2358 Long Hill Road, Woodstock, VT 05091
VT-Windsor County
Key Facts
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 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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Tudor / Post and Beam
Year Built
1981
Stories
2
Living Area
5,930 sq ft
Lot Size
465.00 acres
Garage Spaces
2
Parking Spaces
2
Zoning
Residential
Days on Market
3
MLS® Listing#
5089158
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Flooring
Fireplace
Basement
Pool
Parking
Patio
Lot Features
Construction
Security
Other Structures
Utilities
Sewer
Water Source
Financial Details
Annual Taxes
$96,870
Tax year 2025
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.
Affordability Calculator
$1,334,600
Estimated monthly payment
$35,517/mo
Principal $5,338,400 · Est. interest $7,447,543 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Woodstock, VT
- $980,000
- Median Listing Price
- 132
- Median Days on Market
- 2,644
- Median Sq Ft
- $421
- Median Price / Sq Ft
- 62
- Active Listings
- This home’s price is 581% above the area median.
- Its price per sq ft is 167% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Woodstock, VT.
Location
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Points of Interest in Woodstock, VT
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Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 412 Skyland Lane, Woodstock, VT | $6,750,000 | 4 | 5 | 5,087 |
| 412 Skyland Lane, Woodstock, VT | $6,750,000 | 4 | 5 | 5,087 |
