Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and terraces. Thoughtfully designed with timeless craftsmanship, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, and finely crafted wainscoting and cabinetry. Slate and copper roofs, along with Vermont marble and soapstone, enhance the home's distinctive character. A welcoming brick-floored mudroom opens to the heart of the home-an expansive, sun-filled chef's kitchen with butler's pantry, dining area, and bar, all with direct access to a charming kitchen garden for fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows seamlessly into a rustic family/sunroom highlighted by a striking Vermont fieldstone fireplace. French doors from both spaces open to a gracious slate terrace, creating ideal indoor-outdoor living. A book-lined library offers a quiet retreat, while a first-floor bedroom with en suite bath provides comfort and flexibility for guests. Upstairs, the primary suite features a spacious spa-like bath. Three additional bedrooms and two full baths offer ample accommodations. Radiant heat throughout ensures year-round comfort. The grounds are equally impressive, with curated landscaping, stonework, outdoor shower, and hot tub for relaxing under the stars. Completing the property is a two-story attached party barn/workshop, an attached two-car garage with loft storage and attached garden shed. A rare offering combining classic New England elegance with modern comfort-must be seen to be fully appreciated. All measurements approximate.

Listing Tools

More Info

Tax Information

  • Tax Year2026

Parking

  • Parking Spaces2
  • GarageYes

Rooms

  • Full Bath4

Basic Information

  • MLS Number5081997
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$3,285,000
  • Listing Agent NameCarol O'Connor
  • Broker NameFour Seasons Sotheby's Int'l Realty

Location

  • Building Number68
  • StreetGreen Peak Orchard S.
  • TownDorset
  • StateVT
  • Zip05253
  • CountyBennington
  • DistrictTaconic and Green Regional
  • Elementary SchoolDorset Elementary School
  • Junior HighDorset Elementary School
  • High SchoolChoice
  • Flood Zone Y/NNo
  • Address68 Green Peak Orchard S.

Building

  • Year Built2007
  • Building ConstructionWood Frame
  • ConstructionExisting
  • Property StyleFarmhouse
  • Bedrooms5
  • Bathroom6
  • Total Baths6
  • Half Bath1
  • Total Rooms12
  • Square Feet6,900
  • APX Unfin Below Grade4337
  • BasementConcrete, Concrete Floor, Full, Exterior Stairs, Interior Stairs, Storage Space, Interior Access, Exterior Access, Basement Stairs
  • FoundationConcrete

Property

  • Acreage9.9
  • Lot DescriptionCorner, Country Setting, Field/Pasture, Landscaped, Rural, Private
  • AreaVT-Bennington
  • DrivewayCircular, Gravel
  • RoadsAssociation, Private Road, Shared, Unpaved, Privately Maintained, Road Maintenance Agreemnt
  • Road Frontage578

Interior

  • Interior FeaturesWood Fireplace,1 Fireplace,2 Fireplaces, Hot Tub, Kitchen Island, Kitchen/Dining, Kitchen/Family, Primary BR w/ BA, Natural Light, Security, Soaking Tub, Indoor Storage, Walk-in Closet, Walk-in Pantry, Wet Bar,1st Floor Laundry, Attic with Pulldown
  • Room 1 TypeMudroom
  • Room 1 Level1
  • Room 1 DimensionsSee Floor Plans
  • FloorsBrick, Carpet, Hardwood, Softwood, Tile
  • Room 2 TypeKitchen
  • Room 2 Level1
  • Room 3 TypeLibrary
  • Room 3 Level1
  • Room 4 TypeFamily Room
  • Room 4 Level1
  • Room 5 TypeLiving Room
  • Room 5 Level1
  • Stories2
  • Room 6 TypeBedroom with Bath
  • Room 6 Level1
  • Room 7 TypeWorkshop
  • Room 7 Level1
  • Room 8 TypeRec Room
  • Room 8 Level2
  • Room 9 TypePrimary BR Suite
  • Room 9 Level2
  • Room 10 TypeBedroom
  • Room 10 Level2
  • Room 11 TypeBedroom with Bath
  • Room 11 Level2
  • Room 12 TypeBedroom
  • Room 12 Level2

Exterior

  • Exterior FeaturesGarden Space, Hot Tub, Outbuilding, Patio, Covered Porch
  • Exterior ColorCream
  • RoofSlate, Standing Seam

Utilities

  • Heat SystemPropane, Multi Fuel, Oil, In Floor, Radiant, Radiator
  • WaterDrilled Well
  • SewerSeptic
  • Electric200+ Amp Service
  • UtilitiesPropane, Underground Utilities

Amenities

  • AmenitiesSecurity System, Standby Generator
  • PricePerSqFt476.09

Other

  • SeasonalNo
  • Page547
  • Date Listed04/03/2026
  • View Count5

Map Location

Listed by Carol O'Connor of Four Seasons Sotheby's Int'l Realty
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 May 15, 2026 2:53 PM EDT

 

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