Sold
Last Sold Price
4 beds2,541 sqft$354/sqft
157 High Meadow Rd, Winhall, VT 05340
Single FamilyProperty Type
1.4 acresLot Size
1996Year Built
$354/sq ftPrice per sq ft
$245 / quarterHOA Fees
2 carsParking Spaces

Description

A true Vermont retreat, the views at this High Meadow property that sits high on a hill will take your breath away and flood your new home with natural light so you can take in all the beauty that Stratton has to offer. The grand entrance with its cathedral ceilings draws you in and invites you to stay awhile in front of the floor-to-ceiling fireplace in the spacious living room where you have the opportunity to both relax with ample seating or play a round of pool if you haven’t fully satisfied...A true Vermont retreat, the views at this High Meadow property that sits high on a hill will take your breath away and flood your new home with natural light so you can take in all the beauty that Stratton has to offer. The grand entrance with its cathedral ceilings draws you in and invites you to stay awhile in front of the floor-to-ceiling fireplace in the spacious living room where you have the opportunity to both relax with ample seating or play a round of pool if you haven’t fully satisfied your competitive side on the slopes. When the weather turns warm, meander out to your patio to see if you can catch a glimpse of Vermont wildlife or to just soak up the sun. A 2-car attached garage and generous mudroom will give you plenty of space to store your gear, and the four bedrooms will provide a needed respite for family and friends from all the outdoor activities that are wonderfully close at hand including a golf course, biking trails, and fabulous dining in the village. During the ski season, a community shuttle is provided to deliver you quickly to the mountain after a hearty breakfast in your updated kitchen. Seize the day and this rare opportunity to purchase a home in prestigious High Meadow. It’s time to sit back and enjoy the view. This property has a Stratton Sports Center bond that can transfer at time of property transfer to the new owners with purchasers paying Stratton‘s transfer fee.

    Sold By Bean Group / Vermont

    • Listed by: Carrie Mathews • William Raveis Winhall
    Listing closed: 08/07/2023 12:00 AM • Source: New England Real Estate Network, MLS#: 4947135

    Recent comparable sales

    Median sold price

    $825,000

    Avg days on market

    69

    Sale-to-list ratio

    96.3%

    Winhall, VT

    9 comparable properties found

    $777,500 | 34 Mountain View Road, Winhall, VT 05340
    1/38
    1

    $777,500

    Sold 06/01/26

    4
    Bedrooms
    2,500
    Square Feet
    2.33
    Acres
    $799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
    1/38
    2

    $799,000

    Sold 06/26/26

    4
    Bedrooms
    2,797
    Square Feet
    1.1
    Acres
    $941,000 | 104 High Meadow Road, Winhall, VT 05340
    1/57
    3

    $941,000

    Sold 05/13/26

    4
    Bedrooms
    2,068
    Square Feet
    1.1
    Acres
    $1,000,000 | 19 Roundtree Road, Winhall, VT 05340
    1/41
    4

    $1,000,000

    Sold 02/24/26

    4
    Bedrooms
    3,086
    Square Feet
    1.45
    Acres
    $710,000 | 2 Corner Rock Road, Winhall, VT 05340
    1/34
    5

    $710,000

    Sold 08/24/26

    4
    Bedrooms
    2,128
    Square Feet
    0.85
    Acres
    $960,000 | 17 Roundtree Road, Winhall, VT 05340
    1/37
    6

    $960,000

    Sold 05/22/26

    4
    Bedrooms
    2,280
    Square Feet
    1.42
    Acres
    $825,000 | Cobble Ridge Road, Unit D2, Winhall, VT 05340
    1/26
    7

    $825,000

    Sold 03/14/25

    4
    Bedrooms
    2,317
    Square Feet
    Unavailable
    Acres
    $849,000 | 7 North Brookwood Road, Winhall, VT 05340
    1/46
    8

    $849,000

    Sold 12/04/25

    4
    Bedrooms
    2,028
    Square Feet
    0.89
    Acres
    $702,000 | 86 Benson Fuller Drive, Winhall, VT 05340
    1/44
    9

    $702,000

    Sold 10/24/25

    4
    Bedrooms
    2,040
    Square Feet
    1
    Acres

    Location

    Add your commute

    Payment Calculator

    $5,565 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $4,575

    Property Taxes

    $808

    HOA Dues

    $182

    The Payment Calculator is for illustrative purposes only.

