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Courtesy of Bonnie Gridley of RE/MAX North Professionals, Middlebury: .

53 High Street

Middlebury, VT 05753
  • $275,000
  • STATUS: Active
  • ON SITE: 247 Days
  • MLS #: 5045832
UPDATED: 7 min ago
$275,000
  • 3
    BEDS
  • 0.29
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 1,740
    SQFT
  • $158
    $/SQFT
Type:
Single-Family Home
Built:
1920
County:
Area:

School Information

Elementary School:
School District:

Description

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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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-02-14T14:05:39.147.
www.livingvermont.com/homes/164781256
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53 High Street Middlebury, VT 05753

  • Price: $275,000
  • Status: Active
  • On Site: 247 Days
  • Updated: 7 min ago
  • MLS #: 5045832
3
Beds
3
Baths
0
½ Baths
0.29
Acres
1,740
SQFT
$158
$/SQFT
1920
Built
County:
Addison
Area:
Middlebury
Elementary School:
Mary Hogan School
Middle School:
Middlebury Union Middle #3
High School:
Middlebury Senior Uhsd #3
School District:
Addison Central
Property Description
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!
Exterior Features

Architectural Style ColonialDuplexTri-LevelWalkout Lower Level Color White Construction Materials Wood FrameVinyl Siding Driveway Dirt Exterior Features DeckCovered PorchShedDouble Pane Window(s) Has Garage No Lot Features Country SettingHillyMountain ViewOpenSlopingTrail/Near TrailView Parking DrivewayUnpaved Road Frontage Yes Road Frontage Length 65 Roof Shingle Water Body Access YN No Water View YN No Waterfront Property No

Interior Features

Appliances Electric RangeRefrigeratorElectric Water Heater Basement Access Type Walkout Basement Description Full Cooling Wall AC Units Flooring CarpetVinylVinyl Plank Foundation ConcretePoured Concrete Has Basement Yes Heating BaseboardElectric Interior Features Kitchen/DiningNatural Light2nd Floor Laundry Quarter Baths 0 Rooms Level1 Level 1: BedroomLevel 1: KitchenLevel 1: Living Room Rooms Level2 Level 2: KitchenLevel 2: Living Room Rooms Level3 Level 3: BedroomLevel 3: KitchenLevel 3: Living Room Rooms Total 8 Sq Ft Approx Fin Above Grade 1740 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Construction Status Existing Covenants Unknown Documents Available DeedProperty DisclosureTax Map Easements Unknown Electric 100 Amp ServiceCircuit Breaker(s) Electric Company GMP Features Accessibility 1st Floor Bedroom1st Floor Full BathroomHard Surface Flooring Financing Possible Opt CashConventional Flood Zone No Footprint 30'10"x23' Foreclosed / Bank Owned / REO No Fuel Company GMP Planned Urban Developmt No Possession At ClosingNegotiable Pre Construction No Property Type Single Family Resort No Road Frontage Type PavedPublic Sale Includes Land/Building Seasonal No Sewer Public Span Number 387-120-12605 Surveyed Unknown Tax Gross Amount 7055.68 Tax Year 2024 Taxes Tbd No Timeshare Fractional Own No Utilities Cable Water Source Public Zoning RES

Courtesy of Bonnie Gridley of RE/MAX North Professionals, Middlebury: .


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-02-14T14:05:39.147.
 
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RE/MAX North Professionals
553 Roosevelt highway suite 200
Colchester VT, 05446