Sold
Last Sold Price
4 beds5,000 sqft$275/sqft
50 Quarter Mile Rd, Winhall, VT 05340
Single FamilyProperty Type
0.74 acresLot Size
1961Year Built
$275/sq ftPrice per sq ft

Description

Auction. Bid october 10-16. Previously $2.2m. Selling without reserve. Showings daily by appt. Only. Reclaimed wood, high ceilings, stone details, and ample natural light come together to create a mountainous oasis like no other. Tucked away on .74 acres of property, this 5,000 sf. estate is located on Stratton Mountain within walking distance to the Stratton resort village, with multiple restaurants, shops, entertainment, and ski lifts. Artistic wood details, heated floors, a fitness center, sauna,...Auction. Bid october 10-16. Previously $2.2m. Selling without reserve. Showings daily by appt. Only. Reclaimed wood, high ceilings, stone details, and ample natural light come together to create a mountainous oasis like no other. Tucked away on .74 acres of property, this 5,000 sf. estate is located on Stratton Mountain within walking distance to the Stratton resort village, with multiple restaurants, shops, entertainment, and ski lifts. Artistic wood details, heated floors, a fitness center, sauna, and mudroom create a space perfect for adventurers. Plus, with 4 bedrooms, a chef’s kitchen with a handcrafted dining room table, and expansive patio, there’s room for everyone to relax and unwind after a day on the slopes. Enjoy the fantastic fireplace each evening with a glass of wine from your cellar and bar area, and finally feel at peace in your own mountainside paradise.

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Christiane Carroccio • TPW Real Estate
    Listing closed: 11/02/2018 12:00 AM • Source: New England Real Estate Network, MLS#: 4664083

    Recent comparable sales

    Median sold price

    $1,600,000

    Avg days on market

    207

    Sale-to-list ratio

    87.5%

    Winhall, VT

    9 comparable properties found

    $1,700,000 | 4 Stone House Road, Winhall, VT 05340
    1/38
    1

    $1,700,000

    Sold 11/22/24

    4
    Bedrooms
    4,777
    Square Feet
    1
    Acres
    $1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
    1/47
    2

    $1,270,000

    Sold 03/20/26

    4
    Bedrooms
    4,640
    Square Feet
    20.8
    Acres
    $1,665,000 | 14 Old Ridge Road, Winhall, VT 05340
    1/41
    3

    $1,665,000

    Sold 03/09/26

    4
    Bedrooms
    4,270
    Square Feet
    1
    Acres
    $1,150,000 | 35 Old Ridge Road, Winhall, VT 05340
    1/42
    4

    $1,150,000

    Sold 07/25/25

    4
    Bedrooms
    4,826
    Square Feet
    1
    Acres
    $1,300,000 | 33 Jamie Lane, Winhall, VT 05340
    1/52
    5

    $1,300,000

    Sold 08/25/25

    4
    Bedrooms
    4,541
    Square Feet
    11.96
    Acres
    $1,600,000 | 14 Stone House Road, Winhall, VT 05340
    1/59
    6

    $1,600,000

    Sold 12/19/25

    3
    Bedrooms
    4,312
    Square Feet
    1.1
    Acres
    $2,150,000 | 16 Hunter Ridge Road, Winhall, VT 05340
    1/56
    7

    $2,150,000

    Sold 02/12/26

    4
    Bedrooms
    5,000
    Square Feet
    2.66
    Acres
    $1,550,000 | 147 High Meadow Road, Unit 147, Winhall, VT 05340
    1/30
    8

    $1,550,000

    Sold 04/10/26

    5
    Bedrooms
    4,000
    Square Feet
    2.2
    Acres
    $1,603,000 | 143 Stratton Mountain Road, Winhall, VT 05340
    1/44
    9