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    Rocket Mortgage1

    Property Information for 157 High Meadow Road

    Property Details
    • Taxes: $9,701 / year
    • Condo/Co-op Fees: $1,209 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: High Meadow
    • Zoning: Res
    Building Information
    • Stories: 3
    • Year Built: 1996
    • Lot Size: 1.40 AC / 60,984 SF
    Summary
    Location and General Information
    • Area Description: Mountain, Near Golf Course, Near Shopping, Near Skiing
    • City: Winhall
    • County: VT-Bennington
    • Directions: Take the Stratton Mountain Access Roud for 2.1m and make a left on Summit View then, at the T make a R onto High Meadow Way. Bear left to stay on High Meadow Way and 157 will be on your right (1st driveway after Sunset Ridge Rd)
    • Latitude: 43.128527093496210
    • Longitude: -72.889221932540892
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05340
    Taxes and HOA Information
    • Fee: $245.00
    • Fee 2: $1,209.00
    • Fee 2 Frequency: Yearly
    • Fee Frequency: Quarterly
    • Fee Includes: Sewer, Water
    • SPAN Number: 771-245-11904
    • Tax - Gross Amount: $9,701.40
    • Tax Year: 2022
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Bennington/Rutland
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt, Gravel
    Property
    Lot Information
    • Lot - Sqft: 60984.0
    • Lot Size Acres: 1.4
    • Road Frontage Length: 150.0
    • Square Feet Apx Finished Above Grade: 2541.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 3794.0
    • Square Feet Apx Total Finished: 2541.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 1253.0
    • 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
    • Resort: Yes
    • Surveyed: Unknown
    • Year Built: 1996
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Community
    • Utilities: Cable, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Grey
    • Association Amenities: Other
    • Features - Exterior: Patio
    • Roads: Dirt, Gravel
    • Roof: Metal, Shingle
    Interior Features
    • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Stove - Electric
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete, Full, Stairs - Interior, Unfinished, Interior Access
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 9
    • Bedrooms - Total: 4
    • Equipment: Smoke Detector
    • Features - Interior: Central Vacuum, Cathedral Ceiling, Ceiling Fan, Fireplace - Wood, Fireplaces - 1, Furnished, Kitchen/Dining, Living/Dining, Primary BR w/ BA, Natural Light, Laundry - 1st Floor
    • Flooring: Carpet, Tile, Wood
    • Heat Fuel: Oil
    • Heating: Baseboard
    • Cooling: None
    • Total Stories: 3

    Property History for 157 High Meadow Road

    DateEvent & SourcePriceAppreciation
    Aug 7, 2023

    Sold (Public Record)

    Public Record #1517136105

    $900,000
    Aug 7, 2023

    Sold

    New England Real Estate Network #4947135

    $900,000
    May 19, 2023

    Pending

    New England Real Estate Network #4947135

    DateEvent & SourcePrice
    08/07/2023

    Sold (Public Record)

    Public Record #1517136105

    $900,000
    08/07/2023

    Sold

    New England Real Estate Network #4947135

    $900,000
    05/19/2023

    Pending

    New England Real Estate Network #4947135

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

    Public Records for 157 High Meadow Road

    Taxable ValueLand$264,000Additions$289,300Total$553,300
    Tax Record2025$11,569 ($964 / month)
    Home Facts
    Beds4Baths2.5Total Finished SqFt2,541 SqFtAbove Grade Finished SqFt2,541 SqFtStories1Lot Size60,984 SqFtStyleSingle Family ResidenceYear Built1996Year Renovated1996CountyBENNINGTONAPN(245)84197

    Schools near 157 High Meadow Road

    Rating
    School
    Type
    Grades
    Distance
    Private - K to 8
    Private - 7 to 12
    Rating
    School
    Distance
    Mountain School At Winhall
    PrivateK to 8

    Stratton Mountain School
    Private7 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

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 157 High Meadow Road, Winhall, VT 05340
    $900,000
    4
    2,541
    60,984
    5
    5
    4,967
    52,272
    $95,000
    84,070
    $265,000
    60,417
    $1,075,000
    4
    4,500
    52,272
    $320,000
    43,560

    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 William Raveis Winhall

    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 09/06/2026 04:07 PM