122 Winding Way
Description
Sold By Kelley Real Estate, Inc.
- Listed by: Peggy Steves • Four Seasons Sotheby's Int'l Realty
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
Sold 11/08/24
- 4
- Bedrooms
- 3
- Bathrooms
- 3,950
- Square Feet
- 0.9
- Acres
$1,050,000
Sold 01/31/25
- 3
- Bedrooms
- 4
- Bathrooms
- 3,665
- Square Feet
- 1.74
- Acres
$785,000
Sold 07/22/25
- 5
- Bedrooms
- 3
- Bathrooms
- 2,902
- Square Feet
- 1.2
- Acres
$1,300,000
Sold 04/17/26
- 3
- Bedrooms
- 3
- Bathrooms
- 3,067
- Square Feet
- 3.05
- Acres
$551,000
Sold 10/25/24
- 4
- Bedrooms
- 2
- Bathrooms
- 1,352
- Square Feet
- 1
- Acres
$788,000
Sold 10/10/24
- 4
- Bedrooms
- 4
- Bathrooms
- 3,098
- Square Feet
- Unavailable
- Acres
$550,000
Sold 06/03/26
- 5
- Bedrooms
- 2
- Bathrooms
- 1,738
- Square Feet
- 2.57
- Acres
$1,230,000
Sold 12/26/24
- 3
- Bedrooms
- 4
- Bathrooms
- 3,624
- Square Feet
- 0.9
- Acres
$1,325,000
Sold 08/14/26
- 3
- Bedrooms
- 3
- Bathrooms
- 3,638
- Square Feet
- 0.9
- Acres
Location
Payment Calculator
$2,865 per month
30 year fixed, 6.55% Interest
$2,287
$578
$0
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1Property Information for 122 Winding Way
- Taxes: $6,938 / year
- MLS Type: Residential / Single Family
- County: Rutland County
- Zoning: residential
- Stories: 2
- Year Built: 1972
- Lot Size: 1.25 AC / 54,450 SF
- 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
- SPAN Number: 588-185-10203
- Tax - Gross Amount: $6,937.83
- Tax Year: 2020
- Taxes TBD: Yes
- Garage: Yes
- Garage Capacity: 3.00
- Driveway: Crushed Stone
- 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 Class: Residential
- Property Type: Single Family
- Flood Zone: No
- Foundation: Concrete
- PreConstruction: No
- Surveyed: Unknown
- Year Built: 1972
- Electric: Circuit Breaker(s)
- Sewer: Septic
- Utilities: Cable, Internet - Cable
- Features - Exterior: Deck, Garden Space, Outbuilding
- Roads: Gravel, Public
- Roof: Metal, Standing Seam
- 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 Level: 1
- Room Type: Kitchen
- Room Level: 1
- Room Type: Family Room
- Room Level: 1
- Room Type: Bedroom
- Room Level: 1
- Room Type: Bath - Full
- Room Level: 1
- Room Type: Laundry Room
- Room Level: 2
- Room Type: Kitchen/Dining
- Room Level: 2
- Room Type: Living Room
- Room Level: 2
- Room Type: MBR Suite
- Room Level: 2
- Room Type: Bath - Full
- Room Level: 2
- Room Type: Other
- Room Level: 2
- Room Type: Bath - Full
- Room Level: 2
- Room Type: Great Room
- Room Level: 2
- Room Type: Bath - Full
Property History for 122 Winding Way
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| 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 | — | |
| Feb 3, 2021 | Listed (Active) New England Real Estate Network #4846084 | $425,000 | — |
| Aug 17, 2018 | Sold (Public Record) Public Record #628864401 | $360,000 | — |
| Aug 17, 2018 | Sold New England Real Estate Network #4683299 | $360,000 | — |
| Mar 29, 2018 | Listed (Active) New England Real Estate Network #4683299 | $379,000 | — |
| Mar 24, 2018 | Expired New England Real Estate Network #4623561 | — | |
| Mar 24, 2017 | Listed (Active) New England Real Estate Network #4623561 | $395,000 | — |
| Jan 28, 2017 | Expired New England Real Estate Network #4503817 | — | |
| Jul 12, 2016 | Listed (Active) New England Real Estate Network #4503817 | $469,000 | — |
| Oct 26, 2001 | Sold New England Real Estate Network #807102 | $159,000 | — |
| Sep 1, 2001 | Pending New England Real Estate Network #807102 | — | |
| Jun 3, 2001 | Listed (Active) New England Real Estate Network #807102 | $159,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 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 | — |
| 02/03/2021 | Listed (Active) New England Real Estate Network #4846084 | $425,000 |
| 08/17/2018 | Sold (Public Record) Public Record #628864401 | $360,000 |
| 08/17/2018 | Sold New England Real Estate Network #4683299 | $360,000 |
| 03/29/2018 | Listed (Active) New England Real Estate Network #4683299 | $379,000 |
| 03/24/2018 | Expired New England Real Estate Network #4623561 | — |
| 03/24/2017 | Listed (Active) New England Real Estate Network #4623561 | $395,000 |
| 01/28/2017 | Expired New England Real Estate Network #4503817 | — |
| 07/12/2016 | Listed (Active) New England Real Estate Network #4503817 | $469,000 |
| 10/26/2001 | Sold New England Real Estate Network #807102 | $159,000 |
| 09/01/2001 | Pending New England Real Estate Network #807102 | — |
| 06/03/2001 | Listed (Active) New England Real Estate Network #807102 | $159,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 122 Winding Way
Schools near 122 Winding Way
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.
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Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 122 Winding Way, Killington, VT 05751 | $450,000 | 4 | 3 | 3,726 | 54,450 |
$274,000 | 2 | 3 | 2,245 | 52,272 | |
$135,000 | – | – | – | 56,628 | |
$216,000 | 3 | 2 | 1,460 | 82,764 | |
$95,000 | – | – | – | 54,450 | |
$95,000 | – | – | – | 54,450 | |
– | – | – | – | 56,628 | |
– | – | – | – | 47,916 | |
$19,000 | – | – | – | 56,628 | |
– | – | – | – | 165,528 | |
– | – | – | – | 47,916 | |
$40,000 | – | – | – | 47,916 | |
$6,600 | – | – | – | 52,272 | |
$122,000 | – | – | – | 52,272 | |
– | – | – | – | 191,664 | |
$420,000 | 3 | 3 | – | 56,628 |
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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 09/07/2026 09:20 PM
