81 Windward HillDorset, VT 05251MLS Number 5061525

  • Sale Price: $875,000
  • 60 Days Since Sale
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81 Windward Hill Dorset VT 05251
81 Windward Hill Dorset VT 05251
  • 4Bedrooms
  • 5.8Acreage
  • 4Bathrooms
  • 1981Year Built

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Listed by Adrienne Sherwood of Four Seasons Sotheby's Int'l Realty

Listing Sold by Four Seasons Sotheby's Int'l Realty
Set on a quiet private road in the heart of Dorset, Vermont, this distinguished four bedroom Colonial blends classic New England architecture with modern comfort. Framed by mountain views and surrounded by natural beauty, the property offers the perfect balance of privacy, charm, and convenience. Inside, you'll find inviting spaces designed for both everyday living and gracious entertaining. Three fireplaces provide warmth and character throughout the home, creating cozy gathering spots in every season. The finished walkout basement extends the living space, ideal for a family room, home office, or guest suite. Outdoors, the property continues to impress. A dedicated garden space invites you to cultivate your own vegetables, herbs, or flowers, while the mountain backdrop offers year-round beauty. The private setting allows you to enjoy peaceful mornings on the porch or evenings by the fire, all just minutes from Dorset village amenities.

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number81
  • StreetWindward Hill
  • TownDorset
  • StateVT
  • Zip05251
  • CountyBennington
  • DistrictTaconic and Green Regional
  • Elementary SchoolDorset Elementary School
  • Junior HighDorset Elementary School
  • High SchoolChoice
  • Flood Zone Y/NNo
  • Address81 Windward Hill

Interior

  • Interior FeaturesDining Area, Wood Fireplace,3+ Fireplaces, Primary BR w/ BA, Natural Light,1st Floor Laundry
  • Room 1 TypeKitchen
  • Room 1 Level1
  • FloorsCarpet, Ceramic Tile, Hardwood, Laminate, Manufactured, Tile, Wood, Vinyl Plank
  • Room 2 TypeDining Room
  • Room 2 Level1
  • Room 3 TypeDen
  • Room 3 Level1
  • Room 4 TypeLiving Room
  • Room 4 Level1
  • Room 5 TypeLaundry Room
  • Room 5 Level1
  • Stories2.5
  • Room 6 TypeMudroom
  • Room 6 Level1
  • Room 7 TypeFamily Room
  • Room 7 LevelBasement
  • Room 8 TypeRec Room
  • Room 8 Level1
  • Room 9 TypePrimary BR Suite
  • Room 9 Level2
  • Room 10 TypeBedroom
  • Room 10 Level2
  • Room 11 TypeBedroom
  • Room 11 Level2
  • Room 12 TypeBedroom
  • Room 12 Level2

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionAuto Open, Direct Entry, Driveway, Garage, Paved, Attached

Building

  • Year Built1981
  • Building ConstructionWood Frame
  • ConstructionExisting
  • Property StyleColonial
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • 3/4 Baths1
  • Half Bath1
  • Total Rooms10
  • Square Feet4,650
  • APX Unfin Below Grade100
  • BasementClimate Controlled, Concrete, Daylight, Finished, Full, Insulated, Interior Stairs, Storage Space, Walkout, Exterior Access, Basement Stairs
  • FoundationConcrete

Exterior

  • Exterior FeaturesGarden Space, Porch, Covered Porch, Shed, Storage
  • Exterior Colorblue
  • RoofAsphalt Shingle

Amenities

  • AmenitiesAir Conditioner, Dehumidifier
  • PricePerSqFt188.17

Legal

  • Taxes$11,747.6
  • Tax ReductionNo
  • ZoningResidential
  • Surveyed Y/NUnknown

Rooms

  • Full Bath2

Basic Information

  • MLS Number5061525
  • MLS StatusClosed
  • Virtual TourView Tour
  • StatusSLD
  • Property TypeSingle Family
  • List Price$950,000
  • Listing Agent NameAdrienne Sherwood
  • Broker NameFour Seasons Sotheby's Int'l Realty
  • Selling Agent NameAdrienne Sherwood
  • Sale Price$875,000

Property

  • Acreage5.8
  • Lot DescriptionCountry Setting, Landscaped, Mountain View, View
  • AreaVT-Bennington
  • DrivewayPaved
  • RoadsCul-de-Sac, Dead End, Gravel, Private Road, Shared, Easement, Privately Maintained
  • Road Frontage564

Utilities

  • Heat SystemWood, Baseboard, Hot Water, Multi Zone
  • WaterDrilled Well
  • SewerPrivate, Septic
  • Electric200+ Amp Service
  • UtilitiesCable Available, Telephone Available

Other

  • Delayed ShowingsNo
  • SeasonalNo
  • Page763
  • Date Listed09/16/2025
  • View Count4
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Weston, VT 05161
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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 February 16, 2026 2:38 PM EST

 

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