Listed by Katherine Burns • William Raveis Real Estate Vermont Properties (Off: 802-228-8877).
Contingent
$750,000
Est. $5,016/mo —
3
bd
•
2 ba
•
1,695
sq ft
955 Smokeshire Rd, Chester, VT 05143
About this home
Tucked away on a quiet country road in one of Chester’s most coveted areas, this striking contemporary home offers the ultimate Vermont lifestyle, just miles from the Okemo Mountain base lodge. Embraced by nature and thoughtful landscape, the property seamlessly connects refined indoor living with the natural beauty of its private riverfront, complete with your own summer swimming hole. Inside, the main level centers around a commanding, floor-to-ceiling fieldstone wood-burning fireplace, beautifully complemented by rich hardwood floors and a bespoke custom kitchen. Designed for privacy, the primary suite features a spa-like ensuite bath, while two additional guest bedrooms and a 3/4 bath provide plenty of space for family or weekend visitors. Intelligently designed for flexible living, the upper-level loft serves as an inspiring home office or studio, while the bright, walk-out lower level offers incredible potential for a game room, home gym, or ski lounge. Transition effortlessly outdoors to the oversized front deck for morning coffee, or unwind in the expansive screened porch out back listening to the sound of the river. The detached, insulated, oversized, 2-bay, 2-level barn has full electrical service, electric garage doors, and a workshop with extra storage space. There is a greenhouse perfect for gardening. With direct access to nearby VAST trails for winter recreation, this is a true four-season retreat. Visit the Okemo real estate today. Taxes are based on the current town assessment.
Single-familyProperty Type
2003Year Built
6.03 acresLot Size
$442Price/Sq.Ft.
2 car garageParking
Listed by Katherine Burns• William Raveis Real Estate Vermont Properties
It doesn't get much better than this. High end contemporary in a sought after area of Chester. River front property, wonderful house, quiet country road, and just 8.2 miles to the Okemo base lodge! Walk out lower level for additional space if needed. Main floor with massive field stone fireplace, wood floors, custom kitchen. Master bedroom with a top notch private bath. Two guest rooms and another bath. Upper level has a loft/study. Huge screen porch in the back, and oversized deck across the front. Wonderful natural landscaping around the house and natural plantings down to the riverfront. Just imagine. .. your very own mini swimming hole in summer, and VAST nearby in winter. You will like what you see!
Year
Property tax
Land + Additions
Assessment*
2025
$7,234 (+4.5%)
$67,600 + $320,900
$388,500
2024
$6,920 (+16.2%)
$67,600 + $320,900
$388,500
2023
$5,956 (−34.1%)
$67,600 + $320,900
$388,500
2022
$9,038 (−1.4%)
$67,600 + $320,900
$388,500
2021
$9,167 (+5.8%)
$67,600 + $320,900
$388,500
2020
$8,667 (+4.8%)
$67,600 + $320,900
$388,500
2019
$8,266 (+0.7%)
$76,100 + $345,100
$421,200
2018
$8,210 (−0.3%)
$76,100 + $345,100
$421,200
2016
$8,232 (+4.2%)
$76,100 + $345,100
$421,200
2015
$7,899
$76,100 + $305,100
$381,200
2013
$76,100 + $305,100
$381,200
Public record
Beds
3
Baths
2
Stories
1.5
Lot width
—
Lot depth
—
Lot size
6.03 Acres
Year renovated
—
Finished Sq. Ft.
1,890
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,890
Year built
2003
Style
Single Family Residential
County
Windsor County
APN
14404511919
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 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
2/10 Heat Factor
7 days above 91° 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
Chester, VT • 05143
Average low and high temperatures (°F)
28
14
31
14
46
26
58
36
66
47
78
57
84
63
79
58
74
51
62
40
47
32
32
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
76/ 100
Good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.2 hrs
3.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 955 Smokeshire Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $245,000 and $775,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $245K to $775K.