53 High StreetMiddlebury, VT 05753MLS Number 5045832

  • Price: $275,000
  • Est. Mortgage of $/month
  • 279 Days on Market
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Federal 30-year interest rate: 6.11% last updated on Mar 12, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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53 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 0575353 High Street Middlebury VT 05753
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  • 3Bedrooms
  • 0.29Acreage
  • 3Bathrooms
  • 1920Year Built

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Listed by Bonnie Gridley of RE/MAX North Professionals,Middlebury
Attention Buyers!! Investors, Multi-generational living, first time home buyers! HUGE Price Reduction! Great Location! This is a great opportunity to build "Sweat Equity" ! Inside you will find 2 one bedroom apartments and a third floor that needs a full rehab. The town only recognizes the lower two floors. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the Adirondacks. A short distance to groceries and the Co-op and Chipman Hill Park is a few hundred feet away! Lots of beautiful trees were planted above the house by the current owners including 2 walnut trees, pinyon pines and a willow tree. There is enough room for terraced gardening in the back yard. Bring your imagination and see what this house has to offer in this amazing location in Middlebury!

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More Info

Tax Information

  • Tax Year2024

Location

  • Building Number53
  • StreetHigh 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
  • Address53 High Street

Interior

  • Interior FeaturesKitchen/Dining, Natural Light,2nd Floor Laundry
  • Room 1 TypeKitchen
  • Room 1 Level1
  • Room 1 Dimensions13'5x9
  • FloorsCarpet, Vinyl, Vinyl Plank
  • Room 2 TypeBedroom
  • Room 2 Level1
  • Room 2 Dimensions11'6x8'2
  • Room 3 TypeLiving Room
  • Room 3 Level1
  • Room 3 Dimensions20'3x11'6
  • Room 4 TypeKitchen
  • Room 4 Level2
  • Room 4 Dimensions13x11'7
  • Room 5 TypeBedroom
  • Room 5 Level1
  • Room 5 Dimensions10x9
  • Stories2.5
  • Room 6 TypeLiving Room
  • Room 6 Level2
  • Room 6 Dimensions21'3x9'11
  • Room 7 TypeKitchen
  • Room 7 Level3
  • Room 7 Dimensions13'x7'5
  • Room 8 TypeBedroom
  • Room 8 Level3
  • Room 8 Dimensions10x8'9
  • Room 9 TypeLiving Room
  • Room 9 Level3
  • Room 9 Dimensions21'6x12'2

Parking

  • Parking Spaces
  • GarageNo
  • Parking DescriptionDriveway, Unpaved

Building

  • Year Built1920
  • Building ConstructionWood Frame, Vinyl Siding
  • ConstructionExisting
  • Property StyleColonial, Duplex, Tri-Level, Walkout Lower Level
  • Bedrooms3
  • Bathroom3
  • Total Baths3
  • Total Rooms8
  • Square Feet1,740
  • AG Sqft446
  • BasementFull
  • FoundationConcrete, Poured Concrete

Exterior

  • Exterior FeaturesDeck, Covered Porch, Shed, Double Pane Window(s)
  • Exterior ColorWhite
  • RoofShingle

Amenities

  • Accessibility Amenities1st Floor Bedroom,1st Floor Full Bathroom, Hard Surface Flooring
  • AmenitiesSmoke Detector
  • PricePerSqFt158.05

Rooms

  • Full Bath3

Basic Information

  • MLS Number5045832
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$275,000
  • Listing Agent NameBonnie Gridley
  • Broker NameRE/MAX North Professionals, Middlebury

Property

  • Acreage0.29
  • Lot DescriptionCountry Setting, Hilly, Mountain View, Open, Sloping, Trail/Near Trail, View
  • AreaVT-Addison
  • DrivewayDirt
  • RoadsPaved, Public
  • Road Frontage65

Utilities

  • Heat SystemBaseboard, Electric
  • WaterPublic
  • SewerPublic
  • Electric100 Amp Service, Circuit Breaker(s)
  • UtilitiesCable

Water Body

  • Water AccessNo
  • Water ViewNo

Other

  • SeasonalNo
  • Foot Print Dim30'10"x23'
  • Page418
  • Date Listed06/11/2025
  • View Count23
Dave Chenette | Chenette Real Estate
Dave Chenette | Chenette Real Estate
Office: 802-264-1991
9 Roberts Ct
Milton, VT 05468
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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 March 17, 2026 11:09 AM EDT

 

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