Ski Homes for Sale in Vermont

Vermont ski homes are among the most sought-after second-home properties on the East Coast. Whether you're looking for ski-in/ski-out access to a major mountain, a cozy chalet within driving distance of multiple ski areas, or a private community with its own slope, Vermont delivers options at every price point and lifestyle preference.

The Upper Valley sits within easy reach of Vermont's most storied ski destinations. Killington, the largest ski resort in the Eastern US, is under 90 minutes away. Suicide Six, Woodstock's historic ski area, is minutes from downtown. And for buyers seeking the ultimate private ski experience, the Quechee Club operates its own private ski hill exclusively for property owners — a rare amenity at any price.

Ski Property Options in the Upper Valley Region

The Quechee Club — Private Ski Hill

Quechee Club properties represent the pinnacle of Vermont ski real estate for many buyers. Membership in the Quechee Lakes Landowners Association (QLLA) grants access to a private ski hill with a chairlift, two championship golf courses, tennis, and a full health club. This is a lifestyle purchase as much as a real estate transaction — and the club provides a built-in social community of like-minded property owners. Condos within QLLA start around $350,000; single-family homes range from $500,000 to $2M+.

Killington and Okemo Proximity

For buyers prioritizing access to world-class ski terrain, properties within 20–30 minutes of Killington or Okemo offer the best combination of mountain access and Upper Valley convenience. These homes range from classic ski chalets to contemporary mountain houses, and many owners rent them out during peak season to offset carrying costs.

Suicide Six / Woodstock

Woodstock's Suicide Six is one of the oldest ski areas in the country. Combined with Woodstock's extraordinary village, historic inns, and outdoor recreation culture, buying near Woodstock offers a ski lifestyle paired with Vermont's most refined small-town living.

Investment Potential of Vermont Ski Homes

Vermont ski property has historically held its value well. The combination of limited supply, strong seasonal rental demand, and a deeply loyal visitor base creates a resilient market. Short-term rental platforms have made it more practical than ever to generate income from a ski property when you're not using it.

Vermont's Act 250 and short-term rental regulations are worth understanding before purchasing an investment-oriented ski property. Devin Josler can walk you through the regulatory landscape specific to each town and property type.

Price Ranges for Vermont Ski Homes

• Condos in ski communities (Quechee Club, etc.): $350,000–$700,000
• Single-family ski chalets near major mountains: $500,000–$1.2M
• Quechee Club single-family homes: $600,000–$2M+
• Woodstock-area ski properties: $700,000–$3M+

Ski home inventory moves quickly in the fall and early winter. Pre-qualification and a clear set of criteria before the season begins gives buyers the best advantage.

Four-Season Value

The best Vermont ski properties aren't just ski properties — they're four-season assets. Golf, hiking, cycling, swimming, foliage, and the unhurried pace of Vermont village life give these homes genuine year-round appeal that keeps values strong regardless of snowfall.