Listing Tools

## Revised Public Remarks Set on 109.75 acres in the hills of Stockbridge, this well cared for Vermont property offers privacy, mountain views, open land, woods, a private pond, and the kind of setting that is increasingly hard to find. The three bedroom, two bath home blends warmth and character with practical country living. Inside, natural wood finishes, exposed beams, a striking stone fireplace, generous windows, and comfortable gathering spaces create an inviting atmosphere, while the kitchen, dining area, and bedrooms are ready to enjoy from day one. Outside, the property opens to sweeping views across the surrounding mountains, maintained lawn and field areas, mature woods, and a picturesque pond. The wooded acreage may also offer potential for selective timber harvesting, providing an opportunity to improve forest health while realizing possible timber value. A large attached garage offers two overhead doors with room for up to four vehicles, along with extensive workshop space, storage, benches, and room for projects or equipment. A standby gas generator adds another layer of convenience, with oil heat, spring fed water, and private septic serving the property. Even better, this home is being offered fully furnished and ready to move in. The sale is expected to include a John Deere tractor, lawn mower, an extensive collection of tools, workshop equipment, and additional items, subject to the final written agreement between buyer and seller. Whether you are looking for a full time Vermont home, private retreat, or a property where land, views, recreation, and workshop space all come together, 808 Whitcomb Hill Road offers a rare opportunity to simply arrive and begin enjoying it.

More Info

Basic Information

  • PricePerSqFt544.52

Basic Information

  • MLS Number5110662
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$850,000
  • Listing Agent NameNathan Wright
  • Broker NameCentury 21 The One

Property

  • Acreage109.75
  • Lot DescriptionField/Pasture, Mountain View, Open, Timber, Trail/Near Trail, Walking Trails, Wooded, Mountain, Near Snowmobile Trails, Rural, Private
  • AreaVT-Windsor
  • DrivewayGravel
  • RoadsDirt, Gravel, Public
  • Road Frontage2500

Other

  • SeasonalNo
  • Page3
  • Date Listed09/19/2026

Tax Information

  • Tax Year2026

Rooms

  • Full Bath2

Building

  • Year Built1950
  • Building ConstructionVinyl Siding
  • ConstructionExisting
  • Property StyleSingle Level
  • Bedrooms3
  • Bathroom2
  • Total Baths2
  • Total Rooms7
  • Square Feet1,561
  • APX Unfin Below Grade1561
  • BasementBasement Stairs, Concrete, Unfinished
  • FoundationConcrete, Stone

Parking

  • Parking Spaces4
  • GarageYes

Location

  • Building Number808
  • StreetWhitcomb Hill Road
  • TownStockbridge
  • StateVT
  • Zip05032
  • CountyWindsor
  • Flood Zone Y/NNo
  • Address808 Whitcomb Hill Road

Interior

  • Stories1

Exterior

  • RoofStanding Seam

Utilities

  • Heat SystemOil
  • WaterSpring
  • Sewer1000 Gallon
  • Electric200+ Amp Service
  • UtilitiesSatellite, Telephone at Site

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 20, 2026 8:07 AM UTC

 

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