Listed by Bret Williamson, Killington Valley Real Estate, (802) 422-3610 . Bought with Killington Valley Real Estate
$4,488,300
5 Beds
5.5 Baths
6,048 sqft (on 0.90 acres)
123 Trailside Drive, Killington, VT 05751
Currently Off Market - Sold Oct 31, 2023 for $3,751,000
Home Value
Trulia Estimate
$4.49MSince last month
Increased$146K (+3.6%)Since last year
Increased$101K (+2.4%)Since last sale
Increased$498K (+13.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +2% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $4.25M |
| August 2026 | $4.49M |
| July 2026 | $4.1M |
| June 2026 | $4.4M |
| May 2026 | $4.27M |
| April 2026 | $4.22M |
| March 2026 | $4.32M |
| February 2026 | $4.46M |
| January 2026 | $4.24M |
2025 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.43 | Single-Family Home | $4,300,000 | 04/13/26 | 5 | 4.5 | 4,826 | |
0.43 | Single-Family Home | $1,975,000 | 12/19/25 | 5 | 4.5 | 4,316 | |
0.20 | Single-Family Home | $1,375,000 | 05/01/26 | 3 | 3.5 | 2,718 | |
2.03 | Single-Family Home | $905,000 | 09/19/25 | 4 | 3 | 2,730 | |
2.32 | Single-Family Home | $1,200,000 | 11/19/25 | 5 | 2.5 | 3,696 | |
2.20 | Single-Family Home | $1,390,000 | 03/06/26 | 4 | 6.5 | 6,269 | |
2.59 | Single-Family Home | $1,150,000 | 04/09/26 | 5 | 3.5 | 3,182 | |
2.30 | Single-Family Home | $1,100,000 | 08/14/26 | 3 | 2.5 | 2,152 | |
2.53 | Single-Family Home | $860,000 | 07/31/26 | 4 | 2 | 1,848 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $1,735,400 | 3 | 2.5 | 2,752 | Off Market | |
0.05 | $1,850,000 | 2 | 3 | 2,960 | For Sale | |
0.10 | $2,500,000 | 3 | 3 | 3,471 | For Sale | |
0.16 | $500,000 | 1 | 1 | 991 | Recently Sold | |
0.16 | $925,000 | 3 | 2 | 1,703 | Off Market | |
0.18 | $1,720,400 | 4 | 3 | 2,390 | Off Market | |
0.20 | $1,375,000 | 3 | 3.5 | 2,718 | Recently Sold | |
0.30 | $2,750,000 | 4 | 3.5 | 3,631 | For Sale | |
0.33 | $3,315,400 | 7 | 9 | 9,587 | Off Market | |
0.36 | $781,200 | 4 | 2 | 1,536 | Off Market | |
0.38 | $1,869,000 | 5 | 4 | 3,634 | For Sale |
Local Information
- Map ViewExplore the area around 123 Trailside Drive.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 2023
0.9 acre lot
6,048 sqft
$742/sqft
Garage
About this House
Here is a rare opportunity to own a brand-new 5-bedroom, 5.5-bath luxury property with ski-on, ski-off access to the Great Eastern trail in Killington Resort. Relax après ski in the 7-person hot tub, the sauna, or by the wood-burning natural stone fireplace in the great room with vaulted 24-foot ceilings with timber beams. Custom woodwork throughout, including solid alder wood interior doors and high ceilings. The commercial kitchen features custom Schuler cabinets, stone countertops, Thermador appliances, a six-burner stove, instant boiling water, wine cooler and a second refrigerator in the pantry. More than 100 recessed lights throughout the home provide ample lighting. Other amenities include a mudroom with built-in boot drying system, water softener, security system, basement bar & billiards room, exterior hot and cold water faucets, a clawfoot tub in the primary bathroom and a heated oversized 2 car garage. Exterior highlights include a lighted driveway, natural landscaping with apple trees and a boulder stone wall. Built for efficiency with Anderson A-Series windows and additional insulation—R-58 in the ceilings and R28 in the walls and a two-zone HVAC system to keep it comfortable year round. 123 Trailside Drive is unique in the market, call for more information or a private showing of this one of a kind slope side retreat. Showings to start April 1, 2023 by appointment.
