List Price: $575,000 | $240 per sq.ft. | 4 Bedroom | 3 Bathroom | 2 Story Single Family Home Under Contract
Listed Wednesday Mar 11, 2026 | MLS# 5078937
30 Upper Woods and Water Road Winhall VT
Listed by Carrie Mathews Winhall Real Estate
Perched to capture breathtaking long-range views, this striking ski home offers an unforgettable vantage point of Magic Mountain and Stratton, with Bromley visible to the northwest--a daily reminder that some of Southern Vermont's best skiing and outdoor adventure are just minutes away. With its cool, modern vibe and classic alpine character, the home perfectly blends style, comfort, and mountain living. The main living area is designed to showcase the spectacular scenery, with large windows that frame the surrounding mountains and fill the space with natural light. A wood-burning fireplace anchors the living room, creating the perfect spot to gather after a day on the slopes. Clean architectural lines, warm materials, and thoughtful updates give the home a contemporary yet welcoming feel throughout. Several upgrades and renovations provide comfort and efficiency for years to come. The property also includes a carport, providing convenient covered parking so you won't have to clear snow off your car after a Vermont snowfall, along with space for skis and all the gear that comes with an active mountain lifestyle. Perfectly located just minutes from Bromley Mountain and a short drive to Stratton Resort, this home is ideally positioned for year-round recreation--from skiing and snowboarding in winter to hiking, biking, and golf in the warmer months. An added benefit of this property, if you opt to join, is that a Bromley Bond is available, providing driveway plowing, and garbage pickup services. Whether you are seeking a full-time residence or a retreat, this unique mountain home offers style, views, and an unbeatable Southern Vermont location. Closing to occur on or after June 15. The buyer may elect to close earlier and allow the seller to rent the property back until June 15. This property will transfer unfurnished.
Flooring: Bamboo | Laminate | Tile
Total Rooms: 10
Total Baths: 3
Full Baths: 1
3/4 Baths: 2 0
Total Bedrooms: 4
Basement: Full | Interior Stairs
Year Built: 1965
Type: Stucco Exterior | Wood Exterior

Building Info
Finished Sq.Ft.: 2400
Above Grade Sq.Ft.: 1200
Below Grade Sq.Ft.: 1200
Apx Below Grade Unfinished Sq.Ft.: 0

Exterior Info
Style: Chalet
Roof: Shingle

Utilities
Electric: Circuit Breaker(s)
Water: Drilled Well | Private
Sewer: Septic

Land Description:
Country Setting | Mountain View | Ski Area | Wooded | Adjoins St/Nat'l Forest | Near Skiing
Lot size: 4.48 acres
Zoned: Residential
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 325
Driveway: Dirt | Gravel



Docs Available : Deed
Taxes $6,284
Assesed Value Not Reported
Schools
School District: Bennington/Rutland
Elementary School: Choice
Middle School: Choice
High School: Choice

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