355 Greene Rd

Woodstock, VT 05071

$18,000,000
Price
7
Beds
12,520 Sq. Ft.
$1,438 / Sq. Ft.
12,520
Sq. Ft.
$1,438
per Sq. Ft.
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Virtual Tour

Description

Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with...Star Hill Farm is completely private, hidden on a hillside with pastoral and mountain views in the heart of South Woodstock. From the valley floor to the top of Meetinghouse Hill, you will be inspired by its beauty, a mesmerizing 183.7+/- acre oasis over gorgeous terrain with fields, woodlands, trails, and stone walls. The historic 2-bedroom guest house and party barn are fully restored, and located next to the swimming pond. The main residence, completed in 2010, consists of the center core with porch - for cooking, gathering and entertaining; the owner’s quarters with a 2nd floor suite and 2 bedrooms below; the guest wing with 3 first-level bedrooms, second-floor game room and adjacent 8-bed bunk room and a 4-story octagon with wine cellar at the base and flexible multi-use spaces above. All 7 bedrooms are ensuite plus 3 powder rooms. The attached gambrel barn is a professional grade gymnasium with 6-car heated garage underneath. The interior is like a grand lodge in the American West while the exterior with shingles and gambrel barn is traditional New England. The systems and mechanicals are all commercial grade. The finishes and craftsmanship are consistently superb. The atmosphere is relaxed and fun. As a complete fully furnished package, each and every attribute at Star Hill Farm - the location, land, exposure, privacy, views, guest house, barn, pond, residence and gymnasium- is exceptional, creating one of the finest properties in Vermont.
  1. Listed by Christopher Lang • Bravynia

Property Details for 355 Greene Road

Zoning
Rural Residential
LISTING UPDATED: 12/05/2025 03:45 PM

Property Details for 355 Greene Road

StatusActive
MLS #5066210
Days on Market80
Taxes$164,877 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2010
Lot Size183.70 AC / 8,001,971 SF
CountyWindsor County

Location

Listing Courtesy of Bravynia
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Building Information for 355 Greene Road