123 Trailside Drive, Killington, VT 05751 is a 5 bedroom, 6 bathroom, 6,048 sqft single-family home built in 2023. It last sold for $3,751,000 on Oct 31, 2023 (7% above the $3,499,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,488,300, with a rent estimate of $7,346/month.
Home Details for 123 Trailside Drive
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MLS Status: Closed |
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Interior Details Basement: Finished,Full,Insulated,Interior Stairs,Walkout,Interior Access,Interior EntryNumber of Rooms: 10 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 6048 Square Feet |
Appliances & Utilities Utilities: Cable Available, PropaneAppliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer, Gas Stove, Gas Water Heater, Wine Cooler, Exhaust FanDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Propane,Wood,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane |
Fireplace & Spa Fireplace: Wood BurningSpa: HeatedHas a FireplaceHas a Spa |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Window: Low Emissivity WindowsFlooring: Ceramic Tile, Hardwood, Wood |
Levels, Entrance, & Accessibility Stories: 3Levels: 3Floors: Ceramic Tile, Hardwood, Wood |
View No View |
Security Security: Security, Carbon Monoxide Detector(s), Security System, HW/Batt Smoke Detector |
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Exterior Home Features Roof: Metal Architectural ShingleExterior: Sauna, StorageFoundation: Concrete |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Gravel,Direct Entry,Heated Garage,Driveway,Garage,On Site,Attached |
Frontage Road Surface Type: GravelNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
Farm & Range Frontage Length: Road frontage: 175 |
Finished Area Finished Area (above surface): 4644 Square FeetFinished Area (below surface): 1404 Square Feet |
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Year Built Year Built: 2023 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary |
Building Construction Materials: Wood Frame, Stone ExteriorIs a New Construction |
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Price List Price: $3,499,000 |
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Direction & Address City: Killington |
School Information Elementary School: Killington Elementary SchoolElementary School District: WindsorJr High / Middle School: Woodstock Union Middle SchoolJr High / Middle School District: WindsorHigh School: Woodstock Union High SchoolHigh School District: Windsor |
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Building Area Building Area: 7258 Square Feet |
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Lot Area: 0.90 acres |
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BasementMls Number: 4944367Above Grade Unfinished Area: 4644Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 100Below Grade Unfinished Area Source: OwnerBelow Grade Unfinished Area Units: Square Feet |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 31, 2023 Source: PrimeMLS #4944367 | Sold | $3,751,000 |
Mar 11, 2023 Source: PrimeMLS #4944367 | Contingent | $3,499,000 |
Mar 1, 2023 Source: PrimeMLS #4944367 | Listed For Sale | $3,499,000 |
Mar 4, 2021 Source: PrimeMLS #4829484 | Sold | $380,000 |
Market trends in Killington
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
45
2MoM
Around this home
What Locals Say about Killington
At least 10 Trulia users voted on each feature.
88 % Say car is needed
81 % Say it's dog friendly
77 % Say it's quiet
74 % Say there's holiday spirit
73 % Say they plan to stay for at least 5 years
73 % Say parking is easy
67 % Say there's wildlife
67 % Say people would walk alone at night
57 % Say yards are well-kept
55 % Say there are community events
54 % Say kids play outside
50 % Say it's walkable to restaurants
47 % Say streets are well-lit
43 % Say neighbors are friendly
40 % Say there are sidewalks
18 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Copyright 2026 PrimeMLS, Inc. All rights reserved.
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-17 01:48:21 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
Frequently asked questions about 123 Trailside Drive
- What is 123 Trailside Drive estimated to be worth?Trulia's estimated value for 123 Trailside Drive in Killington, VT is $4,488,300.
- What is the price history for 123 Trailside Drive?123 Trailside Drive in Killington, VT last sold for $3,751,000 in October 2023.
- Is Killington a buyer's or seller's market?Killington is currently a seller's market, based on recent for-sale activity.
- What do residents say about Killington?Residents describe Killington, VT as dog-friendly, quiet, and established. Most residents say you need a car. See recently sold homes in Killington, VT.
- Does 123 Trailside Drive have air conditioning?Yes, 123 Trailside Drive in Killington, VT has air conditioning.
- Does 123 Trailside Drive have laundry facilities?Yes, 123 Trailside Drive in Killington, VT has in-unit laundry.
Apartments for Rent
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Off Market Homes Near 123 Trailside Drive
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Homes for sale near 123 Trailside Drive
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