955 Smokeshire Road
Chester, VT, 05143 $ 750,000
Bedrooms3 Baths2.0 Sq 1,695 Monthly Estimate*
$ 4,736
Listed by Katherine Burns, William Raveis Real Estate Vermont Properties, 802-228-8877, kathy@vtprop.com
for $750,000 with 3 bedrooms and 2 full baths. This 1,695 square foot home was built in 2003 on a lot size of 6.03.
Tucked away on a quiet country road in one of Chesterâs 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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Single Family ActiveChalet,Contemporary,Multi-Level
FeaturesInteriorBasement Description Concrete Concrete Floor Full Insulated Interior Stairs Storage Space Unfinished Interior Access
Interior Amenities Blinds Cathedral Ceiling Ceiling Fan Dining Area Wood Fireplace 1 Fireplace Kitchen Island Kitchen/Dining Kitchen/Living Living/Dining Primary BR w/ BA Natural Light Skylight Soaking Tub Vaulted Ceil
Basement Yes
Flooring Carpet Hardwood Slate/Stone Tile
Beds 3
Total Rooms 9
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GeneralRoad Frontage Yes
Sewer 1000 Gallon Leach Field Septic
Heating Oil Baseboard Hot Water Multi Zone Wood Stove Mini Split
Cooling Multi Zone Mini Split
Utilities Underground Utilities
Possession At Closing
Roof Shingle
Appliances Dishwasher Dryer Microwave Electric Range Refrigerator Washer
Pets Allowed Yes
Garage Yes
Flood Zone No
Zoning Residential
Restrictions None
3/4 Baths 1
Full Baths 1
Half Baths 0
Bathrooms 2
Year Built 2003
Electric Circuit Breaker(s)
Style Chalet Contemporary Multi-Level
Stories Count 1.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Wood Frame Cedar Exterior
Directions From Ludlow follow Route 103 south. Turn right onto Smokeshire Road. The house is on the left side. No sign.
High School Green Mountain UHSD #35
City Chester
Other Equipment CO Detector Smoke Detector Wood Stove
School District Two Rivers Supervisory Union
Seasonal No
Elementary School Chester-Andover Elementary
Middle School Green Mountain UHSD #35
DOM 9
Price Per Sq Ft Total AG 442.48
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ExteriorLot 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)
Exterior Amenities Barn Deck Natural Shade Porch Screened Porch Storage
Driveway Dirt
Water View Yes
Lot Size Area 6.03
Water Source Drilled Well
Parking Features Direct Entry Heated Garage Driveway Garage Off Street On-Site Unpaved Barn Attached
Garage Capacity 2
Water Body Name Williams River
Foundation Concrete
Waterfront Property Yes
Water Body Type River
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* Excluded FeaturesList ByKatherine BurnsListing Agent
William Raveis Real Estate Vermont PropertiesBroker
Affordability Calculator
- Monthly Principal & Interest
- $4,736
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chester, VT
Average List Price $520,875
Percent of Sale Price 31%
About Chester, VT 3,243 Population
7% Since 2002
$ 47,944 Median Income
49.29 Median Age
23% Households with Children
Trends Information provided by ATTOM Data Solutions.
1784476 Elementary School
1009082 Middle School
Green Mountain UHSD #35 High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/1/2026 | $750,000 | | Listed Price |