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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.

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number30
  • StreetUpper Woods And Water Road
  • TownWinhall
  • StateVT
  • Zip05340
  • CountyBennington
  • DistrictBennington/Rutland
  • Elementary SchoolChoice
  • Junior HighChoice
  • High SchoolChoice
  • Flood Zone Y/NNo
  • Address30 Upper Woods And Water Road

Interior

  • Interior FeaturesCathedral Ceiling, Dining Area, Wood Fireplace,1 Fireplace, Hearth, Kitchen/Dining, Living/Dining, Primary BR w/ BA, Natural Light
  • FloorsBamboo, Laminate, Tile
  • Stories2

Parking

  • Parking Spaces1
  • GarageYes
  • Parking DescriptionCarport

Building

  • Year Built1965
  • Building ConstructionStucco Exterior, Wood Exterior
  • ConstructionExisting
  • Property StyleChalet
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths2
  • Total Rooms10
  • Square Feet2,400
  • BasementFull, Interior Stairs
  • FoundationConcrete

Exterior

  • Exterior FeaturesDeck
  • RoofShingle

Amenities

  • AmenitiesSmoke Detector
  • PricePerSqFt239.58

Other

  • SeasonalNo
  • Page505-508
  • Date Listed03/11/2026
  • View Count3

Rooms

  • Full Bath1

Basic Information

  • MLS Number5078937
  • MLS StatusActive Under Contract
  • StatusActive With Contract
  • Property TypeSingle Family
  • List Price$575,000
  • Listing Agent NameCarrie Mathews
  • Broker NameWinhall Real Estate

Property

  • Acreage4.48
  • Lot DescriptionCountry Setting, Mountain View, Ski Area, Wooded, Adjoins St/Nat'l Forest, Near Skiing
  • AreaVT-Bennington
  • DrivewayDirt, Gravel
  • RoadsCul-de-Sac, Dead End
  • Road Frontage325

Utilities

  • Heat SystemPropane, Baseboard, Multi Zone
  • WaterDrilled Well, Private
  • SewerSeptic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable

Map Location

Driving Directions

Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 June 29, 2026 3:09 PM UTC

 

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