14 Old Ridge Road

Closed 3/9/26Virtual Tour
Closed 3/9/26Virtual Tour
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Gallery Image 31
Gallery Image 32
Gallery Image 33
Gallery Image 34
Gallery Image 35
Gallery Image 36
Gallery Image 37
Gallery Image 38
Gallery Image 39
Gallery Image 40
Sold
Last Sold Price
$1,665,000
4 beds4,270 sqft

14 Old Ridge Rd, Winhall, VT 05340

Single FamilyProperty Type
1 acresLot Size
1986Year Built
$390/sq ftPrice per sq ft
2 carsParking Spaces

Description

This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is all new, inside and out, including new furniture. The lighted driveway is a welcome entry on a snowy night....This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is all new, inside and out, including new furniture. The lighted driveway is a welcome entry on a snowy night. The entry foyer opens to the expansive living room with stone fireplace and kitchen/dining area. Massive kitchen island is the heart of this home. Bosch appliances in kitchen, including gas range with pot filler. The ample pantry storage and bar create dedicated spaces for an organized kitchen. Ride the shuttle bus home from the mountain and apres ski on the sunny deck. The game room is also on the main floor, a second living room, and cozy space for movie night. Bedrooms are oversized in this home. The primary suite has views of the mountain, and a luxury bathroom with heated floor. The mini-suite is a second en suite bedroom with double vanity and curbless walk-in shower. Two additional bedrooms access the hallway bathroom. A loft space with ladder adds intrigue. The two-car attached garage has direct entry to the mudroom and laundry room. This newly renovated home is ready for you with all new furniture. Watch the Stratton fire works display from your living room this season!

    Sold By Michael England Real Estate

    • Listed by: Christiane Carroccio • TPW Real Estate
    Listing closed: 03/09/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 4988110
    See It First™ on Compass

    Find homes before they're listed on other real estate sites.

    Start your search

    Recent comparable sales

    Median sold price

    $1,550,000

    Avg days on market

    113

    Sale-to-list ratio

    92.4%

    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

    4 Stone House Road, Winhall, VT 05340

    $1,300,000 | 33 Jamie Lane, Winhall, VT 05340
    1/52
    2

    $1,300,000

    Sold 08/25/25

    4
    Bedrooms
    4,541
    Square Feet
    11.96
    Acres

    33 Jamie Lane, Winhall, VT 05340

    $1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
    1/47
    3

    $1,270,000

    Sold 03/20/26

    4
    Bedrooms
    4,640
    Square Feet
    20.8
    Acres

    33 Forest Haunts Road, Winhall, VT 05343

    $1,550,000 | 147 High Meadow Road, Unit 147, Winhall, VT 05340
    1/30
    4

    $1,550,000

    Sold 04/10/26

    5
    Bedrooms
    4,000
    Square Feet
    2.2
    Acres

    147 High Meadow Road, Unit 147, Winhall, VT 05340

    $1,600,000 | 14 Stone House Road, Winhall, VT 05340
    1/59
    5

    $1,600,000

    Sold 12/19/25

    3
    Bedrooms
    4,312
    Square Feet
    1.1
    Acres

    14 Stone House Road, Winhall, VT 05340

    $950,000 | 154 High Meadow Road, Unit C17, Winhall, VT 05340
    1/33
    6

    $950,000

    Sold 12/06/24

    4
    Bedrooms
    3,658
    Square Feet
    1
    Acres

    154 High Meadow Road, Unit C17, Winhall, VT 05340

    $725,000 | 12 Stratton Ridge Road, Winhall, VT 05340
    1/39
    7

    $725,000

    Sold 10/02/26

    4
    Bedrooms
    3,520
    Square Feet
    2.39
    Acres

    12 Stratton Ridge Road, Winhall, VT 05340

    $1,603,000 | 143 Stratton Mountain Road, Winhall, VT 05340
    1/44
    8

    $1,603,000

    Sold 01/28/26

    5
    Bedrooms
    3,688
    Square Feet
    2.1
    Acres

    143 Stratton Mountain Road, Winhall, VT 05340

    $2,150,000 | 16 Hunter Ridge Road, Winhall, VT 05340
    1/56
    9

    $2,150,000

    Sold 02/12/26

    4
    Bedrooms
    5,000
    Square Feet
    2.66
    Acres

    16 Hunter Ridge Road, Winhall, VT 05340

    Get preapproved with Rocket Mortgage1

    Location

    Add your commute

    Virtual Tour

    Payment Calculator

    Get preapproved with Rocket Mortgage1

    $10,334 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $8,889

    Property Taxes

    $1,446

    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 14 Old Ridge Road

    Property Details

    • Taxes: $17,346 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Zoning: Res

    Building Information

    • Stories: 2
    • Year Built: 1986
    • 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 neighborhood. Left on Old Ridge Road, #14 is on the right.
    • Latitude: 43.130765000000999
    • Longitude: -72.898287999999994
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05340
    Taxes and HOA Information
    • SPAN Number: 77124510442
    • Tax Year: 2023
    • Taxes TBD: Yes
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel

    Property

    Lot Information
    • Lot Features: Mountain View, Trail/Near Trail
    • Lot Size Acres: 1.0
    • Road Frontage Length: 158.0
    • Total Finished Area: 4270.0
    • Above Grade Finished Area: 4270.0
    • Above Grade Finished Area Source: Assessor
    • Above Grade Unfinished Area: 0.0
    • Below Grade Finished Area: 0.0
    • Below Grade Unfinished Area: 0.0
    • Lot Size Square Feet: 43560.0
    • Total Area: 4270.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1986
    • High School: Choice
    • Middle/Jr School: Choice
    • Elementary School: Choice
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Community
    • Water Source: Community
    • Utilities: Other
    • Internet: High Speed Intrnt Avail

