Skip main navigation
Accepting backups
  • $475,000

    242 Bacon Pond Road, Woodbury, CT 06798

    4beds
    1,836sqft
    : 
    Multi Family
    Built in 1782
    -- sqft lot
    $-- Zestimate®
    $259/sqft
    $-- HOA

    What's special

    Charming antique two-family property in the heart of Woodbury featuring a main residence plus a separate legal apartment over the detached 2-car garage-ideal for rental income, in-law setup, or owner-occupant flexibility. The main home offers 3 bedrooms, 1 bath, wide board antique flooring, original built-ins, and three fireplaces, including one in the cozy eat-in kitchen. The apartment provides approximately 700 sq ft of additional living space with a full bath and private setting. Set on a beautiful 1.46-acre treed lot with gardens, irrigation, and open space. Convenient in-town location close to shopping, dining, and commuter routes.
    17 days
    |
    3,080
    |
    176
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Timothy Drakeley (203)510-9184,

    Drakeley Real Estate, Inc. 203-263-4336

    Source: Smart MLS,MLS#: 24162107MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Water Heater
      Features
      • Basement: Crawl Space,Partial
      • Attic: Pull Down Stairs
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 1,836
      • Total interior livable area: 1,836 sqft
      • Finished area above ground: 1,836

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached
      • Garage spaces: 2
      Features
      • Patio & porch: Porch, Patio
      • Exterior features: Garden
      Lot
      • Size: 1.46 Acres
      • Features: Level
      Details
      • Parcel number: 935411
      • Zoning: OS60

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units on different Floors
      • Property subtype: Multi Family
      Materials
      • Shake Siding
      • Foundation: Concrete Perimeter, Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1782

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Woodbury

      Financial & listing details

      • Price per square foot: $259/sqft
      • Tax assessed value: $278,180
      • Annual tax amount: $6,571
      • Date on market: 3/28/2026
      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

        Not available

        Estimated sales range

        Not available

        $2,581/mo

        Price history

        Price history
        DateEventPrice
        4/1/2026Listed for sale$475,000+46.2%$259/sqft
        Source: Smart MLS #24162107 Report a problem
        1/31/2020Sold$325,000-4.4%$177/sqft
        Source: Smart MLS #170251747 Report a problem
        11/11/2019Price change$339,900-2.9%$185/sqft
        Source: William Raveis Real Estate #170240237 Report a problem
        9/30/2019Listed for sale$349,900+9.3%$191/sqft
        Source: William Raveis Real Estate #170240237 Report a problem
        11/4/2004Sold$320,000$174/sqft
        Source: Smart MLS #W1017449 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$6,571 +2%$278,180
        2024$6,445 +5%$278,180 +31.7%
        2023$6,138 -0.4%$211,230
        2022$6,162 $211,230
        2021$6,162 $211,230
        2020$6,162 $211,230
        2019$6,162 +0.6%$211,230 -8.3%
        2018$6,125 -2.1%$230,430
        2017$6,258 +3.3%$230,430
        2016$6,058 +0.8%$230,430
        2015$6,007 +1.5%$230,430
        2014$5,920 -8.5%$230,430 -16.6%
        2013$6,468 -3.4%$276,400
        2012$6,697 +7.9%$276,400
        2011$6,208 +4.7%$276,400
        2010$5,929 +1.5%$276,400
        2009$5,840 -3.5%$276,400 +11.2%
        2008$6,052 +1.6%$248,560
        2007$5,955 +5.1%$248,560
        2006$5,665 +6.4%$248,560
        2005$5,324 $248,560
        2004$5,324 +63.1%$248,560 +107.4%
        2003$3,265 +1.7%$119,830 -27.4%
        1997$3,212 $165,140

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $3,028/mo
        Principal & interest
        $2323
        Property taxes
        $705
        More affordability tools

          Climate risks

          Neighborhood: Woodbury Center

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Mitchell
          • High: Nonnewaug

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

          A local agent can set up tours, give advice and negotiate with sellers.

          Browse local experts

          Similar homes

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