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The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write “Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat.

More Info

Tax Information

  • Tax Year2025

Location

  • Building Number636
  • StreetDexter Road
  • TownShaftsbury
  • StateVT
  • Zip05262
  • CountyBennington
  • DistrictShaftsbury School District
  • Elementary SchoolShaftsbury Elem. School
  • Junior HighMt. Anthony Union Middle Sch
  • High SchoolMt. Anthony Sr. UHSD 14
  • Flood Zone Y/NNo
  • Address636 Dexter Road

Interior

  • Interior FeaturesDining Area, Wood Fireplace, Hearth, Natural Light, Natural Woodwork, Walk-in Closet,2nd Floor Laundry
  • Room 1 TypeEat-in Kitchen
  • Room 1 Level1
  • FloorsSoftwood, Wood
  • Room 2 TypeDining Room
  • Room 2 Level1
  • Room 3 TypeFoyer
  • Room 3 Level1
  • Room 4 TypeLiving Room
  • Room 4 Level1
  • Room 5 TypePorch
  • Room 5 Level1
  • Stories2
  • Room 6 TypeLibrary
  • Room 6 Level1
  • Room 7 TypeBedroom
  • Room 7 Level1
  • Room 8 TypeBedroom
  • Room 8 Level1
  • Room 9 TypeBathroom Three Quarter
  • Room 9 Level1
  • Room 10 TypeBedroom
  • Room 10 Level2
  • Room 11 TypeBathroom Full
  • Room 11 Level2
  • Room 12 TypeBedroom
  • Room 12 Level2
  • Room 13 TypeLaundry Room
  • Room 13 Level2
  • Room 14 TypeOffice/Study
  • Room 14 LevelBasement

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionDriveway, Garage, On-Site, Parking Spaces 6+, Unpaved

Building

  • Year Built1800
  • Building ConstructionWood Frame, Clapboard Exterior, Wood Siding
  • ConstructionExisting
  • Property StyleFarmhouse
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths2
  • Total Rooms10
  • Square Feet2,462
  • APX Unfin Below Grade732
  • BasementConcrete Floor, Dirt Floor, Partially Finished, Interior Stairs, Unfinished, Basement Stairs
  • FoundationConcrete

Exterior

  • Exterior FeaturesOutbuilding
  • Exterior ColorWhite
  • RoofMetal

Amenities

  • AmenitiesCO Detector, Battery Smoke Detector, Standby Generator
  • PricePerSqFt352.45

Rooms

  • Full Bath1

Basic Information

  • MLS Number5083102
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$799,000
  • Listing Agent NameKristin Comeau
  • Broker NameTPW Real Estate

Property

  • Acreage40
  • Lot DescriptionConserved Land, Country Setting, Field/Pasture, Mountain View, Open, Pond, Pond Frontage, Secluded, Timber, View, Water View, Wooded, Rural
  • AreaVT-Bennington
  • DrivewayDirt, Gravel
  • RoadsDead End, Dirt, Gravel, Public
  • Road Frontage2155

Utilities

  • Heat SystemOil, Forced Air
  • WaterDrilled Well
  • SewerConcrete, Conventional Leach Field, Existing Leach Field, Private
  • Electric100 Amp Service
  • UtilitiesCable

Other

  • SeasonalNo
  • Page172
  • Date Listed04/10/2026
  • View Count5

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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