Listed by John Snyder • Snyder Donegan Real Estate Group. Bought with Snyder Donegan Real Estate Group.
Off market aug 2022 for $6.4M
$8,962,958
Est. refi paymentEst. refi$41,861/mo
9
bd
•
7.5 ba
•
6,980
sq ft
387 Benedict Rd, South Woodstock, VT 05071
About this home
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.
Single-familyProperty Type
2002Year Built
82.5 acresLot Size
$1,284Est. Price/Sq.Ft.
3 car garageParking
Listed by John Snyder• Snyder Donegan Real Estate Group
Bought with John Snyder• Snyder Donegan Real Estate Group
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Refinance
$0
Est. cash available
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Market trends in 05071, VT
Last updated September 2026
Sale-to-list price
92.3%
0.0% MoM
Median sale price
$780K
$0 MoM
Avg. days on market
289d
0 days MoM
Recently sold homes
1
0 MoM
Provided by Redfin
Sale history for 387 Benedict Rd
Date
Event
Price
PrimeMLS #4925277
Aug 12, 2022
Sold
$6,400,000
$917/sq ft
Aug 12, 2022
Listed
$6,850,000
$981/sq ft
PrimeMLS #4609989
Nov 22, 2017
Sold
$3,350,000
$480/sq ft
Oct 27, 2017
Contingent
—
Jun 22, 2017
Price Changed
$3,900,000
$559/sq ft
Nov 23, 2016
Listed
$4,500,000
$645/sq ft
+33
"SUNNYSIDE" is 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, with unparalleled attention to detail. And the property has been meticulously manicured and maintained. The 7,000 square foot 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, three-story 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 walk-in 3-bay garage attached to the main residence, and a nearby 4-bay detached garage for your other motorized toys. The pastoral setting, woodlands with over one mile of carriage-width 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.
PrimeMLS #1
Jun 24, 2016
Price Changed
$5,000,000
$716/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$120,983 (−0.7%)
$2,820,600 + $2,756,200
$5,576,800
2024
$121,875 (+24.3%)
$2,820,600 + $2,756,200
$5,576,800
2023
$98,040 (+19.8%)
$2,555,900 + $2,756,200
$5,312,100
2022
$81,804 (+1.8%)
$1,351,600 + $2,069,300
$3,420,900
2021
$80,354 (+3.4%)
$1,351,600 + $2,069,300
$3,420,900
2020
$77,694 (+10.4%)
$1,351,600 + $2,036,400
$3,388,000
2019
$70,369 (−22.5%)
$1,351,600 + $2,036,400
$3,388,000
2018
$90,774 (+7.8%)
$2,037,800 + $2,388,900
$4,426,700
2016
$84,236 (−0.5%)
$2,037,800 + $2,388,900
$4,426,700
2015
$84,628 (+30.1%)
$2,142,500 + $2,244,000
$4,386,500
2014
$65,063
$2,142,500 + $2,244,000
$4,386,500
2013
$2,142,500 + $2,244,000
$4,386,500
Tax history for 387 Benedict Rd
Year
Property tax
Land + Additions
Assessment*
2025
$120,983 (−0.7%)
$2,820,600 + $2,756,200
$5,576,800
2024
$121,875 (+24.3%)
$2,820,600 + $2,756,200
$5,576,800
2023
$98,040 (+19.8%)
$2,555,900 + $2,756,200
$5,312,100
2022
$81,804 (+1.8%)
$1,351,600 + $2,069,300
$3,420,900
2021
$80,354 (+3.4%)
$1,351,600 + $2,069,300
$3,420,900
2020
$77,694 (+10.4%)
$1,351,600 + $2,036,400
$3,388,000
2019
$70,369 (−22.5%)
$1,351,600 + $2,036,400
$3,388,000
2018
$90,774 (+7.8%)
$2,037,800 + $2,388,900
$4,426,700
2016
$84,236 (−0.5%)
$2,037,800 + $2,388,900
$4,426,700
2015
$84,628 (+30.1%)
$2,142,500 + $2,244,000
$4,386,500
2014
$65,063
$2,142,500 + $2,244,000
$4,386,500
2013
$2,142,500 + $2,244,000
$4,386,500
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.