Stories2Year Built2010Building Size-Lot Size183.70 AC / 8,001,971 SF

Payment Calculator

$102,684 per month

30 year fixed, 6.28% Interest

Principal and Interest

$88,944

Property Taxes

$13,740

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 355 Greene Road

Summary
Location and General Information
  • City: Woodstock
  • County: VT-Windsor
  • Directions: Route 106 To Kedron Inn. Church Hill Rd to Fletcher Hill to Greene Rd. Greene Rd to end
  • Latitude: 43.576367579601900
  • Longitude: -72.546912678573605
  • Mount Location: Ground
  • Mount Type: Pole
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Map: 12
  • Zip Code: 05071
Taxes and HOA Information
  • SPAN Number: 786-250-11166
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 6.00
  • Driveway: Gated, Gravel
Property
Lot Information
  • Block: 01
  • Lot: 27
  • Lot Features: Agricultural, Country Setting, Farm, Field/Pasture, Hilly, Landscaped, Mountain View, Open, Pond, Recreational, Rolling, Secluded, Timber, View, Walking Trails, Wetlands, Wooded, Near Country Club, Near Golf Course, Near Skiing, Rural, Near School(s)
  • Lot Size Acres: 183.7
  • Road Frontage Length: 1928.0
Property and Assessments
  • Current Use: Yes
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Power Production Ownership: Seller Owned
  • Power Production Size: 10.00
  • Power Production Type: Wind
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 2010
Utilities
  • Electric: 200+ Amp Service, Circuit Breaker(s), Generator, Underground
  • Sewer: 1500+ Gallon, On-Site Septic Exists, Septic Design Available, Septic
  • Water Source: Drilled Well
  • Utilities: Underground Utilities, Underground Oil Tank
  • Internet: High Speed Intrnt at Site, Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Timber Frame, Wood Frame, Clapboard Exterior, Shake Siding, Stone Exterior, Wood Siding
  • Roof: Standing Seam
Interior Features
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Climate Controlled, Concrete, Concrete Floor, Full, Partially Finished, Storage Space, Walkout, Exterior Access, Basement Stairs
  • Rooms: Level 1: Level 1: Full Bathroom, Level 1: 1/2 Bathroom, Level 1: 3/4 Bathroom, Level 1: Dining Room, Level 1: Exercise Room, Level 1: Foyer, Level 1: Kitchen/Dining, Level 1: Laundry Room, Level 1: Living Room, Level 1: Mudroom, Level 1: Wine Cellar
  • Rooms: Level 2: Level 2: Full Bathroom, Level 2: Family Room, Level 2: Loft, Level 2: Primary Bdm Ste, Level 2: Office/Study
  • Rooms: Level 3: Level 3: Den
  • Flooring: Ceramic Tile, Hardwood, Softwood, Wood
  • Heating: Oil, Baseboard, Multi Zone, Radiant, Radiant Floor
  • Cooling: Central AC, Multi Zone, Other
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 44.9x63.1
  • Room Level: 1
  • Room Type: Exercise Room
Room 2
  • Room Dimensions: 24x13.10
  • Room Level: 1
  • Room Type: Foyer
Room 3
  • Room Dimensions: 21x33.6
  • Room Level: 1
  • Room Type: Kitchen/Dining
Room 4
  • Room Dimensions: 33.6x21
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Dimensions: 21x26
  • Room Level: 2
  • Room Type: Loft
Room 6
  • Room Dimensions: 18.6x18.1
  • Room Level: 1
  • Room Type: Dining Room
Room 7
  • Room Dimensions: 15.4x14.5
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 8
  • Room Dimensions: 12.7x7.10
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 9
  • Room Dimensions: 18.8x17.6
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 10
  • Room Dimensions: 16.11x7.25
  • Room Level: 1
  • Room Type: Bathroom Full
Room 11
  • Room Dimensions: 26.7x17.6
  • Room Level: 2
  • Room Type: Primary BR Suite
Room 12
  • Room Dimensions: 28x13.2
  • Room Level: 2
  • Room Type: Bathroom Full
Room 13
  • Room Dimensions: 18.5x18.1
  • Room Level: 2
  • Room Type: Office/Study
Room 14
  • Room Dimensions: 18.5x12.1
  • Room Level: 3
  • Room Type: Den
Room 15
  • Room Dimensions: 19.10x11.6
  • Room Level: 1
  • Room Type: Mudroom
Room 16
  • Room Dimensions: 15.1x16
  • Room Level: 1
  • Room Type: Wine Cellar
Room 17
  • Room Dimensions: 11.1x8.1
  • Room Level: 1
  • Room Type: Laundry Room
Room 18
  • Room Dimensions: 8.9x5.1
  • Room Level: 1
  • Room Type: Bathroom Half
Room 19
  • Room Dimensions: 12.8x12.4
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 20
  • Room Dimensions: 13x8.4
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 21
  • Room Dimensions: 12.4x12.4
  • Room Level: 1
  • Room Type: Bedroom with Bath
Room 22
  • Room Dimensions: 30x27
  • Room Level: 2
  • Room Type: Family Room

Property History for 355 Greene Road

DateEvent & SourcePriceAppreciation
Oct 16, 2025

Listed (Active)

New England Real Estate Network #5066210

$18,000,000—
DateEvent & SourcePrice
10/16/2025

Listed (Active)

New England Real Estate Network #5066210

$18,000,000

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

Schools near 355 Greene Road

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

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 355 Greene Road, Woodstock, VT 05071

355 Greene Road is a single family home for sale in Woodstock, VT 05071. This property was listed for sale on October 16, 2025 by Bravynia, it's currently listed at $18,000,000. This listing's school district is Windsor Central Unified Union School District. Nearby schools include Woodstock Elementary School and Woodstock Senior Uhsd #4. 355 Greene Road is a 7-bed, 10-bath, 12,520 sqft single family home built in 2010.

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.

Listing Courtesy of Bravynia

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 01/05/2026 03:15 AM