Sold
Last Sold Price
$900,000
4 beds3,806 sqft

27 Old Ridge Rd, Winhall, VT 05340

Single FamilyProperty Type
1 acresLot Size
1989Year Built
$236/sq ftPrice per sq ft
2 carsParking Spaces

Description

Welcome to your dream retreat in the heart of High Meadow! This exceptional property offers the perfect blend of convenience and mountain living. Located just a shuttle ride away from the renowned Stratton Mountain, this home is a haven for outdoor enthusiasts. As you approach, the charming exterior welcomes you, hinting at the warmth that awaits within. The spacious deck, complete with a private hot tub, invites you to unwind and soak in the breathtaking views of the surrounding natural beauty....Welcome to your dream retreat in the heart of High Meadow! This exceptional property offers the perfect blend of convenience and mountain living. Located just a shuttle ride away from the renowned Stratton Mountain, this home is a haven for outdoor enthusiasts. As you approach, the charming exterior welcomes you, hinting at the warmth that awaits within. The spacious deck, complete with a private hot tub, invites you to unwind and soak in the breathtaking views of the surrounding natural beauty. Step inside, and you'll be captivated by the inviting ambiance of the living room. The cathedral ceiling creates an expansive and airy atmosphere, while the centerpiece is a stunning reclaimed red brick fireplace. Gather around the hearth, creating cherished memories with friends and family. This home boasts four bedrooms, three of which are en-suite, ensuring comfort and privacy for everyone. The generous and well-lit primary bedroom is a retreat, offering a sanctuary for relaxation. Convenience is key with a two-car garage, ensuring easy access and storage for all your outdoor gear. Additionally, the Stratton sports center bond is available for transfer. Don't miss the opportunity to make this High Meadow gem your own. This is more than a home; it's a lifestyle.

    Sold By Four Seasons Sotheby's Int'l Realty

    Listing closed: 03/28/2024 12:00 AM • Source: New England Real Estate Network, MLS#: 4983364
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    Recent comparable sales

    Median sold price

    $817,500

    Avg days on market

    126

    Sale-to-list ratio

    94.7%

    Winhall, VT

    9 comparable properties found

    $725,000 | 12 Stratton Ridge Road, Winhall, VT 05340
    1/39
    1

    $725,000

    Sold 10/02/26

    4
    Bedrooms
    3,520
    Square Feet
    2.39
    Acres
    $950,000 | 154 High Meadow Road, Unit C17, Winhall, VT 05340
    1/33
    2

    $950,000

    Sold 12/06/24

    4
    Bedrooms
    3,658
    Square Feet
    1
    Acres
    $817,500 | 53 Stratton View Road, Winhall, VT 05340
    1/61
    3

    $817,500

    Sold 12/13/24

    4
    Bedrooms
    3,772
    Square Feet
    2.95
    Acres
    $1,665,000 | 14 Old Ridge Road, Winhall, VT 05340
    1/41
    4

    $1,665,000

    Sold 03/09/26

    4
    Bedrooms
    4,270
    Square Feet
    1
    Acres
    $770,000 | 5 Stratton Ridge Road, Winhall, VT 05340
    1/29
    5

    $770,000

    Sold 07/18/25

    4
    Bedrooms
    3,676
    Square Feet
    1.2
    Acres
    $895,000 | 73 Cranberry Hill Road, Winhall, VT 05340
    1/32
    6

    $895,000

    Sold 12/12/25

    4
    Bedrooms
    2,658
    Square Feet
    1.27
    Acres
    $720,000 | 58 Todd Hill Road, Winhall, VT 05340
    1/37
    7

    $720,000

    Sold 10/21/25

    4
    Bedrooms
    2,389
    Square Feet
    1
    Acres
    $781,000 | 74 Pond View Road, Winhall, VT 05340
    1/45
    8

    $781,000

    Sold 08/03/26

    4
    Bedrooms
    2,980
    Square Feet
    Unavailable
    Acres
    $1,050,000 | 3 Linscott Road, Winhall, VT 05340
    1/53
    9

    $1,050,000

    Sold 06/05/26

    3
    Bedrooms
    4,279
    Square Feet
    1.1
    Acres

    Location

    Add your commute

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    Payment Calculator

    $5,867 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $4,805

    Property Taxes

    $1,063

    HOA Dues

    $0

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    Property Information for 27 Old Ridge Road

