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Back 309 Trailside Drive
Off Market

309 Trailside Drive

Rutland County VT 05751

3
3
2752 sq. ft.
Condo
Last sold for $1,683,000
Nathan MastroeniNathan Mastroeni, last sold this property on 09 October 2025 after 852 days on market.

Overview

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

Features

3 bedrooms
3 bathrooms
2752 sq. ft. floor area
Condo

Estimated Value

Based on this property and similar 3 bedroom condos sold in Rutland County over the last 12 months, the estimated median property value of 309 Trailside Drive is $593k.

Median value
$593k
Estimated value range
$195k - $1.68m
Median days on market
5
Estimated value trend
22%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Rutland County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 309 Trailside Drive

2025
Sold
$1,683,000
09 Oct 2025 by Nathan Mastroeni, of Elevations Team - Real Broker LLC

Happy sellers in Rutland County

~%

We have insufficient information to provide an overview of customer satisfaction for Rutland County. Viewing the agent profiles, reviews and sales for Rutland County can provide insights for this location.

Local market activity for 3 bedroom condos in Rutland County

In the last 12 months, 15 three-bedroom condos similar to 309 Trailside Drive, have been sold.

This represents a 25% increase in three-bedroom condos sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Rutland County

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Bret Williamson

Bret Williamson is a recommended agent for Rutland County.  They have 21 local sales across the last 12 months.

  •  21 Sales in Rutland County
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Katie McFadden

Katie McFadden is a recommended agent for Rutland County.  They have 18 local sales across the last 12 months.

  •  18 Sales in Rutland County
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Daniel Pol

Daniel Pol is a recommended agent for Rutland County.  They have 6 local sales across the last 12 months.

  •  6 Sales in Rutland County
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Jessica Posch

Jessica Posch is a recommended agent for Rutland County.  They have 5 local sales across the last 12 months.

  •  5 Sales in Rutland County
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