$1,850,000

300 Trailside Dr Unit D Killington, VT 05751

Killington Area

Estimated payment $11,689/month

2 Beds
3 Baths
2,960 Sq Ft
$625 Price per Sq Ft

Highlights

  • Ski Accessible
  • Spa
  • Resort Property
  • Killington Elementary School Rated A
  • Sauna
  • Mountain View

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 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.

Listing Agent

Nathan Mastroeni

License #081.0134037 Listed on: 08/06/2026

Co-Listing Agent

Shannon Handrahan

License #082.0135288

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $18,014

Year Built

  • Built in 1982

Lot Details

  • Landscaped
  • Mountainous Lot

Parking

  • Gravel Driveway

Home Design

  • Contemporary Architecture
  • Concrete Foundation
  • Wood Frame Construction
  • Metal Roof
  • Stone Siding

Interior Spaces

  • 2,960 Sq Ft Home
  • Property has 2 Levels
  • Furnished
  • Cathedral Ceiling
  • Fireplace
  • Screen For Fireplace
  • Natural Light
  • Combination Kitchen and Dining Room
  • Sauna
  • Mountain Views

Kitchen

  • Gas Range
  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Carpet

Bedrooms and Bathrooms

  • 2 Bedrooms

Laundry

  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Laundry in Basement

Outdoor Features

  • Spa
  • Deck

Location

  • Property is near golf course

Utilities

  • Mini Split Air Conditioners
  • Heat Pump System
  • Baseboard Heating
  • Heating System Uses Propane
  • Water Heated On Demand
  • Community Sewer or Septic
  • High Speed Internet
  • Cable TV Available

Community Details

Overview

  • Resort Property
  • Trailside Village Subdivision

Amenities

  • Common Area
  • Door to Door Trash Pickup

Recreation

  • Trails
  • Ski Accessible
  • Ski Trails
  • Snow Removal

Security

  • Resident Manager or Management On Site

Property Details

Home Type

Condominium

Est. Annual Taxes

$18,014

Year Built

Built in 1982

Lot Details

0 Sq Ft Lot

Listing Details

  • Directions: From Snowshed Base Lodge, take East Mountain Road, turn right after the great eastern bridge onto Trailside Drive. From Skyeship, take East Mountain Road, go past the Bear Mountain Access road, turn left onto Trailside Drive.
  • Resort: Yes
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1982
  • Display On Internet: Fiber Optic Internt Avail
  • Architectural Style: Contemporary
  • ResoLotFeatures: Condo Development, Mountain View, Ski Area, Ski Trailside, Trail/Near Trail, Views, Mountain, Near Golf Course, Near Skiing
  • Road Frontage Type: Association, Gravel, Private Road
  • PropertySubType: Condominium
  • Co List Office Mls Id: 5826-00
  • MLS Status: (10) Active - Active
  • Subdivision Name: Trailside Village
  • Above Grade Finished Sq Ft: 2960.0
  • Reso Interior Features: Cathedral Ceiling(s), Dining Area, Fireplace Screens/Equip, 1 Fireplace, Furnished, Kitchen/Dining, Natural Light, Sauna, Basement Laundry
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Walkout
  • Total_Finished_Area: 2960
  • Total_Area: 2960
  • Above_Grade_Unfinished_Area: 0
  • Below_Grade_Unfinished_Area: 0
  • Special Features: VirtualTour
  • Property Sub Type: Condos

Interior Features

  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, On Demand Water Heater
  • Total Bedrooms: 2
  • Flooring: Carpet, Wood
  • Basement: Finished, Walkout
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Three Quarter Bathrooms: 2

Exterior Features

  • Driveway: Gravel
  • Exterior Features: Deck, Hot Tub
  • Roof: Metal, Standing Seam
  • Construction Type: Wood Frame, Stone
  • Exclusions: A list will be provided once under contract.
  • Foundation Details: Concrete

Garage/Parking

  • Attached Garage: No
  • Parking Features: Driveway

Utilities

  • Electric: Circuit Breakers
  • Sewer: Community
  • Heating: Propane, Baseboard, Heat Pump
  • Cooling: Mini Split
  • Utilities: Cable Available
  • Water Source: Community

Condo/Co-op/Association

  • Fee: 1599.96
  • Association Amenities: Common Acreage, Landscaping, Management, Insurance, Snow Removal, Trash
  • Association Fee Includes: HOA Fee, Landscaping, Plowing, Sewer, Trash, Water

Fee Information

  • PAD Fee Frequency: Monthly

Lot Info

  • Surveyed: Yes
  • Zoning: R01

Tax Info

  • Tax Year: 2026
  • Tax Annual Amount: 18014.25

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
08/06/2026 08/06/26 For Sale $1,850,000 -- $625 / Sq Ft
Source: PrimeMLS

Source: PrimeMLS

MLS Number: 5103728

PrimeMLS
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