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For sale
    • $699,900

    10 Old Waterbury Road, Middlebury, CT 06762

    5beds
    2,345sqft
    : 
    $5,129/mo
    Get pre-qualified
    Multi Family
    Built in 1930
    -- sqft lot
    $-- Zestimate®
    $298/sqft
    $-- HOA

    What's special

    Two car detached garageIn ground swimming pool
    Middlebury Multi-Family-RARE FIND! 4 units! Two buildings on one (.41 acre) parcel. Situated on "park like" grounds at end of cul-de-sac with IN GROUND SWIMMING POOL, and two car detached garage. Commuter friendly with easy access to Rt 8 & I-84, and only moments away to Post University and NVCC. 1st building consists of a side by side TRI-PLEX w/garage under and fireplaced L/R's. 2nd building consists of an adorable, detached single-family RANCH STYLE house-3 rooms/1 bedroom w/oversize fireplace living room & oil heat. Separate heat and utilities. Public water & sewer. Enjoy Middlebury's Greenway trails, hop brook lake for swimming, picnicking, hiking, biking and so much more-all within walking distance! The SUBURBAN town of MIDDLEBURY, is HIGHLY SOUGHT AFTER, rated on TOP, for it's schools and LOW, RENTAL VACANCY. Perfect opportunity for OWNER OCCUPANT to live in one unit and collect rent from other 3 units. INVESTORS...be proud to add this one to your portfolio while growing "SWEET EQUITY" . PLEASE REFER TO AGENT COMMENTS!
    26 days
    643
    30

    Zillow last checked:

    Listing updated:

    Listed by:

    Judith Caputo (203)755-4015,

    Advantage Realty Group, Inc. 203-755-4015

    Source: Smart MLS,MLS#: 24207437MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Heating
      • Baseboard, Electric, Oil
      Cooling
      • None
      Appliances
      • Included: Water Heater
      Features
      • Basement: Partial
      • Attic: None
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 2,345
      • Total interior livable area: 2,345 sqft
      • Finished area above ground: 2,345

      Property

      Parking
      • Total spaces: 3
      • Parking features: Detached, Attached
      • Attached garage spaces: 3
      Features
      • Patio & porch: Porch, Deck
      • Exterior features: Sidewalk, Rain Gutters, Garden, Lighting
      • Has private pool: Yes
      • Pool features: In Ground
      Lot
      • Size: 0.41 Acres
      • Features: Few Trees, Sloped
      Details
      • Parcel number: 1194297
      • Zoning: R40

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units are Side-by-Side
      • Property subtype: Multi Family
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1930

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Near Public Transport, Health Club, Lake, Park, Public Rec Facilities, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Middlebury

      Financial & listing details

      • Price per square foot: $298/sqft
      • Tax assessed value: $236,000
      • Annual tax amount: $7,675
      • Date on market: 9/15/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/15/2026Listed for sale$699,900+16.7%$298/sqft
        Source: Smart MLS #24207437 Report a problem
        6/1/2026Listing removed$599,900$256/sqft
        Source: Smart MLS #24143678 Report a problem
        2/18/2026Price change$599,900-14.3%$256/sqft
        Source: Smart MLS #24143678 Report a problem
        12/5/2025Listed for sale$699,900+40%$298/sqft
        Source: Smart MLS #24143678 Report a problem
        2/1/2023Listing removed--
        Source: Smart MLS #170538468 Report a problem
        11/30/2022Listed for sale$499,900-26.5%$213/sqft
        Source: Smart MLS #170538468 Report a problem
        1/1/2022Listing removed--
        Source: Smart MLS #170449626 Report a problem
        11/3/2021Listed for sale$679,900+655.4%$290/sqft
        Source: Smart MLS #170449626 Report a problem
        8/19/2018Listing removed$1,050
        Source: Hadir Realty Group, LLC #170094933 Report a problem
        6/26/2018Price change$1,050-12.5%
        Source: Hadir Realty Group, LLC #170094933 Report a problem
        6/13/2018Listed for rent$1,200$1/sqft
        Source: Hadir Realty Group, LLC #170094933 Report a problem
        1/29/1993Sold$90,000-50%$38/sqft
        Source: Public Record Report a problem
        4/4/1988Sold$180,000$77/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,675 -0.2%$236,000
        2024$7,694 +1.1%$236,000
        2023$7,613 +3.2%$236,000
        2022$7,377 +11.7%$236,000 +24.4%
        2021$6,607 -0.8%$189,700
        2020$6,658 +5.1%$189,700
        2019$6,336 +2.7%$189,700
        2018$6,167 +3.2%$189,700
        2017$5,974 -1%$189,700 -2.5%
        2016$6,035 $194,600
        Find assessor info on the county website

        Monthly payment

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        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: 06762

        Getting around

        38 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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