387 Benedict Road

Closed 8/12/22
Closed 8/12/22
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Sold
Last Sold Price
$6,400,000
9 beds6,980 sqft$917/sqft
387 Benedict Rd, Woodstock, VT 05071
Single FamilyProperty Type
82.5 acresLot Size
2002Year Built
$917/sq ftPrice per sq ft
3 carsParking Spaces

Description

One of the most perfectly designed and constructed brick Georgian Revival residences in New England ­ located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, additions and renovations in 2021. Unparalleled construction quality and attention to detail. And the property has been meticulously manicured and maintained. The 6,900 sf main residence combines a formal elegance...One of the most perfectly designed and constructed brick Georgian Revival residences in New England ­ located on a prestigious South Woodstock hilltop on 82.5 acres, with beautiful panoramic views of the surrounding hills and offering absolute privacy. Construction was completed in 2002, additions and renovations in 2021. Unparalleled construction quality and attention to detail. And the property has been meticulously manicured and maintained. The 6,900 sf main residence combines a formal elegance with a beautiful Vermont hilltop setting. The residence features four fireplaces, expansive living and dining rooms, a butternut paneled library, den, continuous flow swimming pool, three­story elevator and a large, beautifully appointed gourmet kitchen with adjoining pantry. The master bedroom with fireplace features two dressing rooms and two bathrooms. Three other guest bedrooms are elegantly appointed with en suite baths. Nearby is a guest house with it's own dining and living rooms, and two bedrooms. The property also includes a newly constructed studio building with radiant heated floor, monitor barn windowed-roof, loft and bath. A very large and stunning new greenhouse is attached to the kitchen/mudroom areas. The pastoral setting, woodlands with over one mile of trails, and beautifully landscaped and manicured land component affords this property a distinctive pedigree. Located near the Village of Woodstock in an area of other substantial properties.

    Sold By Snyder Donegan Real Estate Group

    • Listed by: John Snyder • Snyder Donegan Real Estate Group
    Listing closed: 08/12/2022 12:00 AM • Source: New England Real Estate Network, MLS#: 4925277

    Recent comparable sales

    Median sold price

    $1,635,000

    Avg days on market

    90

    Sale-to-list ratio

    90.5%

    Woodstock, VT

    9 comparable properties found

    $3,350,000 | 486 Benedict Road, Woodstock, VT 05071
    1/41
    1

    $3,350,000

    Sold 11/22/24

    6
    Bedrooms
    6,040
    Square Feet
    38.93
    Acres

    486 Benedict Road, Woodstock, VT 05071

    $875,000 | 1107 Cousins Road, Woodstock, GA 30188
    2

    $875,000

    Sold 03/06/25

    9
    Bedrooms
    Unavailable
    Square Feet
    0.35
    Acres

    1107 Cousins Road, Woodstock, GA 30188

    $1,635,000 | 108 Gardenia Trail, Woodstock, GA 30188
    3

    $1,635,000

    Sold 11/01/24

    7
    Bedrooms
    6,203
    Square Feet
    1.47
    Acres

    108 Gardenia Trail, Woodstock, GA 30188

    4

    $650,000

    Sold 05/26/25

    10
    Bedrooms
    8
    Bathrooms
    5,510
    Square Feet
    0.6
    Acres

    921 Sunset Ridge Drive, Woodstock, IL 60098

    $1,175,000 | 109 Windfields Lane, Woodstock, GA 30188
    5

    $1,175,000

    Sold 10/29/24

    6
    Bedrooms
    7,194
    Square Feet
    0.36
    Acres

    109 Windfields Lane, Woodstock, GA 30188

    $2,850,000 | 2055 Church Hill Road, Woodstock, VT 05091
    1/2
    6

    $2,850,000

    Sold 12/16/24

    5
    Bedrooms
    6,403
    Square Feet
    74.65
    Acres

    2055 Church Hill Road, Woodstock, VT 05091

    $1,750,000 | 3023 Golf Crest Lane, Woodstock, GA 30189
    7

    $1,750,000

    Sold 04/25/25

    5
    Bedrooms
    11,297
    Square Feet
    0.35
    Acres

    3023 Golf Crest Lane, Woodstock, GA 30189

    $1,125,000 | 1066 Fairway Valley Drive, Woodstock, GA 30189
    8

    $1,125,000

    Sold 08/29/25

    8
    Bedrooms
    6,530
    Square Feet
    0.78
    Acres

    1066 Fairway Valley Drive, Woodstock, GA 30189

    9

    $2,000,000

    Sold 05/13/26

    7
    Bedrooms
    7.5
    Bathrooms
    10,714
    Square Feet
    29.96
    Acres

    818 Arnold Mill Road, Woodstock, GA 30188

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    $38,310 per month

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    Principal and Interest

    $32,530

    Property Taxes

    $5,780

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    Property Information for 387 Benedict Road

