Sheep Run Farm takes its name from the stone-walled lanes where a prosperous 19th-century farmer once moved his sheep between the barn and upper meadows. Nearly two centuries later, those walls still trace the landscape, framing a beautifully reimagined Vermont farmstead on 21± acres in West Windsor, 3 miles from South Woodstock and 8 miles from Woodstock Village. Drawing on the traditional forms of Vermont architecture, the 2017 residence introduces a lighter, more contemporary way of living, with large windows and an open main level overlooking the Rush Meadow Valley and Mount Ascutney. A series of connected buildings includes a two-bay garage, carriage barn, wood room, yoga studio, and private guest suite. The three-season carriage barn is an exceptional gathering space, with a massive stone fireplace and an oversized glass door opening to a stone terrace, pergola and gardens. The land unfolds through rolling meadows, orchards, extensive stone walls, a cascading brook, and two ponds, including a swimming pond with a small beach. Additional buildings include a heated detached garage, equipment barn, and run-in shed at the top of the meadow. Located near GMHA, an extensive network of equestrian trails, and quiet country roads well suited to gravel riding, Sheep Run Farm combines the character of an established Vermont farmstead with the ease and systems of a modern country home. High-speed EC Fiber supports integrated lighting, climate, security, video, and property-access controls.
Sheep Run Farm consists of a simple carriage house with equestrian facilities on the first level and residential quarters on the 2nd level, storage barn, run-in shed, 21.52 acres of spectacular land with 2 ponds & a brook, situated in the heart of a uniformly attractive neighborhood of valuable country properties. 3 miles to hamlet of S. Woodstock
PrimeMLS #867288
Oct 3, 2003
Sold
$350,000
$54/sq ft
Sep 24, 2002
Listed
$370,000
$57/sq ft
+1
THIS IS A GEM THAT IS EASY TO SEE APPRECIATE. GENTLY ROLLING, LOVINGLY GROOMED OPENED WITH LONG RANGE VIEWS TO ASCUTNEY EASTERLY NEIGHBORHOOD VIEWS. SEVERAL NATURAL PLATEAUS FOR POSSIBLE BUILIDNG SITES STREAM THROUGH MEADOW FOR POSSIBLE POND.
Year
Property tax
Land + Additions
Assessment*
2025
$40,308 (−0.5%)
$1,222,800 + $2,311,100
$3,533,900
2024
$40,509 (+32.3%)
$1,222,800 + $2,311,100
$3,533,900
2023
$30,619 (−16.8%)
$289,500 + $1,438,900
$1,728,400
2022
$36,792 (−2.7%)
$289,500 + $1,438,900
$1,728,400
2021
$37,829 (+3.1%)
$289,500 + $1,438,900
$1,728,400
2020
$36,680 (−2.6%)
$289,500 + $1,411,100
$1,700,600
2019
$37,656 (+9.5%)
$289,500 + $1,411,100
$1,700,600
2018
$34,401 (+229.8%)
$289,500 + $1,411,100
$1,700,600
2016
$10,430 (+11.2%)
$289,500 + $1,411,100
$1,700,600
2015
$9,380 (+452.1%)
$289,500 + $207,500
$497,000
2014
$1,699
$289,500 + $207,500
$497,000
Public record
Beds
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Lot size
21.52 Acres
Year renovated
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Finished Sq. Ft.
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Unfinished Sq. Ft.
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Total Sq. Ft.
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Year built
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Style
Other
County
Windsor County
APN
73823510027
Parking Spaces
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Basement
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Accessible
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Garage
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Features
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Last updated by owner on Sep 2, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
7 days above 90° expected this year, 16 days in 30 years
3/10 Wind Factor
5% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
West Windsor, VT • 05089
Average low and high temperatures (°F)
27
13
31
13
46
26
57
36
65
47
77
57
83
62
79
56
74
51
61
40
46
31
32
17
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Feb
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Apr
May
Jun
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Aug
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Oct
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Sun exposure
Try the sun simulator tool to see how light moves across the property at different times of day and year.
Provided by Shadowmap
Redfin Estimate for 4777 Rush Meadow Rd
$3,976,620
$1,620 over list price of $3.98M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $500K to $4.3M.