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For sale
  • Price cut: $50K (6/25)
    $749,900

    227 East Main Street, Middletown, CT 06457

    9beds
    3,180sqft
    : 
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    Multi Family
    Built in 1991
    -- sqft lot
    $-- Zestimate®
    $236/sqft
    $-- HOA

    What's special

    Abundant natural lightBright living spacesAmple off-street parkingDesirable townhouse-style unitsEat-in kitchensAdditional basement storageHardwood floors
    Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full bath, 1 half bath, bright living spaces, and eat-in kitchens-highly desirable layouts that help attract and retain tenants. A standout feature is that each unit includes its own private under-house garage with direct access, creating the convenience and feel of a single-family home. The property also offers ample off-street parking and a driveway behind the building, providing easy access and added convenience for residents and guests. Separate utilities, hardwood floors, abundant natural light, and additional basement storage further enhance the property's appeal and ease of management. Ideally located near downtown Middletown, shopping, dining, parks, major commuter routes, Wesleyan University, and Middlesex Health, this property benefits from strong rental demand and excellent accessibility. With its price improvement, desirable townhouse-style units, private garages, ample parking, and proven income-producing potential, 227 East Main Street is a compelling investment opportunity in the heart of Middletown. Agent owner related.
    61 days
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    440
    |
    20
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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#: 24171799MLS Logo

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      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: Electric Water Heater, Water Heater
      • Laundry: In Unit, In Basement
      Features
      • Basement: Partial,Garage Access,Concrete
      • 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
      Features
      • Exterior features: Sidewalk
      Lot
      • Size: 7,405 Square Feet
      Details
      • Parcel number: 1009154
      • Zoning: MXI

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: 3sides - Units Are Side-by-Side
      • Property subtype: Multi Family
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Gable
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $236/sqft
      • Tax assessed value: $280,570
      • Annual tax amount: $10,384
      • Date on market: 5/1/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        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

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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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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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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