    Property Details
    • Taxes: $69,357 / year
    • MLS Type: Residential / Single Family
    • County: Windsor County
    • Zoning: Res
    Building Information
    • Stories: 3
    • Year Built: 2002
    • Lot Size: 82.50 AC / 3,593,700 SF
    Summary
    Location and General Information
    • City: Woodstock
    • County: VT-Windsor
    • Latitude: 43.560981254470050
    • Longitude: -72.555880763229368
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip Code: 05071
    Taxes and HOA Information
    • SPAN Number: 786-­250­-10134
    • Tax - Gross Amount: $69,357.00
    • Tax Year: 2022
    • Taxes TBD: No
    School Information
    • School - High: Woodstock Senior UHSD #4
    • School - District: Woodstock School District
    • School - Elementary: Woodstock Elementary School
    • School - Middle/Jr: Woodstock Union Middle Sch
    Parking
    • Garage: Yes
    • Garage Capacity: 3.00
    • Driveway: Brick/Pavers, Circular, Gravel
    Property
    Lot Information
    • Lot - Sqft: 3593700.0
    • Lot Size Acres: 82.5
    • Road Frontage Length: 520.0
    • Square Feet Apx Finished Above Grade: 6980.0
    • Square Feet Apx Finished AG Source: Measured
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Total: 9685.0
    • Square Feet Apx Total Finished: 6980.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 2705.0
    • Square Feet Apx Unfinished BG Source: Measured
    Property and Assessments
    • Assessment Amount: $3,420,900
    • Assessment Year: 2022
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: No
    • Flood Zone: No
    • Foundation: Concrete, Slab - Concrete
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 2002
    Utilities
    • Electric: 200 Amp
    • Sewer: Private
    • Utilities: Internet - Fiber Optic, Phone
    Interior and Exterior Features
    Exterior Features
    • Color: Brick Red
    • Features - Exterior: Guest House, Patio, Porch - Covered, Porch - Screened, Greenhouse
    • Roads: Gravel, Public
    • Roof: Membrane, Shingle - Wood, Slate
    Interior Features
    • Appliances: Cooktop - Gas, Dishwasher, Dryer, Ice Maker-Stand Alone, Oven - Double, Refrigerator, Trash Compactor, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete Floor, Insulated, Unfinished
    • Baths - Total: 9
    • Baths - Full: 6
    • Half Baths: 3
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 17
    • Rooms: Level 1: Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room
    • Bedrooms - Total: 9
    • Equipment: Air Conditioner, CO Detector, Dehumidifier, Irrigation System, Security System, Smoke Detector, Generator - Standby
    • Features - Interior: Elevator, Fireplace - Gas, Fireplace - Wood, Fireplaces - 3+, Primary BR w/ BA, Wood Stove Insert
    • Flooring: Hardwood, Slate/Stone
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Heat Pump, Radiant
    • Cooling: Central AC
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 27x17
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 32x20
    • Room Level: 1
    • Room Type: Living Room
    Room 3
    • Room Dimensions: 19x17
    • Room Level: 1
    • Room Type: Dining Room
    Room 4
    • Room Dimensions: 17x16
    • Room Level: 1
    • Room Type: Family Room

    Property History for 387 Benedict Road

    DateEvent & SourcePriceAppreciation
    Aug 12, 2022

    Sold

    New England Real Estate Network #4925277

    		$6,400,000—
    Aug 12, 2022

    Pending

    New England Real Estate Network #4925277

    		—
    Aug 12, 2022

    Listed (Active)

    New England Real Estate Network #4925277

    		$6,850,000—
    DateEvent & SourcePrice
    08/12/2022

    Sold

    New England Real Estate Network #4925277

    $6,400,000
    08/12/2022

    Pending

    New England Real Estate Network #4925277

    —
    08/12/2022

    Listed (Active)

    New England Real Estate Network #4925277

    $6,850,000

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

    Public Records for 387 Benedict Road

    Taxable ValueLand$2,820,600Additions$2,756,200Total$5,576,800
    Tax Record2025$120,983 ($10,082 / month)
    Home Facts
    Lot Size5,989,500 SqFtStyleMulti-Family Dwelling (2-4)CountyWINDSORAPN(250) 11.04.08

    Schools near 387 Benedict Road

    This home is within Windsor Central Unified Union School District.
    Rating
    School
    Type
    Grades
    Distance
    Woodstock Elementary School
    		Public - PK to 6
    Woodstock Senior Uhsd #4
    		Public - 7 to 12
    Rating
    School
    Distance
    Woodstock Elementary School
    PublicPK to 6

    Woodstock Senior Uhsd #4
    Public7 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: 387 Benedict Road, Woodstock, VT 05071
    $6,400,000
    9
    6,980
    3,593,700
    83 Walker Way, South Woodstock, VT 05071
    $100,000
    2
    2
    1,478
    301,871
    84 Walker Way, South Woodstock, VT 05071
    –
    3
    2
    2,020
    435,600
    424 Long Hill Road, South Woodstock, VT 05071
    –
    3
    1
    1,412
    245,243
    29 Walker Way, South Woodstock, VT 05071
    –
    –
    –
    –
    274,864
    299 Benedict Road, Woodstock, VT 05071
    $359,000
    3
    1,870
    67,953

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    Listing Courtesy of Snyder Donegan Real Estate Group

    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 09/05/2026 06:49 AM