Skip main navigation
For sale by owner
    • $495,000

    281 Watertown Rd, Middlebury, CT 06762

    5beds
    2baths
    2,428sqft
    : 
    SingleFamily
    Built in 1780
    1.05 Acres Lot
    $485,400 Zestimate®
    $204/sqft
    $-- HOA

    What's special

    New drivewayNew furnaceNew windowsNew bathroom floorBrand new appliancesNew kitchen floorNew roof
    Brand new appliances ,ac,new furnace,new driveway,new windows,new roof,new bathroom floor and new kitchen floor.
    1 day
    |
    335
    |
    9
    |
    Listed by:

    Property Owner (203) 482-3932

    This property is for sale by owner and Zillow, Inc. is displaying it at the owner's request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 2
    Heating
    • Baseboard, Other, Oil
    Cooling
    • None
    Appliances
    • Included: Dishwasher, Range / Oven, Refrigerator
    • Laundry: In Unit
    Features
    • Flooring: Tile, Hardwood, Laminate
    • Basement: Unfinished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 2,428 sqft

    Property

    Parking
    • Parking features: Off-street
    Features
    • Exterior features: Other, Vinyl, Cement / Concrete
    Lot
    • Size: 1.05 Acres
    Details
    • Parcel number: MIDDM510L050

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Conventional
    Materials
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1780

    Community & HOA

    Location
    • Region: Middlebury

    Financial & listing details

    • Price per square foot: $204/sqft
    • Tax assessed value: $186,800
    • Annual tax amount: $6,075
    • Date on market: 3/2/2026
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $485,400

    $461,000 - $510,000

    $3,806/mo

    Price history

    Price history
    DateEventPrice
    3/2/2026Listed for sale$495,000-1%$204/sqft
    Source: Owner Report a problem
    2/17/2026Listing removed$499,900$206/sqft
    Source: Smart MLS #24130870 Report a problem
    12/13/2025Listed for sale$499,900$206/sqft
    Source: Smart MLS #24130870 Report a problem
    11/29/2025Listing removed$499,900$206/sqft
    Source: Smart MLS #24130870 Report a problem
    10/29/2025Price change$499,900+4.1%$206/sqft
    Source: Smart MLS #24130870 Report a problem
    10/16/2025Price change$480,000-12.7%$198/sqft
    Source: Smart MLS #24130870 Report a problem
    10/3/2025Listed for sale$550,000+151.1%$227/sqft
    Source: Smart MLS #24130870 Report a problem
    12/2/2023Listing removed--
    Source: Zillow Rentals Report a problem
    10/30/2023Listed for rent$2,500-7.4%$1/sqft
    Source: Zillow Rentals Report a problem
    9/21/2023Listing removed--
    Source: Zillow Rentals Report a problem
    9/14/2023Listed for rent$2,700$1/sqft
    Source: Zillow Rentals Report a problem
    8/31/2023Listing removed--
    Source: Zillow Rentals Report a problem
    8/9/2023Listed for rent$2,700+8%$1/sqft
    Source: Zillow Rentals Report a problem
    7/2/2022Listing removed--
    Source: Zillow Rental Manager Report a problem
    6/19/2022Price change$2,500-16.7%$1/sqft
    Source: Zillow Rental Manager Report a problem
    6/9/2022Price change$3,000-9.1%$1/sqft
    Source: Zillow Rental Manager Report a problem
    5/27/2022Listed for rent$3,300$1/sqft
    Source: Zillow Rental Manager Report a problem
    11/10/2021Sold$219,000-12.4%$90/sqft
    Source: Smart MLS #170427025 Report a problem
    9/6/2021Pending sale$249,900$103/sqft
    Source: Real Living Real Estate #170427025 Report a problem
    8/12/2021Contingent$249,900$103/sqft
    Source: Smart MLS #170427025 Report a problem
    8/6/2021Listed for sale$249,900$103/sqft
    Source: Smart MLS #170427025 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025$6,075 -0.2%$186,800
    2024$6,090 +1.1%$186,800
    2023$6,026 +3.2%$186,800
    2022$5,839 -0.9%$186,800 +10.5%
    2021$5,890 -0.8%$169,100
    2020$5,935 +5.1%$169,100
    2019$5,648 +2.7%$169,100
    2018$5,497 +3.2%$169,100
    2017$5,325 +7%$169,100 +2.4%
    2015$4,976 +2.7%$165,200
    2014$4,847 +1.7%$165,200
    2013$4,768 +2.8%$165,200
    2012$4,637 -14.1%$165,200 -27.2%
    2011$5,396 +0.7%$226,800
    2009$5,359 +1.8%$226,800
    2008$5,264 +6%$226,800
    2007$4,967 +10.6%$226,800 +54.2%
    2005$4,492 -0.9%$147,050
    2004$4,532 +8.2%$147,050 0%
    2003$4,189 -2.4%$147,100 +9.8%
    2000$4,293 $133,960

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $3,253/mo
    Principal & interest
    $2374
    Property taxes
    $879

      Climate risks

      Neighborhood: 06762

      Getting around

      2 / 100
      Car-Dependent
      27 / 100
      Somewhat Bikeable

      Nearby schools

      GreatSchools rating

      Skip to the end of the carouselSkip to the beginning of the carousel

      Local experts in 06762

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel

      Nearby cities

      Nearby zip codes

      Other Middlebury Topics