2358 Long Hill Rd

Woodstock, VT 05091

$6,673,000
Price
5
Beds
4,165 Sq. Ft.
$1,602 / Sq. Ft.
4,165
Sq. Ft.
$1,602
per Sq. Ft.
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Description

Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including...Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including the summit of Old Baldy Mountain (2,409 feet). The retreat includes a lodge-style residence, a modern barn, and several ancillary farm buildings. The wood and stone lodge-style home carries a relaxed mountain vibe. Thoughtfully renovated in 2026, the interiors balance scale and warmth: exposed beams, a cathedral ceiling in the great room, and a substantial wood-burning stone fireplace anchor the space, while floor-to-ceiling windows draw in sweeping views of the mountains. The wrap-around deck takes in an infinity pool, hot tub, and stocked pond. In spring, wild lupine carpet the meadow; in autumn, the apple orchard comes into its own. Landscape design by Shep Butler includes 10’ hydrangea bushes, perennials gardens, stone walls and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with 7 box stalls, a farm manager’s office/tack room, and a versatile upper level for entertaining, recreation, and movie night as well as accommodating an overflow of guests. Nine fenced pastures, run-in sheds, chicken coop, apiary, and direct access to GMHA’s trail network support an exceptional equestrian and recreational lifestyle. 157 acres conserved by VLT. 3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, Less than a half hour from Killington, 2.5 hours from Boston.
  1. Listed by T Story Jenks • LandVest, Inc/Woodstock
  2. Listed by Dia Jenks • LandVest, Inc/Woodstock

Property Details for 2358 Long Hill Road

Zoning
Residential
LISTING UPDATED: 05/18/2026 04:32 PM

Property Details for 2358 Long Hill Road

StatusActive
MLS #5089158
Days on Market18
Taxes$96,870 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1981
Lot Size465.00 AC / 20,255,400 SF
CountyWindsor County
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Location

Listing Courtesy of LandVest, Inc/Woodstock
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Building Information for 2358 Long Hill Road

Stories2Year Built1981Building Size-Lot Size465.00 AC / 20,255,400 SF

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$41,325 per month

30 year fixed, 6.36% Interest

Principal and Interest

$33,252

Property Taxes

$8,073

HOA Dues

$0

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Property Information for 2358 Long Hill Road

Summary
Location and General Information
  • City: Woodstock
  • County: VT-Windsor
  • Directions: From Woodstock Village, take 106 South to Church Hill Road, slight left onto Fletcher Schoolhouse Road, left onto Benedict Road, to Long Hill Road, property on right. Please no drive bys.
  • Latitude: 43.571691417670728
  • Longitude: -72.587347588954927
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05091
Taxes and HOA Information
  • SPAN Number: 786-250-10337
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Circular, Gravel
Property
Lot Information
  • Lot Features: Conserved Land, Country Setting, Deed Restricted, Horse/Animal Farm, Field/Pasture, Landscaped, Mountain View, Pond, Secluded, Trail/Near Trail, Walking Trails, Wooded
  • Lot Size Acres: 465.0
  • Road Frontage Length: 16005.0
  • Total Finished Area: 4165.0
  • Above Grade Finished Area: 4165.0
  • Above Grade Finished Area Source: Plans
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Plans
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Plans
  • Below Grade Unfinished Area: 1765.0
  • BelowGradeUnfinishedAreaSource: Plans
  • Lot Size Square Feet: 2.02554E7
  • Total Area: 5930.0
Property and Assessments
  • Current Use: Yes
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1981
Utilities
  • Electric: Circuit Breaker(s), Generator, Underground
  • Sewer: Private, Septic
  • Water Source: Drilled Well, Private, Purifier/Soft
  • Utilities: Propane, Underground Utilities
  • Internet: Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Timber Frame, Composition Exterior, Stucco Exterior, Wood Exterior
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Disposal, Range Hood, Microwave, Double Oven, Gas Range, Refrigerator, Water Heater off Boiler, Owned Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Full, Interior Stairs
  • Flooring: Hardwood, Slate/Stone, Tile
  • Heating: Propane, Oil, Hot Air, In Floor, Radiant
  • Cooling: Central AC
  • Total Stories: 2
  • Rooms Total: 10
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 5
  • Bathrooms Total: 4

Property History for 2358 Long Hill Road

DateEvent & SourcePriceAppreciation
May 15, 2026

Listed (Active)

New England Real Estate Network #5089158

$6,673,000—
Jun 2, 2025

Expired

New England Real Estate Network #5011268

—
Dec 17, 2024

Withdrawn

New England Real Estate Network #5011268

—
DateEvent & SourcePrice
05/15/2026

Listed (Active)

New England Real Estate Network #5089158

$6,673,000
06/02/2025

Expired

New England Real Estate Network #5011268

—
12/17/2024

Withdrawn

New England Real Estate Network #5011268

—

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

Public Records for 2358 Long Hill Road

Taxable ValueLand$3,391,100Additions$1,175,400Total$4,566,500
Tax Record2022$112,719 ($9,393 / month)
Home Facts
Beds5Total Finished SqFt4,165 SqFtAbove Grade Finished SqFt4,165 SqFtStories2Lot Size13,388,166 SqFtStyleSingle Family ResidenceYear Built1981CountyWINDSORAPN(250) 11.01.02Fireplace TypeHas Fireplace

Schools near 2358 Long Hill 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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More information about 2358 Long Hill Road, Woodstock, VT 05091

2358 Long Hill Road is a single family home for sale in Woodstock, VT 05091. This property was listed for sale on May 15, 2026 by LandVest, Inc/Woodstock, it's currently listed at $6,673,000. It has been on the market for a total of 18 days and was last sold on July 13, 2020. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Woodstock Elementary School and Woodstock Senior Uhsd #4. 2358 Long Hill Road is a 5-bed, 4-bath, 4,165 sqft single family home built in 1981.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LandVest, Inc/Woodstock

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 06/02/2026 05:36 PM