300 Trailside Drive, Killington, VT 05751

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
300 Trailside Drive,Killington, VT 05751
$2,750,000
Virtual Tour
  • 3 Beds
  • 3 Baths
  • 2,960 sq. ft.
  • Single family
  • Active
Listed by: nathan mastroeni, shannon handrahan
Office: elevations team - real broker llc.
MLS#:5076313
Source:PrimeMLS

Price summary

  • Price:$2,750,000
  • Price per sq. ft.:$929.05
  • Monthly HOA dues:$1,543.92

About this home

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 three-bedroom, three-bath single-family home 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

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Home facts

  • Year built:1982
  • Listing ID #:5076313
  • Added:1 day(s) ago
  • Updated:February 11, 2026 at 05:43 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:1
  • Living area:2,960 sq. ft.

Heating and cooling

  • Cooling:Mini Split
  • Heating:Baseboard, Heat Pump

Structure and exterior

  • Roof:Metal, Standing Seam
  • Year built:1982
  • Building area:2,960 sq. ft.

Schools

  • High school:Choice
  • Middle school:Choice
  • Elementary school:Killington Elementary School

Utilities

  • Sewer:Septic

Finances and disclosures

  • Price:$2,750,000
  • Price per sq. ft.:$929.05
  • Tax amount:$11,914 (2025)
MLS LogoCopyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated February 11, 2026

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