Last Sold Price
2 beds2,245 sqft$122/sqft
94 Winding Way, Killington, VT 05751

Description

Located in a quiet, wooded neighborhood just minutes from Killington and Pico resorts, this exceptionally maintained contemporary offers two bedrooms plus a two-room sleeping loft, an expansive great room, den, family room and 2.5 baths. The great room features exposed beams and soaring cathedral ceilings crafted from handsome cedar wood, custom windows with a sunny southern exposure that fill the space with natural light, a wall-to-wall brick fireplace, open dining area, sitting area, kitchen and...Located in a quiet, wooded neighborhood just minutes from Killington and Pico resorts, this exceptionally maintained contemporary offers two bedrooms plus a two-room sleeping loft, an expansive great room, den, family room and 2.5 baths. The great room features exposed beams and soaring cathedral ceilings crafted from handsome cedar wood, custom windows with a sunny southern exposure that fill the space with natural light, a wall-to-wall brick fireplace, open dining area, sitting area, kitchen and an extraordinary central spiral staircase leading to the lower level sleeping areas. The great room flows into a comfortable den, also featuring vaulted cedar ceilings and custom built-in bookshelves. The two-room loft offers flexibility for office space, reading nooks or extra sleeping quarters. Two large bedrooms, two bathrooms, a spacious family room cloaked in cedar and a mudroom entrance round out the walkout level of this amazing home. You'll enjoy grilling and al-fresco dining on the sunny wrap-around deck in the summer months or add a hot tub and enjoy the views all year round. This remarkable house is offered furnished with a few exceptions and is in move-in condition, making it the perfect vacation home.
LISTING CLOSED: 08/27/2019 12:00 AM

  1. Listed by Kyle Kershner • Killington Pico Realty

Sold By The Performance Group Inc.

Property Details for 94 Winding Way

Status
MLS #
4766378
Days on Market
11
Taxes
$5,758 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1981
Lot Size
1.20 AC / 52,272 SF
Parking
Driveway
Zoning
Residential 3

