Stratton Mountain Real Estate & Ski Homes

56Results

The highest peak in southern Vermont is home to some of the most diverse terrain in the east. With 97 trails, 11 lifts and 180 annual inches of snow, it offers the perfect trails for all abilities. Ski homes at Stratton offer instant access to this world-class resort that includes fantastic restaurants, music venues, and shopping in addition to the slopes. Locals know that the perks of Stratton area real estate extend beyond the winter; this is a beautiful place to own real estate all year-round. Learn more about Stratton Mountain.

Price High to Low
557 Trager Road Jamaica VT 05343

$8,200,000

Jamaica, VT

557 Trager Road

  • 6 Beds
  • 10 Baths
  • 416.27 Acres
  • 10,763 SqFt
  • 117 Days on Market
MLS#: 5076041
Active Under Contract

$4,999,000

Stratton, VT

454 Mountain Road

  • 6 Beds
  • 8 Baths
  • 141.2 Acres
  • 8,720 SqFt
  • 690 Days on Market
MLS#: 5005058

$2,950,000

Winhall, VT

59 Garden Loop Road

  • 4 Beds
  • 5 Baths
  • 3.43 Acres
  • 3,762 SqFt
  • 39 Days on Market
MLS#: 5085635

$2,525,000

Winhall, VT

Lot 6 Stone Lodge Road

  • 4 Beds
  • 4 Baths
  • 2.5 Acres
  • 4,536 SqFt
  • 115 Days on Market
MLS#: 5076149
New Listing

$1,990,000

Winhall, VT

27 Mountain View Road

  • 6 Beds
  • 7 Baths
  • 1.49 Acre
  • 5,896 SqFt
  • 1 Day on Market
MLS#: 5092802
New Listing

$1,975,000

Stratton, VT

74 N Brookwood Road

  • 4 Beds
  • 3 Baths
  • 1.4 Acre
  • 3,212 SqFt
  • 23 Days on Market
MLS#: 5088735

$1,760,000

Stratton, VT

89A Sun Bowl Ridge Road, Unit 89A

  • 4 Beds
  • 4 Baths
  • 2,698 SqFt
  • 182 Days on Market
MLS#: 5071361

$1,750,000

Stratton, VT

148B Sun Bowl Ridge Road, Unit 148B

  • 4 Beds
  • 4 Baths
  • 2,698 SqFt
  • 644 Days on Market
MLS#: 5012015

$1,495,000

Stratton, VT

43 Middle Ridge Road, Unit #415

  • 4 Beds
  • 4 Baths
  • 2,363 SqFt
  • 321 Days on Market
MLS#: 5052439

$1,450,000

Jamaica, VT

Forrester Road

  • Land
  • 201.4 Acres
  • 59 Days on Market
MLS#: 5082418

$1,399,999

Winhall, VT

121 High Meadow Road

  • 6 Beds
  • 4 Baths
  • 1 Acre
  • 3,800 SqFt
  • 74 Days on Market
MLS#: 5080413
Active Under Contract

$1,275,000

Winhall, VT

19 Maple Hill Road

  • 4 Beds
  • 3 Baths
  • 1.47 Acre
  • 2,814 SqFt
  • 27 Days on Market
MLS#: 5087927

View Stratton Ski Homes Below

Whether you are looking for a luxury log cabin or a Stratton slopeside condo, the team at RE/MAX Four Seasons can connect you with the perfect property. Contact us today to set up a showing.

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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 June 5, 2026 2:52 AM EDT