Sold
Last Sold Price
4 beds3,245 sqft
30 Deeryard Rd, Winhall, VT 05340
Single FamilyProperty Type
5.27 acresLot Size
1984Year Built
$123/sq ftPrice per sq ft
2 carsParking Spaces

Description

Stratton Mountain dominates the view from this custom-built post and beam home, designed by an acclaimed local architect. Four bedrooms and three baths include a jetted tub in the master suite, overlooking Vermont¢s majestic peaks. Sunlight streams through south-facing walls of glass; tradition meets mod where weighty timbers join for contemporary angles and cathedral ceilings. An open floor plan and family room allow for plenty of space. The kitchen flows easily into a spacious living room, wood-burning...Stratton Mountain dominates the view from this custom-built post and beam home, designed by an acclaimed local architect. Four bedrooms and three baths include a jetted tub in the master suite, overlooking Vermont¢s majestic peaks. Sunlight streams through south-facing walls of glass; tradition meets mod where weighty timbers join for contemporary angles and cathedral ceilings. An open floor plan and family room allow for plenty of space. The kitchen flows easily into a spacious living room, wood-burning hearth, and two decks - perfect for entertaining. A detached two-car garage complements the intriguing house design. Located on five acres at the close of a cul-de-sac, this luxurious haven is bounded by the Green Mountain National Forest and sited just minutes from Bromley and Stratton VT Mountain Resorts. Enjoy hiking and biking; take on skiing and snowshoeing in winter. A captivating home where the past blends seamlessly with the future.

    Sold By TPW Real Estate

    • Listed by: Timothy Apps • Four Seasons Sotheby's Int'l Realty
    Listing closed: 05/02/2016 12:00 AM • Source: New England Real Estate Network, MLS#: 4258802

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    Recent comparable sales

    Median sold price

    $799,000

    Avg days on market

    37

    Sale-to-list ratio

    96.6%

    Winhall, VT

    9 comparable properties found

    $850,000 | 36 Rd To Millbrook, Winhall, VT 05340
    1/41
    1

    $850,000

    Sold 04/04/25

    4
    Bedrooms
    3,119
    Square Feet
    5.28
    Acres
    $799,000 | 63 Raspberry Hill Road, Winhall, VT 05340
    1/36
    2

    $799,000

    Sold 07/17/26

    4
    Bedrooms
    3,078
    Square Feet
    1.5
    Acres
    $500,000 | 374 Winhall Hollow Road, Winhall, VT 05340
    1/21
    3

    $500,000

    Sold 11/26/25

    4
    Bedrooms
    1,920
    Square Feet
    9.5
    Acres
    $1,600,113 | 264 French Hollow Road, Winhall, VT 05340
    1/2
    4

    $1,600,113

    Sold 05/22/26

    4
    Bedrooms
    2,813
    Square Feet
    10.54
    Acres
    $1,299,000 | 279 French Hollow Road, Winhall, VT 05340
    1/55
    5

    $1,299,000

    Sold 09/15/26

    4
    Bedrooms
    3,644
    Square Feet
    5.02
    Acres
    $469,000 | 32 Aspen Lane, Winhall, VT 05340
    1/33
    6

    $469,000

    Sold 08/17/26

    4
    Bedrooms
    1,460
    Square Feet
    0.47
    Acres
    $817,500 | 53 Stratton View Road, Winhall, VT 05340
    1/61
    7

    $817,500

    Sold 12/13/24

    4
    Bedrooms
    3,772
    Square Feet
    2.95
    Acres
    $770,000 | 5 Stratton Ridge Road, Winhall, VT 05340
    1/29
    8

    $770,000

    Sold 07/18/25

    4
    Bedrooms
    3,676
    Square Feet
    1.2
    Acres
    $350,000 | 44 Lake Road, Winhall, VT 05340
    1/33
    9

    $350,000

    Sold 03/20/26

    5
    Bedrooms
    2,303
    Square Feet
    2.64
    Acres

    Location

    Add your commute

    Payment Calculator

    $2,911 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $2,135

    Property Taxes

    $776

    HOA Dues

    $0

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    Property Information for 30 Deeryard Road

