Single Family for Sale: 355 Greene Road, Woodstock, VT 05071

7 beds
5 full, 2 three quarter, 3 half baths
12,520 sqft
$14,900,000
$14,900,000
355 Greene Road, Woodstock, VT 05071
7 beds
5 full, 2 three quarter, 3 half baths
12,520 sqft
$14,900,000
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Price:
$14,900,000
$3,100,000 - 04/10/2026

Type Single Family
Style Gambrel, Cape
Beds 7
Baths 5 full, 2 three quarter, 3 half baths
Square Feet 12,520 sqft
Lot Size 183.70 acres
Year Built 2010
Taxes Paid $164,876

City Woodstock
County Windsor

MLS 5066210
Status Active
DOM 237 days
Listed by Bravynia, Christopher Lang
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.

Room Features

Bathroom Full 16.11x7.25
Bathroom Full 2 28x13.2
Bathroom Half 8.9x5.1
Bathroom Three Quarter 12.7x7.10
Bedroom with Bath 15.4x14.5
Bedroom with Bath 2 18.8x17.6
Bedroom with Bath 3 12.8x12.4
Bedroom with Bath 4 13x8.4
Bedroom with Bath 5 12.4x12.4
Den 18.5x12.1
Dining Room 18.6x18.1
Exercise Room 44.9x63.1
Family Room 30x27
Foyer 24x13.10
Kitchen/Dining 21x33.6
Laundry Room 11.1x8.1
Living Room 33.6x21
Loft 21x26
Mudroom 19.10x11.6
Office/Study 18.5x18.1
Primary BR Suite 26.7x17.6
Wine Cellar 15.1x16

Virtual Tours for 355 Greene Road Woodstock, VT

Lot & Building Features

Features Interior Fireplace Screens/Equip, Cedar Closet, 3+ Fireplaces, Security, Kitchen/Family, Soaking Tub, Hearth, Window Treatment, Indoor Storage, Furnished, Wood Fireplace, Vaulted Ceiling, Kitchen/Living, Cathedral Ceiling, Natural Woodwork, Blinds, Walk-in Closet, Kitchen Island, Kitchen/Dining, Natural Light, Primary BR w/ BA, Dining Area
Utilities Underground Oil Tank, Underground Utilities
Construction Stone Exterior, Shake Siding, Timber Frame, Clapboard Exterior, Wood Siding, Wood Frame
Cooling Multi Zone, Other, Central AC
Heating Radiant, Radiant Floor, Multi Zone, Oil, Baseboard
Sewer 1500+ Gallon, Septic Design Available, On-Site Septic Exists, Septic
Tax Year 2026
Taxes Paid $164,876
Water Drilled Well
Basement Description Climate Controlled, Partially Finished, Storage Space, Basement Stairs, Walkout, Exterior Access, Concrete, Full, Concrete Floor
Foundation Concrete Slab, Concrete
Lot Description Farm, Wetlands, Timber, Agricultural, Hilly, Pond, Rolling, Near Country Club, Secluded, Field/Pasture, Recreational, Open, Walking Trails, Rural, Near Golf Course, Near School(s), View, Mountain View, Near Skiing, Landscaped, Wooded, Country Setting
Roof Standing Seam
Features Exterior Guest House, Barn, Patio, Outbuilding, Covered Porch, Garden Space, Deck
Total Rooms 30
Garage Yes
Full Baths 5
3/4 Baths 2
Half Baths 3

Price History of 355 Greene Road, Woodstock, VT

Date Name Price Difference
04/10/2026 Price Adjustment $14,900,000 17.22%
10/16/2025 Listing Price $18,000,000 N/A
*Information provided by REWS for your reference only. The accuracy of this information cannot be verified and is not guaranteed.

Map of 355 Greene Road, Woodstock, VT

Location Map Street View
Photo of Kara Carrier
Kara Carrier
Principal Broker
Direct: 603-235-5243
Office
900 Hanover Street
Manchester, NH 03104
603-665-0025

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355 Greene Road (MLS #5066210) is a gambrel, cape single family home located in Woodstock, VT. This single family home is 12,520 sqft and on a lot of 8,001,972 sqft (or 183.70 acres) with 7 bedrooms, 10 baths and is 16 years old. This property was listed on 10/17/2025 and has been priced for sale at $14,900,000.

Nearby zip codes are 05048 0349, 05048, 05062, 05091 0488 and 05091. This property neighbors other cities such as Bridgewater, Hartford, Hartland, Pomfret and Reading.

PrimeMLS

Listing Last updated . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available. Walk Score map and data provided by Walk Score. Google map provided by Google. Bing map provided by Microsoft Corporation.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Listing information 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 display 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 06/10/2026