List Price: $2,750,000 | $929 per sq.ft. | 2 Bedroom | 3 Bathroom | Condo Trailside village subdivision,   
Listed Wednesday Feb 11, 2026 | MLS# 5076313
300 Trailside Drive Killington VT
Listed by Nathan Mastroeni Elevations Team - Real Broker LLC
True Ski-on/Ski-off! Wake up where the mountain meets your back door. Your new Vermont retreat sits directly alongside the Great Eastern Trail, offering front-row access to Killington's legendary terrain and an easy glide down to the Skyeship Base on Route 4 and the Skyeship Gondola. The trail is so close you can watch skiers and riders pass by as you sink into the hot tub. This two-bedroom, three-bath townhome has recently been transformed with a comprehensive exterior renovation, showcasing new exterior insulation and finishing system (EIFS), authentic Vermont fieldstone, recently updated decking, standing seam roof, doors, windows and entryway. A large open driveway allows for ample parking. As part of the Trailside Village Association, the home delivers an unmatched lifestyle for ski and ride enthusiasts. Pop in for lunch, warm up by the fire, take a quick soak, then step right back onto the trail, no shuttles, no parking, no hassle. Beyond personal enjoyment, the property has a proven track record as a highly successful, four-season rental, making it an attractive investment opportunity. Whether you're looking for a mountain retreat, an income-producing property, or both, this home offers it all. In the summer month enjoy the sounds of the stream crossing the trail just above the house, creating a waterfall amplifying the calming nature of the outdoors as the water flows between the rocks. This is Killington living at its finest! Schedule your private showing and make the mountain yours.
Flooring: Carpet | Wood

Condo Name: Trailside Village
Total Rooms: 9
Total Baths: 3
Full Baths: 1
3/4 Baths: 2 0
Total Bedrooms: 2
Basement: Walkout
Year Built: 1982
Type: Wood Frame | Stone Exterior

Building Info
Finished Sq.Ft.: 2960
Above Grade Sq.Ft.: 2960
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 0

Exterior Info
Style: Contemporary
Roof: Metal | Standing Seam

Utilities
Electric: Circuit Breaker(s)
Water: Community | Drilled Well
Sewer: Septic

Land Description:
Condo Development | Mountain View | Ski Area | Ski Trailside | Trail/Near Trail | View | Mountain | Near Golf Course | Near Skiing
Lot size: 0 acres
Zoned: R01
Surveyed: Yes
SurveyedBy: Developer, TCE
Flood Zone: No
Seasonal: No
Driveway: Gravel



Taxes $11,915
Assesed Value Not Reported
Schools
Elementary School: Killington Elementary School
Middle School: Choice
High School: Choice

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