    Property Details
    • Taxes: $9,312 / year
    • MLS Type: Residential / Single Family
    • Development / Subdivision: Midlands
    • Zoning: res
    Building Information
    • Stories: 2
    • Year Built: 1984
    • Lot Size: 5.27 AC / 229,561 SF
    Summary
    Location and General Information
    • Area Description: Adjoins St/Nat'l Forest, Rural
    • City: Winhall
    • County: VT-Bennington
    • Directions: From Winhall - Winhall Hollow Rd to right on French Hollow Rd - Left on Derryard - Follow Deeryard to end - Driveway stratight at end of cul du sac.
    • Latitude: 43.174999896656
    • Longitude: -72.890918970108
    • Road Frontage: Yes
    • Seasonal: Unknown
    • State: VT
    • Zip: 05340
    Taxes and HOA Information
    • SPAN Number: 77124512167
    • Tax - Gross Amount: $9,311.51
    • Tax Year: 2014
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt
    Property
    Lot Information
    • Lot - Sqft: 229561.0
    • Lot Size Acres: 5.27
    • Road Frontage Length: 144.0
    • Square Feet Apx Finished Above Grade: 3245.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Tot Below Grade: 0.0
    • Square Feet Apx Total Finished: 3245.0
    • Water Frontage Length: 0.0
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Concrete
    • Resort: Yes
    • ROW - Length: 1000
    • ROW - Parcel Access: Yes
    • ROW - Width: 50
    • Surveyed: Yes
    • Year Built: 1984
    Utilities
    • Electric: Circuit Breaker(s), Generator
    • Sewer: Mound, Septic
    Interior and Exterior Features
    Exterior Features
    • Color: Blue
    • Features - Exterior: Deck
    • Roads: Cul-de-Sac, Dirt
    • Roof: Shingle - Wood
    Interior Features
    • Appliances: Cooktop - Gas, Dishwasher, Dryer, Microwave, Range - Electric, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Finished
    • Baths - Total: 3
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 10
    • Bedrooms - Total: 4
    • Equipment: Satellite Dish, Smoke Detector
    • Features - Interior: Dining Area, Fireplace - Wood, Fireplaces - 1, Hot Tub, Kitchen Island, Kitchen/Dining, Master BR w/ BA, Laundry - 1st Floor
    • Flooring: Carpet
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard, Stove - Wood
    • Total Stories: 2.5
    Room Information
    Room 1
    • Room Dimensions: 12 x 13
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 9 x 13
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 11 x 24
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 16 x 22
    • Room Level: Basement
    • Room Type: Family Room
    Room 5
    • Room Dimensions: 6 x 9
    • Room Level: 2
    • Room Type: Office/Study
    Room 6
    • Room Dimensions: 10 x 17
    • Room Level: Basement
    • Room Type: Utility Room
    Room 7
    • Room Dimensions: 11 x 16
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 11 x 12
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 10 x 13
    • Room Level: Basement
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 12 x 13
    • Room Level: Basement
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 8 x 9
    • Room Level: 3
    • Room Type: Other

    Property History for 30 Deeryard Road

    DateEvent & SourcePriceAppreciation
    May 9, 2016

    Sold (Public Record)

    Public Record #570935334

    $400,000—
    May 2, 2016

    Sold

    New England Real Estate Network #4258802

    $400,000—
    Apr 26, 2016

    Pending

    New England Real Estate Network #4258802

    —
    DateEvent & SourcePrice
    05/09/2016

    Sold (Public Record)

    Public Record #570935334

    $400,000
    05/02/2016

    Sold

    New England Real Estate Network #4258802

    $400,000
    04/26/2016

    Pending

    New England Real Estate Network #4258802

    —

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

    Public Records for 30 Deeryard Road

    Taxable ValueLand$261,400Additions$138,600Total$400,000
    Tax Record2025$8,364 ($697 / month)
    Home Facts
    Beds2Baths2Total Finished SqFt2,291 SqFtAbove Grade Finished SqFt2,291 SqFtUnfinished Basement SqFt136 SqFtLot Size229,561 SqFtStyleSingle Family ResidenceYear Built1983Year Renovated1983CountyBENNINGTONAPN(245)00443

    Schools near 30 Deeryard Road

    Rating
    School
    Type
    Grades
    Distance
    Private - K to 8
    Rating
    School
    Distance
    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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    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 09/25/2026 03:29 PM