Windham

Chalet-Style Homes for Sale in Southern Vermont

38Results

Explore chalet-style homes for sale across Southern Vermont, popular near Mount Snow and the region's ski areas. Call Brattleboro Area Realty at (802) 257-1335 or contact us for local guidance, or create an account to save this search and receive new-listing alerts.

Newest
New Listing
67 Heritage Drive Dover VT 05356

$539,000

Dover, VT

67 Heritage Drive

  • 4 Beds
  • 2 Baths
  • 1 Acre
  • 1,440 SqFt
  • 8 Days on Market
MLS#: 5104388
New Listing

$699,000

Dover, VT

633 635 Route 100 Highway

  • 7 Beds
  • 5 Baths
  • 0.71 Acres
  • 3,409 SqFt
  • 14 Days on Market
MLS#: 5103523
New Listing

$229,000

Dover, VT

8 Novice Village Road

  • 2 Beds
  • 1 Bath
  • 0.33 Acres
  • 876 SqFt
  • 14 Days on Market
MLS#: 5103475
Active Under Contract

$599,000

Wilmington, VT

146 Minor Road

  • 5 Beds
  • 3 Baths
  • 16.2 Acres
  • 2,147 SqFt
  • 14 Days on Market
MLS#: 5103360
New Listing

$354,900

Wilmington, VT

21 Big Bend Loop

  • 3 Beds
  • 2 Baths
  • 0.75 Acres
  • 1,586 SqFt
  • 17 Days on Market
MLS#: 5102964
Active Under Contract

$149,900

Wilmington, VT

22 Ives Road

  • 3 Beds
  • 1 Bath
  • 0.44 Acres
  • 1,198 SqFt
  • 20 Days on Market
MLS#: 5102543
Active Under Contract

$175,000

Jamaica, VT

1372 Vtrt 100 S

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,576 SqFt
  • 22 Days on Market
MLS#: 5101991
New Listing

$489,999

Wilmington, VT

7 High Top Road, Unit B-117

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,410 SqFt
  • 29 Days on Market
MLS#: 5100963

$849,000

Dover, VT

12 Encore Place

  • 4 Beds
  • 4 Baths
  • 1.18 Acre
  • 2,272 SqFt
  • 39 Days on Market
MLS#: 5099412

$425,000

Wardsboro, VT

180 Debbie Higgins Lane

  • 3 Beds
  • 2 Baths
  • 1.1 Acre
  • 1,053 SqFt
  • 48 Days on Market
MLS#: 5097788

$649,000

Dover, VT

7 Tapping Tree Lane

  • 5 Beds
  • 3 Baths
  • 2.2 Acres
  • 2,688 SqFt
  • 52 Days on Market
MLS#: 5097158

$495,000

Jamaica, VT

367 Stratton Gate Road

  • 4 Beds
  • 3 Baths
  • 2.4 Acres
  • 2,115 SqFt
  • 54 Days on Market
MLS#: 5097042

Chalet-Style Homes in Southern Vermont

Chalets are a favorite for ski-season getaways near Mount Snow and Stratton. Explore Dover and Mount Snow listings or compare farmhouse-style homes.

Why buy a chalet in Southern Vermont?
Chalets offer classic ski-country style near the slopes. This page refreshes automatically to show current chalet listings across Southern Vermont.
Are chalets close to Mount Snow?
Many are concentrated around Dover and Wilmington, the towns nearest Mount Snow.
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 19, 2026 1:09 PM EDT