464 East Main StreetMiddlebury, VT 05753MLS Number 5095929

  • Price: $699,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
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464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753464 East Main Street Middlebury VT 05753
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  • 4Bedrooms
  • 1.82Acreage
  • 4Bathrooms
  • 1840Year Built

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Listed by Beth Stanway of IPJ Real Estate (Cell: 802-989-9928)
Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the property's lush gardens and natural surroundings. Thoughtful updates throughout preserve the home's timeless charm while enhancing everyday convenience. Upstairs there is a claw foot tub overlooking the beautiful yard, soak and listen to the river! A spacious barn adds exceptional storage, workshop, or hobby space, while the separate one-bedroom apartment presents opportunities for rental income, multigenerational living, or private guest accommodations. Surrounded by established gardens and the soothing sounds of the river, this special property offers a quintessential Vermont lifestyle with room to live, work, and entertain. As an added bonus, this property owns the land across the street ensuring a permanent buffer! Whether you're seeking a full-time residence, country retreat, or property with income potential, this riverside gem is a unique opportunity not to be missed.

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More Info

Tax Information

  • Tax Year2026

Location

  • Building Number464
  • StreetEast Main Street
  • TownMiddlebury
  • StateVT
  • Zip05753
  • CountyAddison
  • DistrictAddison Central
  • Elementary SchoolMary Hogan School
  • Junior HighMiddlebury Union Middle #3
  • High SchoolMiddlebury Senior UHSD #3
  • Flood Zone Y/NNo
  • Address464 East Main Street

Interior

  • Interior FeaturesDining Area, Living/Dining, Natural Woodwork,2nd Floor Laundry
  • Room 1 TypeLiving Room
  • Room 1 Level1
  • Room 1 Dimensions16.3 x 25.2
  • FloorsSoftwood
  • Room 2 TypeKitchen
  • Room 2 Level1
  • Room 2 Dimensions14.8 x 11
  • Room 3 TypeDining Room
  • Room 3 Level1
  • Room 3 Dimensions14.8 x 13.11
  • Room 4 TypePorch
  • Room 4 Level1
  • Room 4 Dimensions14.5 x 14.6
  • Room 5 TypeBathroom Half
  • Room 5 Level1
  • Room 5 Dimensions4.3 x 3.4
  • Stories2
  • Room 6 TypeOther
  • Room 6 Level1
  • Room 6 Dimensions14.5 x 5.10
  • Room 7 TypeBedroom
  • Room 7 Level2
  • Room 7 Dimensions12.5 x 12.4
  • Room 8 TypeOffice/Study
  • Room 8 Level2
  • Room 8 Dimensions12.6 x 12.4
  • Room 9 TypeBedroom
  • Room 9 Level2
  • Room 9 Dimensions13.7 x 12.9
  • Room 10 TypeLaundry Room
  • Room 10 Level2
  • Room 10 Dimensions7.4 x 9.2
  • Room 11 TypeBathroom Three Quarter
  • Room 11 Level2
  • Room 11 Dimensions7.4 x 7.7
  • Room 12 TypeLibrary
  • Room 12 Level2
  • Room 12 Dimensions12.3 x 11.2
  • Room 13 TypeBedroom
  • Room 13 Level2
  • Room 13 Dimensions16.9 x 12.2
  • Room 14 TypeOther
  • Room 14 Level2
  • Room 14 Dimensions16.9 x 13.2
  • Room 15 TypeKitchen
  • Room 15 Level1
  • Room 15 Dimensions13 x 9.6
  • Room 16 TypeLiving Room
  • Room 16 Level1
  • Room 16 Dimensions9.7 x 8.11
  • Room 17 TypeDining Room
  • Room 17 Level1
  • Room 17 Dimensions13 x 6.9
  • Room 18 TypeBedroom
  • Room 18 Level1
  • Room 18 Dimensions19.5 x 13
  • Room 19 TypeBathroom Full
  • Room 19 Level1
  • Room 19 Dimensions13.1 x 5.8

Parking

  • Parking Spaces1
  • GarageYes

Building

  • Year Built1840
  • Building ConstructionClapboard Exterior
  • ConstructionExisting
  • Property StyleHistoric Vintage
  • Bedrooms4
  • Bathroom4
  • Total Baths4
  • 3/4 Baths2
  • Half Bath1
  • Total Rooms8
  • Square Feet2,922
  • AG Sqft550
  • APX Unfin Below Grade952
  • BasementBulkhead, Unfinished
  • FoundationStone

Exterior

  • Exterior FeaturesBarn, Garden Space, Natural Shade, Porch, Screened Porch
  • Exterior Colorwhite
  • RoofAsphalt Shingle, Slate

Amenities

  • AmenitiesSmoke Detector, Wood Stove
  • PricePerSqFt239.22

Legal

  • Taxes$6,308
  • Tax Year Notesprebate
  • Tax ReductionNo
  • ZoningR2
  • Surveyed Y/NUnknown

Rooms

  • Full Bath1

Basic Information

  • MLS Number5095929
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$699,000
  • Listing Agent NameBeth Stanway
  • Broker NameIPJ Real Estate

Property

  • Acreage1.82
  • Lot DescriptionRiver, River Frontage, Near Skiing, Near Public Transport
  • AreaVT-Addison
  • DrivewayGravel
  • RoadsPublic Maintained Road
  • Road Frontage150

Utilities

  • Heat SystemNatural Gas, Hot Air, Wood Stove
  • WaterPublic
  • SewerSeptic
  • ElectricCircuit Breaker(s)
  • UtilitiesCable, Gas On-Site

Water Body

  • Water Body NameMiddlebury River
  • Water Body TypeRiver
  • Water AccessOwned
  • Water Access DetailsDirectly Adjoining

Other

  • SeasonalNo
  • Page593
  • Date Listed06/21/2026
Dave Chenette | Chenette Real Estate

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Dave Chenette | Chenette Real Estate
Office: 802-264-1991
9 Roberts Ct
Milton, VT 05468
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