    $1,603,000

    Sold 01/28/26

    5
    Bedrooms
    3,688
    Square Feet
    2.1
    Acres

    Location

    Add your commute

    Payment Calculator

    $8,128 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $7,105

    Property Taxes

    $1,023

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 50 Quarter Mile Road

    Property Details
    • Taxes: $12,271 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway
    • Zoning: Res
    Building Information
    • Stories: 2
    • Year Built: 1961
    • Lot Size: 0.74 AC / 32,234 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: Driving up Stratton access road, the last road before the resort is Quarter Mile, take left, house is on right at intersection of Quarter Mile and Maple Hill.
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 11
    • Zip: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10856
    • Tax - Gross Amount: $12,271.00
    • Tax Year: 2018
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: No
    • Driveway: Other
    Property
    Lot Information
    • Block: 3
    • Lot: 22
    • Lot - Sqft: 32234.0
    • Lot Size Acres: 0.74
    • Road Frontage Length: 400.0
    • Square Feet Apx Finished Above Grade: 5000.0
    • Square Feet Apx Finished AG Source: Other
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 5000.0
    • Square Feet Apx Total Finished: 5000.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 0.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • PreConstruction: No
    • Surveyed: No
    • Year Built: 1961
    Utilities
    • Electric Company: green mountain power
    • Fuel Company: cota and cota
    • Electric: 200 Amp, Circuit Breaker(s)
    • Sewer: Public
    • Utilities: Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Wood
    • Features - Exterior: Deck, Patio
    • Roads: Dirt, Public
    • Roof: Metal
    Interior Features
    • Appliances: Cooktop - Electric, Dishwasher, Dryer, Exhaust Hood, Microwave, Mini Fridge, Oven - Double, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete
    • Baths - Total: 5
    • Baths - Full: 4
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 8
    • Rooms: Level 1: Level 1: Mudroom, Level 1: Wine Cellar
    • Rooms: Level 2: Level 2: Dining Room, Level 2: Kitchen
    • Bedrooms - Total: 4
    • Equipment: Smoke Detector
    • Features - Interior: Bar, Cathedral Ceiling, Ceiling Fan, Dining Area, Fireplace - Wood, Hearth, Kitchen Island, Kitchen/Dining, Lighting - LED, Master BR w/ BA, Natural Light, Natural Woodwork, Sauna, Skylight, Laundry - 1st Floor
    • Flooring: Concrete, Slate/Stone, Wood
    • Heat Fuel: Oil
    • Heating: Radiant Floor
    • Cooling: None
    • Total Stories: 2
    Room Information
    Room 1
    • Room Level: 1
    • Room Type: Mudroom
    Room 2
    • Room Level: 1
    • Room Type: Wine Cellar
    Room 3
    • Room Level: 2
    • Room Type: Kitchen
    Room 4
    • Room Level: 2
    • Room Type: Dining Room

    Property History for 50 Quarter Mile Road

    DateEvent & SourcePriceAppreciation
    Nov 7, 2018

    Sold (Public Record)

    Public Record #634301618

    $1,375,000
    Nov 2, 2018

    Sold

    New England Real Estate Network #4664083

    $1,375,000
    Nov 1, 2018

    Pending

    New England Real Estate Network #4664083

    DateEvent & SourcePrice
    11/07/2018

    Sold (Public Record)

    Public Record #634301618

    $1,375,000
    11/02/2018

    Sold

    New England Real Estate Network #4664083

    $1,375,000
    11/01/2018

    Pending

    New England Real Estate Network #4664083

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

    Public Records for 50 Quarter Mile Road

    Taxable ValueLand$143,400Additions$693,100Total$836,500
    Tax Record2025$17,490 ($1,458 / month)
    Home Facts
    Beds4Baths4.5Total Finished SqFt3,090 SqFtAbove Grade Finished SqFt3,090 SqFtLot Size32,234 SqFtStyleSingle Family ResidenceYear Built1965Year Renovated1965CountyBENNINGTONAPN(245)00481

    Schools near 50 Quarter Mile Road

    Rating
    School
    Type
    Grades
    Distance
    Private - 7 to 12
    Private - K to 8
    Rating
    School
    Distance
    Stratton Mountain School
    Private7 to 12

    Mountain School At Winhall
    PrivateK to 8

    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

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 50 Quarter Mile Road, Winhall, VT 05340
    $1,375,000
    4
    5,000
    32,234
    $390,000
    4
    1,800
    47,480
    $530,000
    2
    2
    2,205
    63,162
    $420,000
    4
    3,000
    48,351
    3
    2
    1,200
    29,621
    $325,000
    3
    2
    1,792
    60,984

    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 TPW Real Estate

    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 09/13/2026 05:02 AM