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Back 558 Trailview Drive
Off Market

558 Trailview Drive

Rutland County VT 05751

5
5
2
5150 sq. ft.
39204 sq. ft.
Single-Family
Last sold for $4,300,000
Kyle KershnerKyle Kershner, last sold this property on 13 April 2026 after 153 days on market.

Overview

Moguls 5 stands as one of Killington’s most distinguished ski-in/ski-out residences — a stunning slopeside retreat by renowned builder Rick Moore, set directly on the Homestretch Trail for effortless access to the mountain. This custom timber frame home blends refined craftsmanship with natural mountain materials, featuring dramatic granite accent walls, soaring trusses, and a harmonious mix of elegant fir and reclaimed barnboard. Inside, beautiful white oak flooring, radiant heat, and fine finishes define the living spaces. The chef’s kitchen centers around a striking black walnut island, complemented by Silestone countertops and modern pendant lighting. The main level primary suite offers a spa-like bath with double vanity and glass-enclosed shower, while the upper level hosts two inviting guest suites. The walkout level is designed for ski-day living, complete with a dedicated ski room featuring radiant heated floors, custom cubbies, gear lockers, and direct trail access. A den/bedroom suite, yoga room, wine storage, and a charming Hudson Bay–themed laundry room complete this level. After a day on the slopes, relax on the porch and watch skiers glide by, soak in the seven-person hot tub, or gather by the stone fireplace. Sophisticated yet welcoming, Moguls 5 perfectly captures the essence of luxury mountain living. Private showings are available by appointment only — contact us today to experience Killington’s premier slopeside home.

Features

5 bedrooms
5 bathrooms
2 carspaces
2 garage spaces
5150 sq. ft. floor area
39204 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Rutland County over the last 12 months, the estimated median property value of 558 Trailview Drive is $1.15m.

Median value
$1.15m
Estimated value range
$550k - $4.3m
Median days on market
107
Estimated value trend
10%
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 558 Trailview Drive

2026
Sold
$4,300,000
13 Apr 2026 by Kyle Kershner, of Killington Pico Realty
2021
Sold
$2,650,000
26 Feb 2021
2011
Sold
$530,000
11 May 2011 by Brian Costello, of Coldwell Banker Watson Realty/Rutland

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 5 bedroom single-family properties in Rutland County

In the last 12 months, 6 five-bedroom single-family properties similar to 558 Trailview Drive, have been sold.

This represents a 133% decrease in five-bedroom single-family properties 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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