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Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist's eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

More Info

Parking

  • Parking Spaces1
  • GarageYes

Building

  • Year Built1997
  • Building ConstructionClapboard Exterior
  • ConstructionExisting
  • Property StyleApartment Building, Contemporary
  • Bedrooms6
  • Bathroom5
  • Total Baths5
  • 3/4 Baths1
  • Total Rooms15
  • Square Feet4,942
  • BasementApartment(s), Daylight, Finished, Full, Exterior Stairs, Interior Stairs, Interior Access, Exterior Access, Basement Stairs
  • FoundationConcrete

Amenities

  • PricePerSqFt140.77

Other

  • SeasonalNo
  • Page80-71
  • Date Listed09/08/2026

Rooms

  • Full Bath4

Location

  • Building Number1113
  • StreetOld Cheney Road
  • TownWindham
  • StateVT
  • Zip05359
  • CountyWindham
  • Flood Zone Y/NUnknown
  • Address1113 Old Cheney Road

Property

  • Acreage5.14
  • Lot DescriptionCountry Setting, Horse/Animal Farm, Field/Pasture, Hilly, Orchards, Rolling, Secluded, View, Near Skiing, Near Snowmobile Trails, Rural
  • AreaVT-Windham
  • DrivewayGravel
  • RoadsPublic Maintained Road
  • Road Frontage533

Basic Information

  • MLS Number5108718
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$569,000
  • Listing Agent NameDaire Gibney
  • Broker NameBarrett and Valley Associates Inc.

Interior

  • Stories3

Exterior

  • RoofArchitectural Shingle

Utilities

  • Heat SystemOil
  • WaterDrilled Well
  • SewerPrivate
  • Electric200+ Amp Service
  • UtilitiesCable Available

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 6:54 AM UTC

 

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