Ski-in, ski-out home on Great Eastern at Killington directly on a nice warm up run down to the SkyeShip gondola, this home provides easy access to everything Killington Resort has to offer; a rare find! The interior has been completely renovated and features fresh paint throughout, all new windows and doors. The exterior facade has been updated with stone, thermal insulation wall panels, and a brand-new composite fiberglass-reinforced plastic back deck—stronger than steel and requiring no painting or staining. The new standing seam roof is built to last. The spacious Great Room, with cathedral ceilings and a wood fireplace, serves as the heart of the home, while the open kitchen and dining areas make entertaining a pleasure. The two-story primary suite occupies the entire west side, with two guest bedrooms on the east. Circular stairs lead up to a versatile loft, ideal for a game room or library, and a private loft above the primary suite can be used as an office, studio, or large walk-in closet. Additional amenities include a sauna, shower room, outdoor hot tub, and mini splits for AC and heat throughout the house, ensuring comfort no matter the season. Nestled in the woods but overlooking Bear Mountain Valley, this property offers privacy combined with convenience. Perfect for skiing, riding, hiking, biking enthusiasts, or investors seeking a slopeside property to enjoy or lease. Discover all the opportunities of the trailside lifestyle
Closed
Listed by:
Nathan Mastroeni,
Elevations Team - Real Broker LLC 610-574-6973,
Shannon Handrahan,
Elevations Team - Real Broker LLC
$1,683,000
309 Trailside Drive, Killington, VT 05751
3beds
2,752sqft
Single Family Residence
Built in 1988
-- sqft lot
$1,683,200 Zestimate®
$612/sqft
$3,834 Estimated rent
Owner options
What's special
Zillow last checked: 7 hours ago
Listing updated: October 09, 2025 at 10:22am
Listed by:
Nathan Mastroeni,
Elevations Team - Real Broker LLC 610-574-6973,
Shannon Handrahan,
Elevations Team - Real Broker LLC
Bought with:
Jacob Barnes
EXP Realty
Source: PrimeMLS,MLS#: 5049853

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/4 bathrooms: 1
Heating
- Propane, Baseboard, Mini Split
Cooling
- Mini Split
Appliances
- Laundry: 1st Floor Laundry
Features
- Cathedral Ceiling(s), Kitchen/Dining, Natural Light, Sauna, Walk-In Closet(s)
- Flooring: Manufactured
- Windows: Skylight(s)
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Wood Burning, 1 Fireplace
Interior area
- Total structure area: 2,752
- Total interior livable area: 2,752 sqft
- Finished area above ground: 2,752
- Finished area below ground: 0
Property
Parking
- Parking features: Gravel, Driveway
- Has uncovered spaces: Yes
Features
- Levels: One and One Half
- Stories: 1
- Exterior features: Deck
- Has spa: Yes
- Spa features: Heated
Lot
- Features: Condo Development, Ski Area, Ski Trailside
Details
- Parcel number: 58818512669
- Zoning description: Residential 3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Masonry, Stone Exterior, Wood Siding
- Foundation: Concrete Slab
- Roof: Standing Seam
Condition
- New construction: No
- Year built: 1988
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Utilities for property: Phone, Cable
Community & neighborhood
Location
- Region: Killington
HOA & financial
Other financial information
- Additional fee information: Fee: $1511.09
Other
Other facts
- Road surface type: Gravel, Paved