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For sale
    • Price cut: $100K (2/18)
    $599,900

    10 Old Waterbury Road, Middlebury, CT 06762

    5beds
    2,345sqft
    : 
    Multi Family
    Built in 1930
    -- sqft lot
    $-- Zestimate®
    $256/sqft
    $-- HOA

    What's special

    Short no-thru streetIn-ground pool
    4 UNITS IN MIDDLEBURY-NOT ONLY "NEXT TO IMPOSSIBLE" TO FIND, BUT UNBELIEVABLY PRICED AT $599900! THIS "ONCE IN A LIFETIME" OPPORTUNITY CAN BE YOURS! LIVE IN ONE, AND COLLECT RENT FROM THE OTHER THREE UNITS, OR, ADD THIS ONE TO YOUR INVESTMENT PORTFOLIO AND "WATCH IT GROW"! One parcel (.41 ACRE), ON "PARKLIKE" GROUNDS WITH THE ATMOSPHERE OF NATURE ON A SHORT, NO-THRU STREET, consists of a detached, 1 bedroom single family, approximately (620 s.f.), 3 units SIDE BY SIDE, w/1 car garage under and in-ground pool. AN ADDITIONAL 2 car detached garage, AND HUGE DRIVEWAY FOR plenty of off street parking. Public water and sewer. Separate utilities paid by tenants. Single family has oil heat and 3 family is electric heat. Historically LOW VACANCY. Prime location-easy access to RT 8 and I-84. Minutes to Middlebury Greenway trails, Hop Brook State Park with lake, swimming, picnicking, biking, hiking & MORE! "TOP RATED" Middlebury schools. WALKING DISTANCE to Post University, & NVCC. Close to fine dining and shopping. COME and MAKE IT HAPPEN FOR YOU! PLEASE READ AGENT COMMENTS.
    80 days
    |
    1,168
    |
    27
    |

    Zillow last checked: 8 hours ago

    Listing updated: February 20, 2026 at 02:24pm

    Listed by:

    Judith Caputo (203)755-4015,

    Advantage Realty Group, Inc. 203-755-4015

    Source: Smart MLS,MLS#: 24143678MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 4
    Heating
    • Baseboard, Electric, Oil
    Cooling
    • Window Unit(s)
    Appliances
    • Included: Water Heater
    Features
    • Basement: Full,Unfinished
    • Attic: None
    • Has fireplace: No
    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: Attached, Detached
    • 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, Stone
    • 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: $256/sqft
    • Tax assessed value: $236,000
    • Annual tax amount: $7,675
    • Date on market: 12/5/2025
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    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

    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

    BuyAbility℠ payment

    Est. payment
    $4,159/mo
    Principal & interest
    $3094
    Property taxes
    $1065

      Climate risks

      Neighborhood: 06762

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