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For sale
  • Price cut: $11 (9/29)
    $374,988

    285 South Main Street, Seymour, CT 06483

    5beds
    2,310sqft
    : 
    $2,621/mo
    Get pre-qualified
    Single Family Residence
    Built in 1914
    0.36 Acres Lot
    $375,700 Zestimate®
    $162/sqft
    $-- HOA

    What's special

    Family roomSeparate dining roomLarge level yardFive bedroomsRoom for gardeningPlay space
    Picture Sunday mornings in the family room, holiday dinners in a separate dining room, and a formal living room set aside for quiet moments or entertaining guests. This 2,310-square-foot Colonial in Seymour offers five bedrooms, with tax records reflecting four legal bedrooms, and two full bathrooms - one on each level - giving every part of the day its own space. Step outside to a large, level yard with room for gardening, play space, or simply open air to enjoy, and a detached garage with a separate work area ready for weekend projects or extra storage. The paid-off solar panels are a quiet, lasting benefit for whoever calls this home next. With space to grow into and make your own, 285 S Main Street is ready for its next chapter. FHA and conventional financing options may open the door for a range of qualified buyers. Come walk through and see how it feels. Please note: The kitchen and bathrooms are outdated, offering the next owner an opportunity to update these spaces over time and make them their own. A spacious five-bedroom Colonial offering real potential for buyers looking to add value through updates. Schedule your private showing and see what 2,310 square feet, four bedrooms, and paid-off solar can offer.
    96 days
    1,020
    72

    Zillow last checked:

    Listing updated:

    Listed by:

    Mirna E. Chinchilla (203)744-9879,

    VORO CT LLC 877-943-8676

    Source: Smart MLS,MLS#: 24188227MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Main
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Sun room
      • Level: Main
      Heating
      • Hot Water, Oil, Solar, Other
      Cooling
      • None
      Appliances
      • Included: Electric Range, Range Hood, Refrigerator, No Hot Water
      Features
      • Basement: Full,Unfinished
      • Attic: Walk-up
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,310
      • Total interior livable area: 2,310 sqft
      • Finished area above ground: 2,310

      Property

      Parking
      • Total spaces: 8
      • Parking features: Detached, Driveway, Private, Paved
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Lot
      • Size: 0.36 Acres
      • Features: Few Trees
      Details
      • Parcel number: 1323419
      • Zoning: R-18

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Aluminum Siding
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1914

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Seymour

      Financial & listing details

      • Price per square foot: $162/sqft
      • Tax assessed value: $211,120
      • Annual tax amount: $6,046
      • Date on market: 7/1/2026

        Estimated market value

        $375,700

        $357,000 - $394,000

        $3,310/mo

        Price history

        DateEventPrice
        9/29/2026Price change$374,9880%$162/sqft
        Source: Smart MLS #24188227 Report a problem
        9/24/2026Price change$374,9990%$162/sqft
        Source: Smart MLS #24188227 Report a problem
        9/21/2026Price change$375,000+15.4%$162/sqft
        Source: Smart MLS #24188227 Report a problem
        7/27/2026Pending sale$325,000$141/sqft
        Source: Smart MLS #24188227 Report a problem
        7/1/2026Listed for sale$325,000$141/sqft
        Source: Smart MLS #24188227 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,852 +15%$211,120 +52.9%
        2024$5,088 +2.4%$138,110
        2023$4,969 +1.1%$138,110
        2022$4,915 -4.8%$138,110 -7.1%
        2021$5,161 +0.2%$148,680 +3.9%
        2020$5,153 $143,150
        2019$5,153 $143,150
        2018$5,153 $143,150
        2017$5,153 $143,150
        2016$5,153 +1.1%$143,150 -2.9%
        2015$5,099 $147,420
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06483

        Getting around

        31 / 100
        Car-Dependent
        5 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Seymour

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

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