558 Trailview Dr

Killington, VT 05751

$4,250,000
Price
5
Beds
4,826 Sq. Ft.
$881 / Sq. Ft.
4,826
Sq. Ft.
$881
per Sq. Ft.
Virtual Tour
Virtual Tour

Description

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...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.
  1. Listed by Kyle Kershner • Killington Pico Realty

Property Details for 558 Trailview Drive

Zoning
Ski Village
LISTING UPDATED: 12/04/2025 08:39 PM

Property Details for 558 Trailview Drive

StatusActive
MLS #5068390
Days on Market60
Taxes$30,835 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2013
Lot Size0.90 AC / 39,204 SF
CountyRutland County

Location

Listing Courtesy of Killington Pico Realty
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Building Information for 558 Trailview Drive

Stories2Year Built2013Building Size-Lot Size0.90 AC / 39,204 SF

Payment Calculator

$23,570 per month

30 year fixed, 6.28% Interest

Principal and Interest

$21,001

Property Taxes

$2,570

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 558 Trailview Drive

Summary
Location and General Information
  • City: Killington
  • County: VT-Rutland
  • Directions: East Mountain Road to Trailview Drive, house on right at Homestretch ski trail tunnel.
  • Latitude: 43.613272321979480
  • Longitude: -72.776577898147565
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Drive
  • Zip Code: 05751
Taxes and HOA Information
  • SPAN Number: 588-185-12706
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Landscaped, Level, Ski Trailside, Wooded, Mountain, Near Skiing
  • Lot Size Acres: 0.9
  • Road Frontage Length: 292.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 2013
Utilities
  • Electric Company: Green Mountain Power
  • Cable Company: Comcast
  • Fuel Company: CV Oil
  • Electric: Circuit Breaker(s)
  • Sewer: Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable, Propane, Telephone at Site, Underground Utilities
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Color: Green
  • Construction Materials: Timber Frame, Combination Exterior, Shake Siding, Wood Siding
  • Roof: Wood Shingle, Standing Seam
Interior Features
  • Appliances: ENERGY STAR Qual Dishwshr, ENERGY STAR Qual Dryer, Microwave, Gas Range, ENERGY STAR Qual Fridge, ENERGY STAR Qual Washer, Water Heater off Boiler, Wine Cooler
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Daylight, Finished, Full, Interior Stairs, Walkout
  • Rooms: Level 1: Level 1: Full Bathroom, Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bdm Ste, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: 3/4 Bathroom
  • Rooms: Level B: Level B: Bedroom, Level B: Full Bathroom, Level B: Den, Level B: Exercise Room, Level B: Laundry Room, Level B: Other, Level B: Utility Room
  • Flooring: Combination, Hardwood, Tile
  • Heating: Propane, Baseboard, Radiant Floor
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 8x16
  • Room Level: 1
  • Room Type: Mudroom
Room 2
  • Room Dimensions: 17x17
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 12x17
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 26x23
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 17x17
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 6
  • Room Dimensions: 12x11
  • Room Level: 1
  • Room Type: Bathroom Full
Room 7
  • Room Dimensions: 6x5
  • Room Level: 1
  • Room Type: Bathroom Half
Room 8
  • Room Dimensions: 17x18
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 12x11
  • Room Level: 2
  • Room Type: Bathroom Full
Room 10
  • Room Dimensions: 17x18
  • Room Level: 2
  • Room Type: Bedroom
Room 11
  • Room Dimensions: 11x15
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 12
  • Room Dimensions: 12x16
  • Room Level: Basement
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 13x14
  • Room Level: Basement
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 13x15
  • Room Level: Basement
  • Room Type: Den
Room 15
  • Room Dimensions: 12x7
  • Room Level: Basement
  • Room Type: Bathroom Full
Room 16
  • Room Dimensions: 13x13 ski room
  • Room Level: Basement
  • Room Type: Other
Room 17
  • Room Dimensions: 12x7
  • Room Level: Basement
  • Room Type: Laundry Room
Room 18
  • Room Dimensions: 11x6
  • Room Level: Basement
  • Room Type: Exercise Room
Room 19
  • Room Dimensions: 13x10
  • Room Level: Basement
  • Room Type: Utility Room

Property History for 558 Trailview Drive

DateEvent & SourcePriceAppreciation
Nov 3, 2025

Listed (Active)

New England Real Estate Network #5068390

$4,250,000—
Feb 26, 2021

Sold (Public Record)

Public Record #1453571566

$2,650,000—
Feb 26, 2021

Sold

New England Real Estate Network #4846462

$2,650,000—
Feb 6, 2021

Listed (Active)

New England Real Estate Network #4846462

$2,650,000—
May 11, 2011

Sold

New England Real Estate Network #4003132

$530,000—
Apr 6, 2011

Pending

New England Real Estate Network #4003132

—
Jun 3, 2010

Price Change

New England Real Estate Network #4003132

$599,000—
Jun 3, 2010

Listed (Active)

New England Real Estate Network #4003132

$549,000—
DateEvent & SourcePrice
11/03/2025

Listed (Active)

New England Real Estate Network #5068390

$4,250,000
02/26/2021

Sold (Public Record)

Public Record #1453571566

$2,650,000
02/26/2021

Sold

New England Real Estate Network #4846462

$2,650,000
02/06/2021

Listed (Active)

New England Real Estate Network #4846462

$2,650,000
05/11/2011

Sold

New England Real Estate Network #4003132

$530,000
04/06/2011

Pending

New England Real Estate Network #4003132

—
06/03/2010

Price Change

New England Real Estate Network #4003132

$599,000
06/03/2010

Listed (Active)

New England Real Estate Network #4003132

$549,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 558 Trailview Drive

Taxable ValueLand-Additions-Total-
Home Facts
Beds0Lot Size39,204 SqFtStyleSingle Family ResidenceCountyRUTLANDAPN(185) 12706

Schools near 558 Trailview Drive

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Killington Elementary School
Public - PK to 6
Woodstock Senior Uhsd #4
Public - 7 to 12
Killington Mountain School
Private - 7 to 12
Rating
School
Distance
Killington Elementary School
PublicPK to 6

Woodstock Senior Uhsd #4
Public7 to 12

Killington Mountain School
Private7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 558 Trailview Drive, Killington, VT 05751

558 Trailview Drive is a single family home for sale in Killington, VT 05751. This property was listed for sale on November 3, 2025 by Killington Pico Realty, it's currently listed at $4,250,000. It has been on the market for a total of 60 days and was last sold on February 26, 2021. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Killington Elementary School, Woodstock Senior Uhsd #4 and Killington Mountain School. 558 Trailview Drive is a 5-bed, 5-bath, 4,826 sqft single family home built in 2013.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Killington Pico Realty

Copyright 2026 PrimeMLS, 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 PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 01/02/2026 04:53 PM