    Interior and Exterior Features

    Exterior Features
    • Color: Charcoal
    • Construction Materials: Wood Frame, Wood Exterior
    • Roof: Other Shingle
    Interior Features
    • Basement: No
    • Flooring: Tile, Wood
    • Heating: Propane, Baseboard
    • Cooling: None
    • Total Stories: 2
    • Rooms Total: 8
    • Bathrooms Full: 4
    • Bathrooms Half: 0
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 0
    • Bedrooms Total: 4
    • Bathrooms Total: 4

    Property History for 14 Old Ridge Road

    DateEvent & SourcePriceAppreciation
    Mar 9, 2026

    Sold (Public Record)

    Public Record #1933484679

    $1,665,000

    +44.5% / yr

    Mar 9, 2026

    Sold

    New England Real Estate Network #4988110

    $1,665,000
    		—
    Mar 9, 2026

    Pending

    New England Real Estate Network #4988110

    —
    		—
    DateEvent & SourcePrice
    03/09/2026

    Sold (Public Record)

    Public Record #1933484679

    $1,665,000

    +44.5% / yr

    03/09/2026

    Sold

    New England Real Estate Network #4988110

    $1,665,000
    03/09/2026

    Pending

    New England Real Estate Network #4988110

    —

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

    Public Records for 14 Old Ridge Road

    Taxable Value

    Land

    $200,000

    Additions

    $520,000
    Total$720,000

    Tax Record

    2025

    $15,054 ($1,254 / month)

    Home Facts

    Beds

    4

    Baths

    3

    Total Finished SqFt

    4,270 SqFt

    Above Grade Finished SqFt

    4,270 SqFt

    Lot Size

    43,560 SqFt

    Style

    Single Family Residence

    Year Built

    1986

    Year Renovated

    1986

    County

    BENNINGTON

    APN

    (245)84178

    Schools near 14 Old Ridge Road

    Rating
    School
    Type
    Grades
    Distance
    Mountain School At Winhall
    		Private - K to 8
    Stratton Mountain School
    		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.

    Similar Homes

    New listings in 05340

    $2,399,000 | 33 Stone Lodge Road, Winhall, VT 05340
    1/58
    Virtual Tour

    $2,399,000

    4
    Bedrooms
    4,536
    Square Feet
    2.5
    Acres

    33 Stone Lodge Road, Winhall, VT 05340

    $1,200,000 | 109 Winhall Hollow Road, Winhall, VT 05340
    1/31
    Listed By Sotheby's International RealtyVirtual Tour

    $1,200,000

    Unavailable
    Bedrooms
    950
    Square Feet
    23.5
    Acres

    109 Winhall Hollow Road, Winhall, VT 05340

    $2,500,000 | 59 Garden Loop Road, Winhall, VT 05340
    1/60
    Virtual Tour

    $2,500,000

    4
    Bedrooms
    3,762
    Square Feet
    3.43
    Acres

    59 Garden Loop Road, Winhall, VT 05340

    $1,160,000 | 82 North Brookwood Road, Stratton, VT 05340
    1/59
    Active Under Contract

    $1,160,000

    5
    Bedrooms
    3,664
    Square Feet
    1.57
    Acres

    82 North Brookwood Road, Stratton, VT 05340

    $1,130,000 | 153 High Meadow Road, Winhall, VT 05340
    1/47

    $1,130,000

    4
    Bedrooms
    3,357
    Square Feet
    1.2
    Acres

    153 High Meadow Road, Winhall, VT 05340

    $1,100,000 | 6 Old Ridge Road, Winhall, VT 05340
    1/53

    $1,100,000

    5
    Bedrooms
    4,453
    Square Feet
    1
    Acres

    6 Old Ridge Road, Winhall, VT 05340

    $1,895,000 | 27 Mountain View Road, Winhall, VT 05340
    1/54
    Virtual Tour

    $1,895,000

    6
    Bedrooms
    5,896
    Square Feet
    1.49
    Acres

    27 Mountain View Road, Winhall, VT 05340

    $605,000 | 1 Beaver Street, Winhall, VT 05340
    1/38

    $605,000

    3
    Bedrooms
    2,288
    Square Feet
    1.05
    Acres

    1 Beaver Street, Winhall, VT 05340

    $750,000 | C-4 C-4 Ridge Road, Unit C4, Winhall, VT 05340
    1/26
    Listed By Sotheby's International Realty

    $750,000

    3
    Bedrooms
    2,598
    Square Feet

    C-4 C-4 Ridge Road, Unit C4, Winhall, VT 05340

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 14 Old Ridge Road, Winhall, VT 05340
    $1,665,000
    4
    4,270
    43,560
    12 Old Ridge Road, Winhall, VT 05340
    $857,000
    6
    4,837
    43,560
    18 Old Ridge Road, Winhall, VT 05340
    $1,300,000
    5
    3,662
    43,560
    621 Old Ridge Road, Winhall, VT 05340
    $630,000
    5
    4,200
    43,560
    13 Old Ridge Road, Winhall, VT 05340
    $855,000
    4
    3,671
    43,560
    637 Old Ridge Road, Winhall, VT 05340
    $365,000
    5
    3,500
    43,560

    Explore Nearby Homes

    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 10/21/2026 03:26 AM