303 Winding Way

Killington, VT 05751

$559,900
Price
4
Beds
1,772 Sq. Ft.
$316 / Sq. Ft.
1,772
Sq. Ft.
$316
per Sq. Ft.
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Description

Gorgeous four bedroom. Three bath home just completed with new heating system. New roof, new wiring, new hot tub. Everything new, rental potential 75,000 a year. Use half and ski half. On the market now for the first time, completed. Beautiful views of Pico ski area.Gorgeous four bedroom. Three bath home just completed with new heating system. New roof, new wiring, new hot tub. Everything new, rental potential 75,000 a year. Use half and ski half. On the market now for the first time, completed. Beautiful views of Pico ski area.
  1. Listed by Dave White • OwnerEntry.com

Property Details for 303 Winding Way

Zoning
r
LISTING UPDATED: 06/06/2026 03:32 PM

Property Details for 303 Winding Way

StatusActive
MLS #5089932
Days on Market9
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1972
Lot Size1.23 AC / 53,578 SF
CountyRutland County
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Location

Listing Courtesy of OwnerEntry.com
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Building Information for 303 Winding Way

Stories2Year Built1972Building Size-Lot Size1.23 AC / 53,578 SF

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$2,790 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,790

Property Taxes

$0

HOA Dues

$0

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Property Information for 303 Winding Way

Summary
Location and General Information
  • City: Killington
  • County: VT-Rutland
  • Latitude: 43.705622267610288
  • Longitude: -72.817730906745908
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Way
  • Zip Code: 05751
Taxes and HOA Information
  • SPAN Number: 58818510199
  • Taxes TBD: Yes
Parking
  • Garage: No
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Wooded
  • Lot Size Acres: 1.23
  • Road Frontage Length: 1.0
  • Total Finished Area: 1772.0
  • Above Grade Finished Area: 1772.0
  • Above Grade Finished Area Source: Other
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Other
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Other
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Other
  • Lot Size Square Feet: 53579.0
  • Total Area: 1772.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1972
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Private
  • Water Source: Private
  • Utilities: Other
  • Internet: Unknown
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Other
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Basement: No
  • Heating: Propane, Baseboard
  • Cooling: None
  • Total Stories: 2
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 3

Property History for 303 Winding Way

DateEvent & SourcePriceAppreciation
May 20, 2026

Listed (Active)

New England Real Estate Network #5089932

$559,900—
May 15, 2026

Expired

New England Real Estate Network #5073999

—
Mar 7, 2026

Temporarily Off Market

New England Real Estate Network #5073999

—
DateEvent & SourcePrice
05/20/2026

Listed (Active)

New England Real Estate Network #5089932

$559,900
05/15/2026

Expired

New England Real Estate Network #5073999

—
03/07/2026

Temporarily Off Market

New England Real Estate Network #5073999

—

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

Public Records for 303 Winding Way

Taxable ValueLand-Additions-Total-
Home Facts
Beds0Lot Size53,579 SqFtStyleSingle Family ResidenceCountyRUTLANDAPN(185) 10199

Schools near 303 Winding Way

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
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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More information about 303 Winding Way, Killington, VT 05751

303 Winding Way is a single family home for sale in Killington, VT 05751. This property was listed for sale on May 20, 2026 by OwnerEntry.com, it's currently listed at $559,900. It has been on the market for a total of 9 days and was last sold on December 24, 2024. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Killington Elementary School and Woodstock Senior Uhsd #4. 303 Winding Way is a 4-bed, 3-bath, 1,772 sqft single family home built in 1972.

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 OwnerEntry.com

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 06/08/2026 12:23 AM