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For sale
  • Price cut: $100K (8/17)
    $649,900

    227 East Main Street, Middletown, CT 06457

    9beds
    3,180sqft
    : 
    $4,503/mo
    Get pre-qualified
    Multi Family
    Built in 1991
    -- sqft lot
    $-- Zestimate®
    $204/sqft
    $-- HOA

    What's special

    Exceptional 3-Unit Mixed-Use Investment Opportunity A rare opportunity to own a well-maintained three-unit property offering townhouse-style living, private garages, excellent parking, and strong income-producing potential in the heart of Middletown. 227 East Main Street is an attractive investment opportunity for both seasoned investors and owner-occupants looking to build equity while generating rental income. The property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full bathroom, and 1 half bathroom. The desirable layouts include bright, comfortable living spaces and eat-in kitchens, creating a residential feel that appeals to a broad range of tenants. One of the property's most compelling features is the private under-building garage for each unit, complete with direct access. This added convenience provides residents with the feel and functionality of a single-family home-an especially desirable feature in a multi-family property. Additional highlights include separate utilities, hardwood flooring, abundant natural light, basement storage, Washer dryer hook-ups in each unit, ample off-street parking, and a rear driveway providing convenient access behind the building. Separate utilities offer practical advantages for ownership and day-to-day management. Situated near downtown Middletown, Wesleyan University, Middlesex Health, shopping, dining, parks, and major commuter routes. Agent owner related.
    2 days
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    199
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    16
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    Zillow last checked:

    Listing updated:

    Listed by:

    Tanya Reyes (860)538-4448,

    William Raveis Real Estate 860-344-1658

    Source: Smart MLS,MLS#: 24199960MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 9
      • Bathrooms: 6
      • Full bathrooms: 3
      • 1/2 bathrooms: 3
      Heating
      • Baseboard, Electric
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Water Heater
      • Laundry: In Unit, In Basement
      Features
      • Basement: Partial
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 3,180
      • Total interior livable area: 3,180 sqft
      • Finished area above ground: 3,180

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Paved, Off Street, Driveway
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Lot
      • Size: 7,405 Square Feet
      • Features: Level
      Details
      • Parcel number: 1009154
      • Zoning: MXI

      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: Shingle
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Library, Medical Facilities, Park, Public Rec Facilities, Near Public Transport, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $204/sqft
      • Tax assessed value: $280,570
      • Annual tax amount: $10,833
      • Date on market: 8/17/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/17/2026Price change$649,900-13.3%$204/sqft
        Source: Smart MLS #24199960 Report a problem
        6/25/2026Price change$749,900-6.3%$236/sqft
        Source: Smart MLS #24171799 Report a problem
        5/31/2026Price change$799,900-5.9%$252/sqft
        Source: Smart MLS #24171799 Report a problem
        5/1/2026Listed for sale$850,000+400%$267/sqft
        Source: Smart MLS #24171799 Report a problem
        6/19/1992Sold$170,000$53/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,384 +4.5%$280,570
        2024$9,935 +5.4%$280,570
        2023$9,430 +35.3%$280,570 +66.1%
        2022$6,970 +0.4%$168,950
        2021$6,939 +0.2%$168,950
        2020$6,927 -0.5%$168,950
        2019$6,961 +3.6%$168,950
        2018$6,721 +6.5%$168,950 +3.6%
        2017$6,309 +4.3%$163,110
        2015$6,046 +0.1%$163,110
        2014$6,040 +17.2%$163,110 -0.8%
        2013$5,153 +2.6%$164,370
        2012$5,021 +3%$164,370
        2011$4,877 -0.7%$164,370
        2010$4,911 +3.5%$164,370
        2009$4,747 +13.3%$164,370
        2008$4,191 -2%$164,370 +39.1%
        2007$4,276 $118,200
        2006$4,276 +8.4%$118,200
        2005$3,946 +5.6%$118,200
        2004$3,737 +3.2%$118,200
        2003$3,622 $118,200
        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: 06457

        Getting around

        70 / 100
        Very Walkable
        28 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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