    Property Details

    • Taxes: $12,751 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: High Meadow
    • Parking: Attached
    • Zoning: res

    Building Information

    • Stories: 2
    • Year Built: 1989
    • Lot Size: 1.00 AC / 43,560 SF

    Summary

    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: Stratton Access Road to High Meadow - Left on Old Ridge - 27 will be on the left
    • Latitude: 43.131919000001005
    • Longitude: -72.896005000000002
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10670
    • Tax - Gross Amount: $12,751.36
    • Tax Year: 2024
    • 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: Gravel
    Virtual Tour

    Property

    Lot Information
    • Lot - Sqft: 43560.0
    • Lot Features: Ski Area, Wooded
    • Lot Size Acres: 1.0
    • Road Frontage Length: 190.0
    • Square Feet Apx Finished Above Grade: 3806.0
    • Square Feet Apx Finished AG Source: Assessor
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Assessor
    • Square Feet Apx Total: 3806.0
    • Square Feet Apx Total Finished: 3806.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Assessor
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Assessor
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Poured Concrete
    • PreConstruction: No
    • Resort: Yes
    • Surveyed: Yes
    • Year Built: 1989
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Public
    • Water Source: Public
    • Utilities: Cable, Gas - LP/Bottle, Telephone At Site
    • Internet: Fiber Optic Internt Avail, High Speed Intrnt -AtSite

    Interior and Exterior Features

    Exterior Features
    • Color: Red
    • Construction Materials: Wood Frame, Clapboard Exterior
    • Features - Exterior: Deck
    • Roads: Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Range - Electric, Refrigerator, Washer, Water Heater - Off Boiler
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Finished, Full, Walkout
    • 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: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bedroom
    • Rooms: Level 2: Level 2: Bedroom
    • Rooms: Level B: Level B: Bedroom, Level B: Family Room
    • Bedrooms - Total: 4
    • Features - Interior: Ceiling Fan, Dining Area, Fireplace - Wood, Fireplaces - 2, Furnished, Hot Tub, Primary BR w/ BA, Vaulted Ceiling
    • Flooring: Carpet, Hardwood, Tile
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard
    • Cooling: None
    • Total Stories: 2

    Room Information

    Room 1
    • Room Dimensions: 12x14
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 12x20
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 20x26
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 19x24
    • Room Level: Basement
    • Room Type: Family Room
    Room 5
    • Room Dimensions: 14x19
    • Room Level: 1
    • Room Type: Primary Bedroom
    Room 6
    • Room Dimensions: 13x13
    • Room Level: Basement
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 14x14
    • Room Level: Basement
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 16x20
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 27 Old Ridge Road

    DateEvent & SourcePriceAppreciation
    Mar 28, 2024

    Sold (Public Record)

    Public Record #1529866122

    $900,000

    +2.9% / yr

    Mar 28, 2024

    Sold

    New England Real Estate Network #4983364

    $900,000
    —
    Mar 28, 2024

    Pending

    New England Real Estate Network #4983364

    —
    —
    DateEvent & SourcePrice
    03/28/2024

    Sold (Public Record)

    Public Record #1529866122

    $900,000

    +2.9% / yr

    03/28/2024

    Sold

    New England Real Estate Network #4983364

    $900,000
    03/28/2024

    Pending

    New England Real Estate Network #4983364

    —

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

    Public Records for 27 Old Ridge Road

    Taxable Value

    Land

    $160,000

    Additions

    $369,300
    Total$529,300

    Tax Record

    2025

    $11,067 ($922 / month)

    Home Facts

    Beds

    2

    Baths

    2.5

    Total Finished SqFt

    2,479 SqFt

    Above Grade Finished SqFt

    2,479 SqFt

    Unfinished Basement SqFt

    1,207 SqFt

    Lot Size

    43,560 SqFt

    Style

    Single Family Residence

    Year Built

    1989

    Year Renovated

    1989

    County

    BENNINGTON

    APN

    (245)84228

    Schools near 27 Old Ridge 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: 27 Old Ridge Road, Winhall, VT 05340
    $900,000
    4
    3,806
    43,560
    $319,000
    4
    1,932
    43,560
    $2,390,500
    6
    9,400
    174,240
    $275,000
    –
    –
    –
    477,853
    $200,000
    –
    –
    –
    440,391
    $760,000
    4
    3,166
    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 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 10/22/2026 12:59 PM