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 current town assessment.
Active
Listed by: William Raveis Real Estate Vermont Properties • Katherine K Burns
$750,000
955 Smokeshire Road, Chester, VT 05143
3beds
1,695sqft
Single Family Residence
Built in 2003
6.03 Acres Lot
$-- Zestimate®
$442/sqft
$-- HOA
What's special
Greenhouse perfect for gardeningSummer swimming holeExpansive screened porchRich hardwood floorsOversized front deckBright walk-out lower levelTwo additional guest bedrooms
- 5 days |
- 656 |
- 69 |
Zillow last checked:
Listing updated:
Listed by:
Katherine K Burns,
William Raveis Real Estate Vermont Properties Off:802-228-8877
Source: PrimeMLS,MLS#: 5097722
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 3/4 bathrooms: 1
Heating
- Oil, Baseboard, Hot Water, Zoned, Wood Stove, Mini Split
Cooling
- Zoned, Mini Split
Appliances
- Included: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, Washer
- Laundry: 1st Floor Laundry
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Kitchen Island, Kitchen/Dining, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Hardwood, Slate/Stone, Tile
- Windows: Blinds, Skylight(s)
- Basement: Concrete,Concrete Floor,Full,Insulated,Interior Stairs,Storage Space,Unfinished,Interior Access,Interior Entry
- Number of fireplaces: 1
- Fireplace features: Wood Burning, 1 Fireplace
Interior area
- Total structure area: 2,982
- Total interior livable area: 1,695 sqft
- Finished area above ground: 1,695
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Dirt, Direct Entry, Heated Garage, Driveway, Garage, Off Street, On Site, Unpaved, Barn, Attached
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One and One Half,Multi-Level
- Stories: 1.5
- Patio & porch: Porch, Screened Porch
- Exterior features: Deck, Natural Shade, Storage
- Has spa: Yes
- Spa features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: River, River Front
- Body of water: Williams River
- Frontage length: Road frontage: 610
Lot
- Size: 6.03 Acres
- Features: Country Setting, Landscaped, Level, Open Lot, Ski Area, Timber, Trail/Near Trail, Wooded, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Near School(s)
Details
- Additional structures: Barn(s)
- Parcel number: 14404511919
- Zoning description: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Chalet,Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Frame, Cedar Exterior
- Foundation: Concrete
- Roof: Shingle
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: 1000 Gallon, Leach Field, Septic Tank
- Utilities for property: Underground Utilities
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s)
Location
- Region: Chester
Financial & listing details
- Price per square foot: $442/sqft
- Tax assessed value: $388,500
- Annual tax amount: $11,303
- Date on market: 7/1/2026
- Road surface type: Dirt, Unpaved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/1/2026 | Listed for sale | $750,000+64.8%$442/sqft |
Source:  PrimeMLS #5097722 Report a problem | ||
| 7/9/2012 | Sold | $455,000$268/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $388,500 |
| 2023 | -- | $388,500 |
| 2022 | -- | $388,500 |
| 2021 | -- | $388,500 |
| 2020 | -- | $388,500 -7.8% |
| 2019 | -- | $421,200 |
| 2018 | -- | $421,200 |
| 2017 | -- | $421,200 |
| 2016 | -- | $421,200 +10949.3% |
| 2015 | -- | $3,812 |
| 2014 | -- | $3,812 |
| 2013 | -- | $3,812 |
| 2012 | -- | $3,812 |
| 2011 | -- | $3,812 |
| 2010 | -- | $3,812 |
| 2009 | -- | $3,812 |
| 2008 | -- | $3,812 +112.2% |
| 2007 | -- | $1,796 |
| 2006 | -- | $1,796 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 05143
Nearby schools
GreatSchools rating
- NACavendish Town Elementary SchoolGrades: PK-6Distance: 2.7 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 7 mi
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windsor County
- Chester
- 05143
- 955 Smokeshire Road
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