309 Trailside Drive, Killington, VT 05751
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group



309 Trailside Drive,Killington, VT 05751
$1,850,000
- 3 Beds
- 3 Baths
- 2,752 sq. ft.
- Single family
- Active
Listed by:nathan mastroeni
Office:elevations team - real broker llc.
MLS#:5049853
Source:PrimeMLS
Price summary
- Price:$1,850,000
- Price per sq. ft.:$672.24
- Monthly HOA dues:$1,511
About this home
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
Contact an agent
Home facts
- Year built:1988
- Listing Id #:5049853
- Added:42 day(s) ago
- Updated:August 14, 2025 at 03:39 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Living area:2,752 sq. ft.
Heating and cooling
- Cooling:Mini Split
- Heating:Baseboard, Mini Split
Structure and exterior
- Roof:Standing Seam
- Year built:1988
- Building area:2,752 sq. ft.
Utilities
- Sewer:Septic
Finances and disclosures
- Price:$1,850,000
- Price per sq. ft.:$672.24
- Tax amount:$10,738 (2024)
New listings near 309 Trailside Drive
- New$519,000Active2 beds 2 baths1,026 sq. ft.
118 High RIdge Road #E18, Killington, VT 05751
MLS# 5056308Listed by: KILLINGTON VALLEY REAL ESTATE - New$655,000Active3 beds 3 baths1,157 sq. ft.
776 East Mountain Road #A4, Killington, VT 05751
MLS# 5056189Listed by: KILLINGTON VALLEY REAL ESTATE - New$550,000Active3 beds 2 baths1,126 sq. ft.
59 Alpine Drive #F-101, Killington, VT 05751
MLS# 5056098Listed by: KILLINGTON PICO REALTY - New$324,900Active1 beds 1 baths616 sq. ft.
112 High Ridge Road #Unit D-5, Killington, VT 05751
MLS# 5055880Listed by: PRESTIGE REAL ESTATE OF KILLINGTON - New$539,000Active2 beds 3 baths1,175 sq. ft.
57 Highridge Road #B18, Killington, VT 05751
MLS# 5055863Listed by: PRESTIGE REAL ESTATE OF KILLINGTON - New$899,000Active308 Acres
0 River Road, Killington, VT 05751
MLS# 5055707Listed by: KW VERMONT-KILLINGTON - New$550,000Active1 beds 1 baths991 sq. ft.
424 Trailside Drive #A1, Killington, VT 05751
MLS# 5055164Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY - $275,000Active1 beds 1 baths556 sq. ft.
768 East Mountain Road #B7, Killington, VT 05751
MLS# 5054732Listed by: KW VERMONT-KILLINGTON - $289,000Active2 beds 2 baths810 sq. ft.
133 East Mountain Road #3D8, Killington, VT 05751
MLS# 5054331Listed by: ELEVATIONS TEAM - REAL BROKER LLC - $699,000Active2 beds 3 baths2,019 sq. ft.
148 Telemark Road #A2, Killington, VT 05751
MLS# 5054050Listed by: KILLINGTON VALLEY REAL ESTATE