$2,750,000

300 Trailside Dr Unit D Killington, VT 05751

Estimated payment $15,146/month

Total Views 4,426
3 Beds
3 Baths
2,960 Sq Ft
$929 Price per Sq Ft

Highlights

  • Ski Accessible
  • Sauna
  • Mountain View
  • Spa
  • Resort Property
  • Deck

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 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.

Listing Agent

Nathan Mastroeni

License #081.0134037 Listed on: 02/11/2026

Co-Listing Agent

Shannon Handrahan

License #082.0135288

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $11,914

Year Built

  • Built in 1982

Lot Details

  • Landscaped
  • Mountainous Lot
  • Property is zoned R01

Parking

  • Gravel Driveway

Home Design

  • Contemporary Architecture
  • 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

  • 3 Bedrooms

Laundry

  • Dryer
  • Washer

Basement

  • Walk-Out Basement
  • Laundry in Basement

Outdoor Features

  • Spa
  • Deck

Location

  • Property is near golf course

Schools

  • Killington Elementary School
  • Choice Middle School
  • Choice High School

Utilities

  • Mini Split Air Conditioners
  • Heat Pump System
  • Baseboard Heating
  • Heating System Uses Propane
  • Drilled Well
  • Water Heated On Demand
  • Septic Tank
  • 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

Home Details

Home Type

Single Family

Est. Annual Taxes

$11,914

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 Internet
  • 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: Gravel, Private Road
  • PropertySubType: Single Family Residence
  • Co List Office Mls Id: 5572-01
  • 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, Hot Tub, Kitchen/Dining, Natural Light, Sauna, Basement Laundry
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Condo_Name: Trailside Village
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Walkout
  • Above_Grade_Unfinished_Area_Source: Public Records
  • Below_Grade_Unfinished_Area_Source: Public Records
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, On Demand Water Heater
  • Total Bedrooms: 3
  • Flooring: Carpet, Wood
  • Basement: 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 upon going under contract.
  • Foundation Details: Poured Concrete

Garage/Parking

  • Attached Garage: No

Utilities

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

Condo/Co-op/Association

  • Fee: 18527.36
  • Association Amenities: Management, Insurance, Landscaping, Common Acreage, Snow Removal, Trash
  • Association Fee Includes: HOA Fee, Landscaping, Plowing, Trash

Fee Information

  • PAD Fee Frequency: Yearly

Schools

  • Elementary School: Killington Elementary School
  • High School: Choice
  • Middle Or Junior School: Choice

Lot Info

  • Surveyed: Yes
  • Zoning: R01

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 11914.5

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 -- $355,000 $0 $0
2023 -- $355,000 $0 $0
2022 $8,805 $355,000 $0 $0
2021 $8,323 $355,000 $0 $0
2020 $7,609 $355,000 $0 $0
2019 $7,347 $355,000 $0 $0
2018 $0 $355,000 $0 $0
2017 $6,680 $355,000 $0 $0
2016 $6,456 $355,000 $0 $0
2015 -- $3,550 $0 $0
2014 -- $3,550 $0 $0
2013 -- $3,550 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/11/2026 02/11/26 For Sale $2,750,000 -- $929 / Sq Ft
Source: PrimeMLS

Source: PrimeMLS

MLS Number: 5076313

PrimeMLS

APN: 588-185-12671

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