Recent comparable sales

Median sold price

$618,000

Avg days on market

86

Sale-to-list ratio

92.5%

Killington, VT

9 comparable properties found

$600,000 | 465 Currier Road, Killington, VT 05751
1/41
1

$600,000

Sold 11/18/24

3
Bedrooms
2,080
Square Feet
2.69
Acres
$618,000 | 349 Barrows Towne Road, Killington, VT 05751
1/35
2

$618,000

Sold 09/20/24

3
Bedrooms
2,130
Square Feet
0.8
Acres
$580,000 | 334 Stage Road, Killington, VT 05751
1/36
3

$580,000

Sold 02/28/25

3
Bedrooms
2,472
Square Feet
3.01
Acres
$584,000 | 301 Ives Road, Killington, VT 05751
1/28
4

$584,000

Sold 05/23/25

2
Bedrooms
1,146
Square Feet
3.78
Acres
$686,000 | 148 Telemark Road, Unit A2, Killington, VT 05751
1/51
5

$686,000

Sold 03/13/26

2
Bedrooms
2,019
Square Feet
Unavailable
Acres
$600,000 | 228 Telemark Road, Unit C1, Killington, VT 05751
1/34
6

$600,000

Sold 04/25/25

2
Bedrooms
2,019
Square Feet
Unavailable
Acres
$650,000 | 22 Old Rte 4, Killington, VT 05751
1/12
7

$650,000

Sold 12/15/25

2
Bedrooms
3,200
Square Feet
10.4
Acres
$1,300,000 | 832 Us Route, Killington, VT 05751
1/56
8

$1,300,000

Sold 04/17/26

3
Bedrooms
3,067
Square Feet
3.05
Acres
$649,000 | 214 Alran Road, Killington, VT 05751
1/40
9

$649,000

Sold 09/27/24

3
Bedrooms
1,578
Square Feet
1
Acres

Location

Add your commute

Virtual Tour

Building Information for 94 Winding Way

Stories2Year Built1981Building Size-Lot Size1.20 AC / 52,272 SF

Payment Calculator

$1,873 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,393

Property Taxes

$480

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 94 Winding Way

Summary
Location and General Information
  • Area Description: Near Golf Course, Near Skiing, Neighborhood, Rural
  • City: Killington
  • County: VT-Rutland
  • Directions: Route 100 in Killington to Doubleday Hill Road; turn left on Rustic Drive, then right on Winding Way; first driveway on right; sign on property.
  • Latitude: 43.704009767396371
  • Longitude: -72.818667590618134
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Way
  • Map: 07
  • Zip: 05751
Taxes and HOA Information
  • SPAN Number: 588-185-10204
  • Tax - Gross Amount: $5,757.69
  • Tax Rate: 2.07%
  • Tax Year: 2019
  • Taxes TBD: No
School Information
  • School - High: Woodstock Union High School
  • School - District: Rutland Windsor
  • School - Elementary: Killington Elementary School
  • School - Middle/Jr: Woodstock Union Middle School
Parking
  • Garage: No
  • Garage Capacity: .00
  • Driveway: Gravel
Virtual Tour
Property
Lot Information
  • Lot: 84
  • Lot - Sqft: 52272.0
  • Lot Size Acres: 1.2
  • Road Frontage Length: 464.0
  • Square Feet Apx Finished Above Grade: 2245.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 2245.0
  • Square Feet Apx Total Finished: 2245.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 0.0
Property and Assessments
  • Assessment Amount: $278,190
  • Property Class: Residential
  • Property Type: Single Family
  • Easements: Unknown
  • Flood Zone: No
  • Foundation: Slab - Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1981
Utilities
  • Electric Company: GMP
  • Cable Company: Comcast
  • Electric: Circuit Breaker(s), Off Peak
  • Sewer: Private, Septic
  • Utilities: Cable - Available, Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Color: Brown
  • Features - Accessibility: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom
  • Features - Exterior: Deck
  • Roads: Gravel, Public
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer
  • Basement: No
  • Basement Description: None
  • Baths - Total: 3
  • Baths - Full: 1
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 7
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Bath - 3/4, Level 1: Family Room, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Bath - 1/2, Level 2: Den, Level 2: Kitchen, Level 2: Living/Dining, Level 2: Mudroom
  • Rooms: Level 3: Level 3: Loft
  • Bedrooms - Total: 2
  • Features - Interior: Dining Area, Fireplace - Wood, Furnished, Vaulted Ceiling
  • Flooring: Carpet, Laminate, Tile
  • Heat Fuel: Electric
  • Heating: Baseboard, Electric
  • Cooling: None
  • Total Stories: 2.5
Room Information
Room 1
  • Room Dimensions: 8x11
  • Room Level: 2
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 15x27
  • Room Level: 2
  • Room Type: Living/Dining
Room 3
  • Room Dimensions: 18x12
  • Room Level: 2
  • Room Type: Den
Room 4
  • Room Dimensions: 5x12
  • Room Level: 2
  • Room Type: Bath - 1/2
Room 5
  • Room Dimensions: 11x11
  • Room Level: 3
  • Room Type: Loft
Room 6
  • Room Dimensions: 9x11
  • Room Level: 3
  • Room Type: Loft
Room 7
  • Room Dimensions: 11x11
  • Room Level: 3
  • Room Type: Loft
Room 8
  • Room Dimensions: 5x6
  • Room Level: 2
  • Room Type: Mudroom
Room 9
  • Room Dimensions: 13x13
  • Room Level: 1
  • Room Type: Family Room
Room 10
  • Room Level: 1
  • Room Type: Bath - Full
Room 11
  • Room Dimensions: 5x7
  • Room Level: 1
  • Room Type: Bath - 3/4
Room 12
  • Room Dimensions: 10x13
  • Room Level: 1
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 10x15
  • Room Level: 1
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 7x11
  • Room Level: 1
  • Room Type: Mudroom

Property History for 94 Winding Way

DateEvent & SourcePriceAppreciation
Aug 29, 2019

Sold (Public Record)

Public Record #651920269

$274,000
Aug 27, 2019

Sold

New England Real Estate Network #4766378

$274,000
Jul 22, 2019

Listed (Active)

New England Real Estate Network #4766378

$289,000
DateEvent & SourcePrice
08/29/2019

Sold (Public Record)

Public Record #651920269

$274,000
08/27/2019

Sold

New England Real Estate Network #4766378

$274,000
07/22/2019

Listed (Active)

New England Real Estate Network #4766378

$289,000

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

Public Records for 94 Winding Way

Taxable ValueLand-Additions-Total-
Home Facts
Beds0Lot Size52,272 SqFtStyleSingle Family ResidenceCountyRUTLANDAPN(185) 10204

Schools near 94 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: 94 Winding Way, Killington, VT 05751
$274,000
2
2,245
52,272
$450,000
4
3,726
54,450
47,916
$95,000
54,450
$40,000
47,916
47,916

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 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 08/20/2026 01:55 PM