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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 four-season rental, making it an attractive investment opportunity. Whether you're looking for a mountain retreat, a revenue-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.

More Info

Tax Information

  • Tax Year2026

Building

  • Year Built1982
  • ConstructionWood Frame, Stone Exterior
  • GarageNo
  • Unit NumberUnit D
  • Total Rooms9
  • FoundationConcrete

Property

  • AreaVT-Rutland
  • Property TypeCondo
  • Road FrontageNo
  • DrivewayGravel
  • RoadsAssociation, Gravel, Private Road
  • Lot DescriptionCondo Development, Mountain View, Ski Area, Ski Trailside, Trail/Near Trail, View, Mountain, Near Golf Course, Near Skiing

Other

  • Fee IncludesLandscaping, Plowing, Sewer, Trash, Water, HOA Fee
  • HOA Fee$1,599
  • Date Price Change08/06/2026
  • Taxes$18,014
  • Tax Year NotesState only
  • FrequencyMonthly
  • Unadjusted TaxesNo
  • SurveyedYes
  • SeasonalNo
  • Assessment Year2025
  • Time ShareNo
  • Span558-185-12671
  • Association AmenitiesManagement Plan, Master Insurance, Landscaping, Common Acreage, Snow Removal, Trash Removal
  • Date Listed08/06/2026
  • View Count1

Rooms

  • Full Bath1

Location

  • TownKillington
  • StateVT
  • Zip05751
  • CountyRutland
  • ZoningR01
  • ResortYes
  • SubdivisionTrailside Village
  • Flood ZoneNo
  • Address300 Trailside Drive

Interior

  • FloorsCarpet, Wood
  • Interior FeaturesCathedral Ceiling, Dining Area, Fireplace Screens/Equip,1 Fireplace, Furnished, Kitchen/Dining, Natural Light, Sauna, Basement Laundry
  • BasementFinished, Walkout
  • Stories2

Amenities

  • PetsYes
  • PricePerSqFt625

Basic Information

  • List Price$1,850,000
  • Virtual TourView Tour
  • Square Feet2,960
  • StatusACT
  • Bedrooms2
  • Bathroom3
  • 3/4 Baths2
  • StyleContemporary
  • New ContructionExisting
  • MLS Number5103728
  • MLS StatusActive

Exterior

  • Exterior FeaturesDeck, Hot Tub
  • RoofMetal, Standing Seam

Utilities

  • Elec Co.Green Mountain Power
  • ElectricCircuit Breaker(s)
  • WaterCommunity
  • Heating CoolingPropane, Baseboard, Heat Pump
  • SewerCommunity
  • UtilitiesCable Available

Map Location

Driving Directions

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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 August 6, 2026 4:56 PM UTC

 

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