,000
Warren
Upper Pines Lodge, 190 Upper Pines Road
5 bedrooms · 3,600 sq ft · 7.63 acres
$1,485,000
Warren
31 South Hollow Road
4 bedrooms · 2,908 sq ft · 16.65 acres
$1,300,000
Fayston
111 Pine Tree Lane
3 bedrooms · 3,262 sq ft · 1.6 acres
$1,300,000
Woodstock
Vermont
Woodstock
Skyland Farm, 412 Skyland Lane
“Mineral springs, glass architecture, and extraordinary views.”
4 bedrooms · 5,087 sq ft · 63.88 acres
$5,950,000
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Woodstock
Alta House, 249 Sawyer Road
3 bedrooms · 3,682 sq ft · 2.37 acres
$2,950,000
Woodstock
2687 Garvin Hill Road
5 bedrooms · 4,328 sq ft · 18.16 acres
$2,600,000
Woodstock
41 Pleasant Street
9 bedrooms · 5,993 sq ft
$2,599,000
Woodstock
114 Oak Ridge Way
4 bedrooms · 5,127 sq ft · 17.65 acres
$2,500,000
South Woodstock
915 Peterkin Hill Road
5 bedrooms · 3,489 sq ft · 9 acres
$2,300,000
Woodstock
2394 Fletcher Hill Road
2 bedrooms · 2,944 sq ft · 14.9 acres
$1,695,000
Woodstock
The Taftsville Country Store, 2706 East Woodstock Road
4 bedrooms · 4,800 sq ft
$1,645,000
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