955 Smokeshire Rd

Chester, VT 05143

$750,000
Price
3
Beds
1,695 Sq. Ft.
$442 / Sq. Ft.
1,695
Sq. Ft.
$442
per Sq. Ft.
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New
New

Description

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...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 2 bay, 2 level barn offers 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 current town assessment.
  1. Listed by Katherine Burns • William Raveis Real Estate Vermont Properties • Off: 802-228-8877

Property Details for 955 Smokeshire Road

Water Body Type
River
Water View
Yes
Waterfront Property
Yes
Zoning
Residential
LISTING UPDATED: 07/01/2026 07:44 PM

Property Details for 955 Smokeshire Road

StatusActive
MLS #5097722
Days on Market1
Taxes$11,303 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built2003
Lot Size6.03 AC / 262,666 SF
CountyWindsor County
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Location

Listing Courtesy of William Raveis Real Estate Vermont Properties
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Building Information for 955 Smokeshire Road

Stories1Year Built2003Building Size-Lot Size6.03 AC / 262,666 SF

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$4,679 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,737

Property Taxes

$942

HOA Dues

$0

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Property Information for 955 Smokeshire Road

Summary
Location and General Information
  • City: Chester
  • County: VT-Windsor
  • Directions: From Ludlow, follow Route 103 south. Turn right onto Smokeshire Road. The house is on the left side. No sign.
  • Latitude: 43.345468000000018
  • Longitude: -72.639330355819709
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05143
Taxes and HOA Information
  • SPAN Number: 144-045-11919
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Country Setting, Landscaped, Level, Open, River, River Frontage, Ski Area, Timber, Trail/Near Trail, Wooded, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Near School(s)
  • Lot Size Acres: 6.03
  • Road Frontage Length: 610.0
  • Water Body Name: Williams River
  • Waterfront Property Rights: Exclusively Owned
  • Total Finished Area: 1695.0
  • Above Grade Finished Area: 1695.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 1287.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 262667.0
  • Total Area: 2982.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Water Body Restrictions: No
  • Year Built: 2003
  • School District: Two Rivers Supervisory Union
  • High School: Green Mountain UHSD #35
  • Middle/Jr School: Green Mountain UHSD #35
  • Elementary School: Chester-Andover Elementary
Utilities
  • Electric Company: GMP
  • Cable Company: VTel
  • Fuel Company: Cota Cota
  • Electric: Circuit Breaker(s)
  • Sewer: 1000 Gallon, Leach Field, Septic
  • Water Source: Drilled Well
  • Utilities: Underground Utilities
  • Internet: Cable Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Cedar Exterior
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Concrete Floor, Full, Insulated, Interior Stairs, Storage Space, Unfinished, Interior Access
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: 3/4 Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bedroom
  • Rooms: Level 2: Level 2: Loft
  • Flooring: Carpet, Hardwood, Slate/Stone, Tile
  • Heating: Oil, Baseboard, Hot Water, Multi Zone, Wood Stove
  • Cooling: Multi Zone
  • Total Stories: 1.5
  • Rooms Total: 9
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 3
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Dimensions: 18'11 x 21'6
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 9'8 x 13'3
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 9'3 x 13'3
  • Room Level: 1
  • Room Type: Dining Room
Room 4
  • Room Dimensions: 16'10 x 15'6
  • Room Level: 1
  • Room Type: Primary Bedroom
Room 5
  • Room Dimensions: 10'2 x 10'
  • Room Level: 1
  • Room Type: Bathroom Full
Room 6
  • Room Dimensions: 13'8 x 10'2
  • Room Level: 1
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 13'8 x 9'10
  • Room Level: 1
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 9'10 x 8'6
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 9
  • Room Dimensions: 18'11 x 15'1
  • Room Level: 2
  • Room Type: Loft

Property History for 955 Smokeshire Road

DateEvent & SourcePriceAppreciation
Jul 1, 2026

Listed (Active)

New England Real Estate Network #5097722

$750,000—
Jul 9, 2012

Sold (Public Record)

Public Record #334808886

$455,000—
Jun 29, 2012

Sold

New England Real Estate Network #4069388

$455,000—
DateEvent & SourcePrice
07/01/2026

Listed (Active)

New England Real Estate Network #5097722

$750,000
07/09/2012

Sold (Public Record)

Public Record #334808886

$455,000
06/29/2012

Sold

New England Real Estate Network #4069388

$455,000

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

Public Records for 955 Smokeshire Road

Taxable ValueLand$67,600Additions$320,900Total$388,500
Tax Record2024$10,777 ($898 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,890 SqFtAbove Grade Finished SqFt1,890 SqFtStories2Lot Size262,667 SqFtStyleSingle Family ResidenceYear Built2003CountyWINDSORAPN(045) 020102.100Fireplace TypeHas Fireplace

Schools near 955 Smokeshire Road

This home is within Green Mountain Unified School District.
Rating
School
Type
Grades
Distance
Chester-Andover Usd #29
Public - PK to 6
Green Mountain Uhsd #35
Public - 7 to 12
Rating
School
Distance
Chester-Andover Usd #29
PublicPK to 6

Green Mountain Uhsd #35
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 955 Smokeshire Road, Chester, VT 05143

955 Smokeshire Road is a single family home for sale in Chester, VT 05143. This listing's school district is Green Mountain Unified School District. Nearby schools include Chester-Andover Usd #29 and Green Mountain Uhsd #35. 955 Smokeshire Road is a 3-bed, 2-bath, 1,695 sqft single family home built in 2003.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate Vermont Properties

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 07/02/2026 02:07 AM