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Courtesy of Katherine Burns of William Raveis Real Estate Vermont Properties: Off: 802-228-8877.

955 Smokeshire Road

Chester, VT 05143
  • $750,000
  • STATUS: Active Under Contract
  • ON SITE: 44 Days
  • MLS #: 5097722
Under Contract
UPDATED: 38 min ago
$750,000
  • 3
    BEDS
  • 6.03
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,695
    SQFT
  • $442
    $/SQFT
Type:
Single-Family Home
Built:
2003
County:
Area:

School Information

Elementary School:
Middle School:
School District:

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 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.

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© Copyright 2026 PrimeMLS. 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 2026-08-15T14:06:00.03.
www.livingvermont.com/homes/178352523
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955 Smokeshire Road Chester, VT 05143

  • Price: $750,000
  • Status: Active Under Contract
  • On Site: 44 Days
  • Updated: 38 min ago
  • MLS #: 5097722
3
Beds
2
Baths
0
½ Baths
6.03
Acres
1,695
SQFT
$442
$/SQFT
2003
Built
County:
Windsor
Area:
Chester
Elementary School:
Chester-Andover Elementary
Middle School:
Green Mountain Uhsd #35
High School:
Green Mountain Uhsd #35
School District:
Two Rivers Supervisory Union
Property 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 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.
Exterior Features

Architectural Style ChaletContemporaryMulti-Level Construction Materials Wood FrameCedar Exterior Driveway Dirt Exterior Features BarnDeckNatural ShadePorchScreened PorchStorage Has Garage Yes Lot Features Country SettingLandscapedLevelOpenSki AreaTimberTrail/Near TrailWoodedNear Golf CourseNear ShoppingNear SkiingNear Snowmobile TrailsNear School(s) Parking Direct EntryHeated GarageDrivewayGarageOff StreetOn-SiteUnpavedBarnAttached Road Frontage Yes Road Frontage Length 610 Roof Shingle Water Body Access YN Yes Water Body Type River Water View YN Yes Waterfront Property Yes Waterfront Property Rights Exclusively Owned

Interior Features

Appliances DishwasherDryerMicrowaveElectric RangeRefrigeratorWasher Basement Access Type Interior Basement Description ConcreteConcrete FloorFullInsulatedInterior StairsStorage SpaceUnfinishedInterior Access Cooling Multi ZoneMini Split Flooring CarpetHardwoodSlate/StoneTile Foundation Concrete Has Basement Yes Heating OilBaseboardHot WaterMulti ZoneWood StoveMini Split Interior Features BlindsCathedral CeilingCeiling FanDining AreaWood Fireplace1 FireplaceKitchen IslandKitchen/DiningKitchen/LivingLiving/DiningPrimary BR w/ BANatural LightSkylightSoaking TubVaulted CeilingWalk-in Closet1st Floor Laundry Quarter Baths 0 Rooms Level1 Level 1: BedroomLevel 1: Full BathroomLevel 1: 3/4 BathroomLevel 1: Dining RoomLevel 1: KitchenLevel 1: Living RoomLevel 1: Primary Bedroom Rooms Level2 Level 2: Loft Rooms Total 9 Sq Ft Approx Fin Above Grade 1695 Sq Ft Approx Fin Below Grade 0

Property Features

Construction Status Existing Covenants No Documents Available Deed Electric Circuit Breaker(s) Electric Company GMP Flood Zone No Fuel Company Cota Cota Phone Company VTel Possession At Closing Pre Construction No Property Type Single Family Restrictions None Road Frontage Type DirtPublicUnpavedPublic Maintained Road Seasonal No Sewer 1000 GallonLeach FieldSeptic Span Number 144-045-11919 Surveyed Unknown Tax Gross Amount 12073.42 Tax Year 2026 Taxes Tbd No Timeshare Fractional Own No Utilities Underground Utilities Water Restrictions No Water Source Drilled Well Zoning Residential

Courtesy of Katherine Burns of William Raveis Real Estate Vermont Properties: Off: 802-228-8877.


© Copyright 2026 PrimeMLS. 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 2026-08-15T14:06:00.03.
 
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553 Roosevelt highway suite 200
Colchester VT, 05446