Last Sold Price
4 beds3,726 sqft$121/sqft
122 Winding Way, Killington, VT 05751

Description

This one of a kind home offers everything a family is looking for, whether it is your primary residence or your second home close to Killington and Pico ski resorts. This home features a spacious 43’ X 32’ great room for the entire family to gather and watch movies or play a game of pool. The propane fireplace keeps the space very warm and cozy in the winter months. The great room also features an oversized work space for everyone’s computer. Ideal for working from home or home schooling. The master...This one of a kind home offers everything a family is looking for, whether it is your primary residence or your second home close to Killington and Pico ski resorts. This home features a spacious 43’ X 32’ great room for the entire family to gather and watch movies or play a game of pool. The propane fireplace keeps the space very warm and cozy in the winter months. The great room also features an oversized work space for everyone’s computer. Ideal for working from home or home schooling. The master bedroom has a long hallway that leads to its seclusion. Awaiting after a long day on the slopes is a hot tub room to enjoy and relax. The kitchen offers a large dining area, which leads directly onto the deck for additional entertaining. Also, this home has two large walk-in pantries for all of your kitchen appliances and more. The lower level offers an efficiency kitchen, living room, full bath and large bedroom that could sleep many. Your guests will love having their own space on the lower level or this could be used as lucrative rental space. The best feature of this home in addition to the three-car heated garage and whole house generator is the over 1000 square feet of sunny, south-facing decks with views of Killington and Pico mountains. If you are looking for a home with lots of room for family and friends and just minutes to ski slopes, golf, hiking, and mountain biking then you will want to see this home. Call today for an appointment.
LISTING CLOSED: 04/30/2021 12:00 AM

  1. Listed by Peggy Steves • Four Seasons Sotheby's Int'l Realty

Sold By Kelley Real Estate, Inc.

Property Details for 122 Winding Way

Status
MLS #
4846084
Days on Market
12
Taxes
$6,938 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1972
Lot Size
1.25 AC / 54,450 SF
Zoning
residential

Recent comparable sales

Median sold price

$788,000

Avg days on market

96

Sale-to-list ratio

86.5%

[Killington, VT]

