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For sale
  • $1,100,000

    Portland Street, Middletown, CT 06457

    8beds
    5,176sqft
    : 
    $7,622/mo
    Get pre-qualified
    Multi Family
    Built in 1900
    -- sqft lot
    $-- Zestimate®
    $213/sqft
    $-- HOA

    What's special

    New windowsUpgraded electricalModernized plumbingNew roofs
    Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized plumbing-providing peace of mind for years to come. All properties are connected to natural gas, adding efficiency and convenience. One unit has been fully renovated, supplies to renovate the other units are located in the workshop. The standout feature is the expansive heated workshop with electricity and plumbing already in place, opening the door to endless possibilities-ideal for contractors, hobbyists, storage, or potential additional income use. Set on a combined .25-acre lot, plus two separate parcels (.08 and .02 acres), this offering provides flexibility rarely found * Expand your portfolio with strong rental income potential * Build on the additional lot (buyer to do due diligence) * Or enjoy extra outdoor space as a private side yard. Whether you're an investor looking for solid cash flow or an owner-occupant seeking supplemental income, this property delivers versatility, updates, and long-term value in one compelling package.
    131 days
    |
    164
    |
    3
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jamie Smigel jamiesmigel.ct@gmail.com,

    Carl Guild & Associates 860-474-3500

    Source: Smart MLS,MLS#: 24163304MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 8
      • Bathrooms: 4
      • Full bathrooms: 4
      Heating
      • Baseboard, Natural Gas
      Cooling
      • None
      Appliances
      • Included: Water Heater
      • Laundry: In Unit
      Features
      • Basement: Partial
      • Attic: Access Via Hatch
      Interior area
      • Total structure area: 5,176
      • Total interior livable area: 5,176 sqft
      • Finished area above ground: 5,176

      Property

      Features
      • Patio & porch: Deck
      • Exterior features: Rain Gutters, Lighting
      Lot
      • Size: 0.35 Acres
      • Features: Level
      Details
      • Parcel number: 999999999
      • Zoning: MXI

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units on different Floors,Units are Side-by-Side
      • Property subtype: Multi Family
      • Attached to another structure: Yes
      Materials
      • Vinyl Siding, Stucco
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Metal
      Condition
      • New construction: No
      • Year built: 1900

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $213/sqft
      • Tax assessed value: $244,270
      • Annual tax amount: $8,719
      • Date on market: 4/3/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        4/3/2026Listed for sale$1,100,000$213/sqft
        Source: Smart MLS #24163304 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06457

        Getting around

        79 / 100
        Very Walkable
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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