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Perched high on Pearl Buck Drive, this distinctive Vermont home is all about locationand the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning author, humanitarian, and civil rights advocate who purchased property in Winhall in 1950. Inside, warm wood floors, natural light, brick accents, and a striking fieldstone fireplace give the home classic Vermont character. Generous gathering spaces and expansive windows make the most of the setting and views. The kitchen and baths offer an opportunity for thoughtful updates, allowing the next owner to create a style of their own while investing in a location that would be difficult to duplicate. A spacious unfinished basement provides excellent room for future expansion, recreation, a workshop, or additional storage. Stratton Mountain is just minutes away, putting skiing, snowboarding, golf, dining, and year-round recreation within easy reach. Whether envisioned as a full-time residence, weekend retreat, or four-season base camp, this property offers the combination buyers value most: extraordinary views, convenient access, Vermont character, and exciting potential. The home is being offered unfurnished. Certain listing photographs have been virtually staged using AI to help prospective buyers visualize the scale and potential use of the rooms. Furnishings and dcor shown in those images are not included in the sale.

More Info

Tax Information

  • Tax Year2026

Location

  • Building Number57
  • StreetPearl Buck Drive
  • TownWinhall
  • StateVT
  • Zip05340
  • CountyBennington
  • DistrictChoice
  • Elementary SchoolChoice
  • Junior HighChoice
  • High SchoolChoice
  • Flood Zone Y/NNo
  • Address57 Pearl Buck Drive

Interior

  • Interior FeaturesDining Area, Wood Fireplace, Hearth, Living/Dining, Primary BR w/ BA, Indoor Storage
  • Room 1 TypeMudroom
  • Room 1 Level1
  • FloorsCarpet, Hardwood, Laminate
  • Room 2 TypeLiving/Dining
  • Room 2 Level1
  • Room 2 Dimensions22x19
  • Room 3 TypeDen
  • Room 3 Level1
  • Room 3 Dimensions20'4x13
  • Room 4 TypeBedroom
  • Room 4 Level1
  • Room 4 Dimensions12x12'4
  • Room 5 TypeBedroom
  • Room 5 Level1
  • Room 5 Dimensions9'9x13'4
  • Stories2.5
  • Room 6 TypeKitchen
  • Room 6 Level1
  • Room 6 Dimensions9x13'4
  • Room 7 TypePrimary BR Suite
  • Room 7 Level1
  • Room 7 Dimensions18x27
  • Room 8 TypeUtility Room
  • Room 8 LevelBasement
  • Room 9 TypeWorkshop
  • Room 9 LevelBasement

Parking

  • Parking Spaces1
  • GarageYes
  • Parking DescriptionGarage, Parking Spaces 3 - 5

Building

  • Year Built1970
  • Building ConstructionBrick Exterior
  • ConstructionExisting
  • Property StyleContemporary
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • 3/4 Baths1
  • Total Rooms6
  • Square Feet2,000
  • APX Unfin Below Grade200
  • BasementInterior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
  • FoundationBlock, Poured Concrete

Utilities

  • Heat SystemOil, Forced Air
  • WaterDrilled Well
  • Sewer1000 Gallon
  • ElectricCircuit Breaker(s)
  • UtilitiesCable at Site

Other

  • SeasonalNo
  • Page599
  • Date Listed09/08/2026

Rooms

  • Full Bath1

Basic Information

  • MLS Number5108777
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$695,000
  • Listing Agent NameCarrie Mathews
  • Broker NameWinhall Real Estate

Property

  • Acreage3.5
  • Lot DescriptionMountain View, Recreational, Ski Area, Sloping, Wooded
  • AreaVT-Bennington
  • DrivewayGravel
  • RoadsPublic
  • Road Frontage308

Exterior

  • Exterior FeaturesDeck, Storage
  • RoofArchitectural Shingle

Amenities

  • PricePerSqFt347.5

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 September 9, 2026 5:23 AM UTC

 

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