9 comparable properties found

$589,500 | 338 Lakewood Drive, Killington, VT 05751
1/33
1

$589,500

Sold 11/08/24

4
Bedrooms
3,950
Square Feet
0.9
Acres
$1,050,000 | 290 Barts Hill Road, Killington, VT 05751
1/37
2

$1,050,000

Sold 01/31/25

3
Bedrooms
3,665
Square Feet
1.74
Acres
$785,000 | 640 Barrows Towne Road, Killington, VT 05751
1/40
3

$785,000

Sold 07/22/25

5
Bedrooms
2,902
Square Feet
1.2
Acres
$1,300,000 | 832 Us Route, Killington, VT 05751
1/56
4

$1,300,000

Sold 04/17/26

3
Bedrooms
3,067
Square Feet
3.05
Acres
$551,000 | 205 Floral Drive, Killington, VT 05751
1/35
5

$551,000

Sold 10/25/24

4
Bedrooms
1,352
Square Feet
1
Acres
$788,000 | 394 Winterberry Road, Unit 4, Killington, VT 05751
1/39
6

$788,000

Sold 10/10/24

4
Bedrooms
3,098
Square Feet
Unavailable
Acres
$550,000 | 30 Ridge Road, Killington, VT 05751
1/61
7

$550,000

Sold 06/03/26

5
Bedrooms
1,738
Square Feet
2.57
Acres
$1,230,000 | 104 Priscilla Lane, Killington, VT 05751
1/14
8

$1,230,000

Sold 12/26/24

3
Bedrooms
3,624
Square Feet
0.9
Acres
$1,325,000 | 346 Rocky Ridge Road, Killington, VT 05751
1/49
9

$1,325,000

Sold 08/14/26

3
Bedrooms
3,638
Square Feet
0.9
Acres

Location

Add your commute

Building Information for 122 Winding Way

Stories2Year Built1972Building Size-Lot Size1.25 AC / 54,450 SF

Payment Calculator

$2,865 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,287

Property Taxes

$578

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 122 Winding Way

Summary
Location and General Information
  • City: Killington
  • County: VT-Rutland
  • Directions: US 4/Woodstock Ave from Rutland, turn left onto VT-100 East, Turn Right onto Doubleday Hill Road, then first left, follow and then turn right onto Winding Way. House is second on the right.
  • Latitude: 43.703874561355541
  • Longitude: -72.817951906745904
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Way
  • Zip: 05751
Taxes and HOA Information
  • SPAN Number: 588-185-10203
  • Tax - Gross Amount: $6,937.83
  • Tax Year: 2020
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Crushed Stone
Property
Lot Information
  • Lot - Sqft: 54450.0
  • Lot Size Acres: 1.25
  • Road Frontage Length: 152.0
  • Square Feet Apx Finished Above Grade: 3726.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 3726.0
  • Square Feet Apx Total Finished: 3726.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 0.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1972
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Utilities: Cable, Internet - Cable
Interior and Exterior Features
Exterior Features
  • Features - Exterior: Deck, Garden Space, Outbuilding
  • Roads: Gravel, Public
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Microwave, Range - Gas, Refrigerator
  • Basement: No
  • Baths - Total: 3
  • Baths - Full: 3
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 10
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Family Room, Level 1: Kitchen, Level 1: Laundry Room
  • Rooms: Level 2: Level 2: Bath - Full, Level 2: Great Room, Level 2: Kitchen/Dining, Level 2: Living Room, Level 2: Master Bdm Suite, Level 2: Other
  • Bedrooms - Total: 4
  • Equipment: Window AC, Stove-Gas, Generator - Standby
  • Features - Interior: Cathedral Ceiling, Ceiling Fan, Dining Area, Hot Tub, In-Law Suite, Kitchen/Dining, Master BR w/ BA, Natural Light, Vaulted Ceiling, Walk-in Pantry
  • Flooring: Carpet, Combination, Laminate, Tile
  • Heat Fuel: Gas - LP/Bottle
  • Heating: Direct Vent
  • Cooling: Wall AC Units
  • Total Stories: 2
Room Information
Room 1
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Level: 1
  • Room Type: Family Room
Room 3
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Level: 1
  • Room Type: Bath - Full
Room 5
  • Room Level: 1
  • Room Type: Laundry Room
Room 6
  • Room Level: 2
  • Room Type: Kitchen/Dining
Room 7
  • Room Level: 2
  • Room Type: Living Room
Room 8
  • Room Level: 2
  • Room Type: MBR Suite
Room 9
  • Room Level: 2
  • Room Type: Bath - Full
Room 10
  • Room Level: 2
  • Room Type: Other
Room 11
  • Room Level: 2
  • Room Type: Bath - Full
Room 12
  • Room Level: 2
  • Room Type: Great Room
Room 13
  • Room Level: 2
  • Room Type: Bath - Full

Property History for 122 Winding Way

DateEvent & SourcePriceAppreciation
Apr 30, 2021

Sold (Public Record)

Public Record #1460890736

$450,000

+8.6% / yr

Apr 30, 2021

Sold

New England Real Estate Network #4846084

$450,000
Feb 15, 2021

Pending

New England Real Estate Network #4846084

DateEvent & SourcePrice
04/30/2021

Sold (Public Record)

Public Record #1460890736

$450,000

+8.6% / yr

04/30/2021

Sold

New England Real Estate Network #4846084

$450,000
02/15/2021

Pending

New England Real Estate Network #4846084

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

Public Records for 122 Winding Way

Taxable ValueLand-Additions-Total-
Home Facts
Beds0Lot Size54,450 SqFtStyleSingle Family ResidenceCountyRUTLANDAPN(185) 10203

Schools near 122 Winding Way

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Killington Elementary School
PublicPK to 6

Woodstock Senior Uhsd #4
Public7 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.

Similar Homes

New listings in 05751

$129,400 | 135 East Mountain Road, Unit 1F9, Killington, VT 05751
1/12

$129,400

Studio
Bedrooms
646
Square Feet
$419,000 | 135 East Mountain Road, Unit 1D5, Killington, VT 05751
1/15

$419,000

3
Bedrooms
1,130
Square Feet
$59,000 | 228 East Mountain Road, Unit 124 III, Killington, VT 05751
1/38
Virtual Tour

$59,000

Studio
Bedrooms
418
Square Feet
$185,000 | 228 East Mountain Road, Unit 321/323 INTERVAL I, Killington, VT 05751
1/50
Virtual Tour

$185,000

2
Bedrooms
1,057
Square Feet
$139,000 | 135 East Mountain Road, Unit 1G6, Killington, VT 05751
1/46

$139,000

1
Bedrooms
669
Square Feet
$799,000 | 693 Little Sherburne Road, Killington, VT 05751
1/54
Active Under Contract

$799,000

3
Bedrooms
1,492
Square Feet
11.55
Acres
$2,875,000 | 56 Vistas Drive, Unit 5, Killington, VT 05751
1/31

$2,875,000

4
Bedrooms
4,000
Square Feet
Unavailable
Acres
$143,000 | 228 East Mountain Road, Unit DA DUP GRAND HOTEL 152 II (GODBOUT), Killington, VT 05751
1/51

$143,000

2
Bedrooms
1,099
Square Feet
$65,000 | 228 East Mountain Road, Unit 255 II, Killington, VT 05751
1/44
Virtual Tour

$65,000

Studio
Bedrooms
345
Square Feet

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 122 Winding Way, Killington, VT 05751
$450,000
4
3,726
54,450
$274,000
2
2,245
52,272
$135,000
56,628
$216,000
3
1,460
82,764
$95,000
54,450
$95,000
54,450

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Four Seasons Sotheby's Int'l 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 08/16/2026 07:57 PM