Some ski homes claim ski-in/ski-out. This one delivers it 75 feet from the trail, with nothing closer to be found in Trailside Village. Great Eastern, Killington's legendary green circle run, is famous for miles of smooth, easy turns, and this home sits close enough that you can watch every skier and groomer pass by from the bedrooms and the deck. Clip out of your bindings, place the gear on your own private ski rack, and you're home! This two-bedroom, three-bath home was built for trailside living and year-round comfort. Take in the early morning sun and end the day watching the snowmaking crews light up the slope while you soak in your private hot tub. The exterior has been completely reimagined with a commercial-grade metal roof, new siding, stonework, energy-efficient windows and doors, and updated decks renovations that bring lasting durability and real peace of mind for years to come. Killington rewards you in every season. Winters bring six interconnected peaks, neighboring Pico Mountain, and the longest ski season in the East. Once the snow melts, the mountain shifts to lift-served biking, championship golf, and endless trails through the Green Mountains. And with Killington Village on the horizon, the neighborhood is only set to grow more restaurants, shopping, and slopeside energy right at your doorstep. Vacation home, full-time residence, or investment property this is a rare chance to own true trailside living at Killington, on one of the mountain's most sought-after runs.
Active
Listed by: Elevations Real Estate • Nathan Mastroeni
$1,850,000
300 Trailside Drive Unit D, Killington, VT 05751
2beds
2,960sqft
Condominium
Built in 1982
-- sqft lot
$1,731,000 Zestimate®
$625/sqft
$-- HOA
What's special
Energy-efficient windows and doorsUpdated decks renovationsTwo-bedroom three-bath homeCommercial-grade metal roofPrivate ski rackNew siding
- 46 days
- 300
- 12
Zillow last checked:
Listing updated:
Listed by:
Nathan Mastroeni,
Elevations Real Estate 802-289-8463,
Shannon Handrahan,
Elevations Real Estate
Source: PrimeMLS,MLS#: 5103728
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 2
Heating
- Propane, Baseboard, Heat Pump
Cooling
- Mini Split
Appliances
- Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Instant Hot Water
- Laundry: In Basement
Features
- Cathedral Ceiling(s), Dining Area, Kitchen/Dining, Natural Light, Sauna
- Flooring: Carpet, Wood
- Basement: Finished,Walkout,Walk-Out Access
- Number of fireplaces: 1
- Fireplace features: Fireplace Screens/Equip, 1 Fireplace
- Furnished: Yes
Interior area
- Total structure area: 2,960
- Total interior livable area: 2,960 sqft
- Finished area above ground: 2,960
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel, Driveway
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Exterior features: Deck
- Has spa: Yes
- Spa features: Heated
- Has view: Yes
- View description: Mountain(s)
Lot
- Features: Condo Development, Ski Area, Ski Trailside, Trail/Near Trail, Views, Mountain, Near Golf Course, Near Skiing
Details
- Zoning description: R01
Construction
Type & style
- Home type: Condo
- Architectural style: Contemporary
- Property subtype: Condominium
Materials
- Wood Frame, Stone Exterior
- Foundation: Concrete
- Roof: Metal,Standing Seam
Condition
- New construction: No
- Year built: 1982
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Community
- Utilities for property: Cable Available, Fiber Optic Internt Avail
Community & HOA
Community
- Subdivision: Trailside Village
HOA
- Has HOA: Yes
- Amenities included: Management Plan, Master Insurance, Landscaping, Common Acreage, Snow Removal, Trash Removal
- Services included: Maintenance Grounds, Plowing, Sewer, Trash, Water, HOA Fee
- Additional fee info: Fee: $1599.96
Location
- Region: Killington
Financial & listing details
- Price per square foot: $625/sqft
- Tax assessed value: $1,559,000
- Annual tax amount: $18,014
- Date on market: 8/6/2026
- Exclusions: A list will be provided once under contract.
- Road surface type: Gravel
Estimated market value
$1,731,000
$1.64M - $1.82M
$3,547/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/6/2026 | Listed for sale | $1,850,000-32.7%$625/sqft |
Source:  PrimeMLS #5103728 Report a problem | ||
| 4/23/2026 | Listing removed | $2,750,000$929/sqft |
Source: PrimeMLS #5076313 Report a problem | ||
| 2/11/2026 | Listed for sale | $2,750,000$929/sqft |
Source: PrimeMLS #5076313 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 05751
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