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  • Listed by: 

    Bonnie Gridley,

    RE/MAX North Professionals, Middlebury 802-388-0505,

    Judith W Murdock,

    RE/MAX North Professionals, Middlebury

    Price cut: $50K (1/27)
    $275,000

    53 High Street, Middlebury, VT 05753

    3beds
    1,740sqft
    : 
    Duplex
    Built in 1920
    -- sqft lot
    $-- Zestimate®
    $158/sqft
    $-- HOA

    What's special

    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!
    250 days
    |
    1,954
    |
    54
    |

    Zillow last checked: 8 hours ago

    Listing updated: 18 hours ago

    Listed by:

    Bonnie Gridley,

    RE/MAX North Professionals, Middlebury 802-388-0505,

    Judith W Murdock,

    RE/MAX North Professionals, Middlebury

    Source: PrimeMLS,MLS#: 5045832MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Baseboard, Electric
    Cooling
    • Wall Unit(s)
    Appliances
    • Included: Electric Range, Refrigerator, Electric Water Heater
    • Laundry: 2nd Floor Laundry
    Features
    • Kitchen/Dining, Natural Light
    • Flooring: Carpet, Vinyl, Vinyl Plank
    • Windows: Double Pane Windows
    • Basement: Full,Walk-Out Access
    Interior area
    • Total structure area: 2,186
    • Total interior livable area: 1,740 sqft
    • Finished area above ground: 1,740
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Dirt, Driveway, Unpaved
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: 1st Floor Bedroom, 1st Floor Full Bathroom, Hard Surface Flooring
    Features
    • Levels: 2.5,Tri-Level,Walkout Lower Level
    • Stories: 2.5
    • Patio & porch: Covered Porch
    • Exterior features: Deck, Shed
    • Has view: Yes
    • View description: Mountain(s)
    • Frontage length: Road frontage: 65
    Lot
    • Size: 0.29 Acres
    • Features: Country Setting, Hilly, Open Lot, Sloped, Trail/Near Trail, Views
    Details
    • Parcel number: 38712012605
    • Zoning description: RES

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Colonial
    • Property subtype: Duplex
    Materials
    • Wood Frame, Vinyl Siding
    • Foundation: Concrete, Poured Concrete
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1920

    Utilities & green energy

    • Electric: 100 Amp Service, Circuit Breakers
    • Sewer: Public Sewer
    • Utilities for property: Cable

    Community & HOA

    Community
    • Security: Smoke Detector(s)
    Location
    • Region: Middlebury

    Financial & listing details

    • Price per square foot: $158/sqft
    • Tax assessed value: $250,900
    • Annual tax amount: $7,055
    • Date on market: 6/11/2025
    • Road surface type: Paved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    $1,974/mo

    Price history

    Price history
    DateEventPrice
    1/27/2026Price change$275,000-15.4%$158/sqft
    Source: PrimeMLS #5045832 Report a problem
    9/15/2025Price change$325,000-3%$187/sqft
    Source: PrimeMLS #5045832 Report a problem
    8/27/2025Price change$335,000-4.3%$193/sqft
    Source: PrimeMLS #5045832 Report a problem
    6/11/2025Listed for sale$350,000+138.1%$201/sqft
    Source: PrimeMLS #5045832 Report a problem
    12/3/2007Sold$147,000$84/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $250,900
    2023-- $250,900
    2022-- $250,900

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $1,549/mo
    Principal & interest
    $1066
    Property taxes
    $387
    Home insurance
    $96

      Climate risks

      Neighborhood: 05753

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Mary Hogan School
      • Middle: Middlebury Union Middle #3
      • High: Middlebury Senior UHSD #3
      • District: Addison Central

      Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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