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309 Trailside Drive, 
Killington, VT 05751

$1,850,000


3

Beds


3

Baths


2,752

Sq Ft


Single Family

Active

Listed by

Nathan Mastroeni

Shannon Handrahan

Elevations Team - Real Broker LLC.

6744

610-574-6973

Last updated:

July 3, 2025, 06:42 PM

MLS#

5049853

Source:

PrimeMLS

About This Home

309 Trailside Drive

Ski-in, ski-out home on Great Eastern at Killington, offering a rare opportunity to own a true mountain retreat. Just a short ski down to the SkyeShip gondola, this home provides easy access to everything Killington Resort has to offer. 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

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1988

Price Summary

1,850,000

$672 per Sq. Ft.

MLS #:

5049853

Last Updated:

July 3, 2025, 06:42 PM

Added:

4 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,752 Sq. Ft.


Structure

Structure

Building Area:

2,752 Sq. Ft.

Year Built:

1988


Finances & Disclosures

Finances

Price:

$1,850,000

Price per Sq. Ft:

$672 per Sq. Ft.

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Copyright 2025 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated July 7, 2025

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