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  • Listed by: IPJ Real Estate • Beth Stanway
    Price cut: $29K (8/11)
    $650,000

    464 East Main Street, Middlebury, VT 05753

    4beds
    2,922sqft
    : 
    $4,944/mo
    Get pre-qualified
    Single Family Residence
    Built in 1840
    1.82 Acres Lot
    $642,300 Zestimate®
    $222/sqft
    $-- HOA

    What's special

    Riverside gemBeautifully updated vintage homeHistoric characterModern comfortDedicated officeVersatile living spaceSeparate one-bedroom apartment
    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. MOTIVATED SELLER!
    52 days
    |
    1,176
    |
    67
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Beth Stanway,

    IPJ Real Estate Cell:802-989-9928

    Source: PrimeMLS,MLS#: 5095929MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 1
      • 3/4 bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Natural Gas, Hot Air, Wood Stove
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
      • Laundry: 2nd Floor Laundry
      Features
      • Dining Area, Living/Dining, Natural Woodwork
      • Flooring: Softwood
      • Basement: Bulkhead,Unfinished,Interior Entry
      Interior area
      • Total structure area: 4,424
      • Total interior livable area: 2,922 sqft
      • Finished area above ground: 2,922
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Gravel
      • Garage spaces: 1
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Porch, Screened Porch
      • Exterior features: Garden, Natural Shade
      • On waterfront: Yes
      • Body of water: Middlebury River
      • Frontage length: Road frontage: 150
      Lot
      • Size: 1.82 Acres
      • Features: Near Skiing, Near Public Transit
      Details
      • Additional structures: Barn(s)
      • Parcel number: 38712012186
      • Zoning description: R2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Historic Vintage
      • Property subtype: Single Family Residence
      Materials
      • Clapboard Exterior
      • Foundation: Stone
      • Roof: Asphalt Shingle,Slate
      Condition
      • New construction: No
      • Year built: 1840

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Septic Tank
      • Utilities for property: Cable, Gas On-Site

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $222/sqft
      • Tax assessed value: $244,200
      • Annual tax amount: $6,308
      • Date on market: 6/21/2026

        Estimated market value

        $642,300

        $610,000 - $674,000

        $3,827/mo

        Price history

        DateEventPrice
        8/11/2026Price change$650,000-4.3%$222/sqft
        Source: PrimeMLS #5095929 Report a problem
        7/27/2026Price change$679,000-2.9%$232/sqft
        Source: PrimeMLS #5095929 Report a problem
        6/21/2026Listed for sale$699,000+336.9%$239/sqft
        Source: PrimeMLS #5095929 Report a problem
        2/25/2000Sold$160,000$55/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $244,200
        2023-- $244,200
        2022-- $244,200
        2021-- $244,200
        2020-- $244,200
        2019-- $244,200 +32.1%
        2018-- $184,900
        2017-- $184,900
        2016-- $184,900 +9900%
        2015-- $1,849
        2014-- $1,849
        2013-- $1,849
        2012-- $1,849
        2011-- $1,849 +5.4%
        2010-- $1,755
        2009-- $1,755
        2008-- $1,755
        2007-- $1,755
        2006-- $1,755
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 05753

        Getting around

        7 / 100
        Car-Dependent
        21 / 100
        Somewhat Bikeable

        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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