Why Killington
Killington has the largest vertical drop in New England, the longest ski season in the East, and a resort in the middle of a major reinvestment. It is also a market where the right address matters, so this is the read I give every buyer before we look at a single property.
The Mountain: Six Peaks and a Season That Runs Into Spring
- Killington. Six interconnected peaks and 3,050 feet of vertical, the most in New England. The season typically runs from late October into late May.
- Pico Mountain. Just up U.S. Route 4, with the same owners. Killington lift tickets are valid at Pico.
- Local ownership. In fall 2024, POWDR sold Killington and Pico to a group of local investors led by longtime Killington homeowners Phill Gross and Michael Ferri. The resort has since announced $65 million in improvements over two years, including the new Superstar Six lift and an expansion of the K-1 Lodge.
Killington at a Glance
Resort | Killington and Pico, locally owned since 2024 |
Terrain | Six peaks plus Pico, 200+ trails, 92 miles of terrain |
Vertical | 3,050 ft, the largest in New England |
Season | The longest in the East, typically late October to late May |
Summer | Bike park, 18-hole golf, and hiking, including the Appalachian and Long Trails |
Drive | About 2 hours 45 minutes to 3 hours from Boston, about 5 from New York |
Nearest airports | Rutland (30 to 35 minutes), Burlington (about 1 hour 45 minutes), Albany (about 2 hours 15 minutes) |
Who Buys in Killington
Killington draws serious skiers first: people who care about vertical, terrain, and season length above everything else, and who have usually skied here for years before they decide to buy. It also draws buyers for whom rental income matters. State housing-agency data ranks Killington among Vermont's most active short-term rental markets, second only to Stowe.
Where to Buy in Killington
On the Mountain
- Slopeside and trailside. Condos and homes off the base areas and along the trails, where you can ski to your door.
- Bear Mountain. Home to Basecamp at Bear Mountain, marketed as Vermont's only gated slopeside community, with 24 ski-in/ski-out residences. Full disclosure: our team is involved in sales at Basecamp, and I'm always happy to walk you through how it compares with the rest of the market.
Killington Road
- The Access Road. The main road up to the resort, lined with many of the area's restaurants and bars, with condos and homes along the way.
Beyond the Resort
- Pico and Route 4. Homes near Pico Mountain on U.S. Route 4.
- Surrounding towns. Mendon and Bridgewater are 10 to 20 minutes away, Plymouth about 25 to 30, and historic Woodstock about 30 minutes east on Route 4.
What Drives Killington Home Values
Ski access leads, followed by views, privacy, and rental performance. The resort's reinvestment matters too. Live Killington, Great Gulf's planned village at the Snowshed and Ramshead base areas, is a $3 billion, multi-decade project described as the largest new development Vermont has seen since Spruce Peak at Stowe. The town's Killington Forward plan is rebuilding Killington Road and adding a municipal water system to support it, with a first phase of about 180 homes and 30,000 square feet of commercial space (as of March 2026). Local reporting in August 2026 noted delays, so expect the timeline to move.
Ownership Realities in Vermont
- Rental rules. Every short-term rental must register with the town each year. Occupancy is two guests per approved bedroom plus two, guests must park off-street, rentals for more than eight guests need a state fire safety inspection, and condo occupancy follows each property's Act 250 permit.
- The rental numbers. I model the actual numbers before you buy, not the developer projections.
- Transfer tax. Vermont charges 3.62% on the purchase of a second home fit for year-round use, well above the rate for primary residences. It's due within 30 days of closing, so build it into your budget from the start.
- Property tax. A separate second-home property tax rate was authorized in 2025 but hasn't been set. Worth watching if you're buying now.
Working With Me
I help buyers decide where on the mountain to own before they tour a single property: slopeside or the Access Road, Killington or Pico, and what ownership will actually cost. Let's talk.
Homes for Sale in Killington
The homes shown below are a selection of current listings, not the full market.
See every home, condo, and townhome for sale in Killington →
