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    Middletown, CT Duplexes for Sale

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    Portland, CT Cromwell, CT Berlin, CT
    7 results
    Updated Two-Family Home, Middletown
    $369,000
    1,494 SF

    Updated Two-Family Home, Middletown

    168 Hendley Street, Middletown, CT 06457

    Well-maintained two-family home in desirable Westfield section of Middletown.

    • Prime location in desirable Westfield section of Middletown, close to downtown, Wesleyan University, highways, and Wadsworth Falls State Park.
    • Two‑family home ideal for investors or owner‑occupants with strong income potential in a strong rental market.
    • Vacant first‑floor unit features a renovated bathroom and refreshed kitchen with butcher block countertops.
    • Both units offer 2 bedrooms and 1 full bathroom each.
    • Charming original details including a stained glass window and original craftsman‑style door in the first‑floor unit.
    Updated: May 27
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    Two-Family Home in Central Connecticut
    $330,000
    1,470 SF

    Two-Family Home in Central Connecticut

    31 Burr Avenue, Middletown, CT 06457

    Charming two-family home near Middlesex Health and Wesleyan University.

    • Excellent Location: Walking distance to Middlesex Health, close to Wesleyan University, downtown Middletown, and the Connecticut River.
    • Two‑Family Home: Ideal for owner‑occupants or investors.
    • Efficient On‑Demand Heat and Hot Water: Systems upgraded approximately four years ago.
    • Recent Exterior Improvements: Includes a new deck and exterior staircase.
    • Two 1‑Bedroom Units: Each unit has 1 bathroom.
    Updated: May 13
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    Middletown Income Property Package
    $1,100,000
    5,176 SF

    Middletown Income Property Package

    Four income-producing units, workshop, and vacant land parcels.

    28 Portland Street, Middletown, CT 6457
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    Middletown Two-Family Investment Property
    $364,900
    2,200 SF

    Middletown Two-Family Investment Property

    Two-family property in Middletown with updated features and convenient location.

    121 Saybrook Rd, Middletown, CT 6457
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    Well-Maintained Two-Family Home
    $354,900

    Well-Maintained Two-Family Home

    Two-family home with remodeled kitchens, hardwood floors, and separate utilities.

    6 Omo St, Middletown, CT 6457
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    Spacious Two-Family Home
    $339,900

    Spacious Two-Family Home

    Well-maintained duplex near downtown and university, ideal for investors.

    117-119 S Main St, Middletown, CT 6457
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    Central Connecticut Two-Family Home
    $330,000

    Central Connecticut Two-Family Home

    Two-unit property near downtown Middletown and Connecticut River.

    31 Burr Ave, Middletown, CT 6457
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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 7 Active listings in Middletown, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Rocky Hill Two-Family Home
    $459,000
    0.50 Acres

    Rocky Hill Two-Family Home

    Two-family home in a desirable Rocky Hill neighborhood.

    220 France St, Rocky Hill, CT 6067
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    Rocky Hill Two-Family Home
    $459,000
    1,745 SF

    Rocky Hill Two-Family Home

    Two-family home in a desirable Rocky Hill neighborhood.

    220 France Street, Rocky Hill, CT 6067
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    East Side Duplex with Garage
    $439,900
    2,174 SF

    East Side Duplex with Garage

    Duplex with 3 bedrooms each unit, garage, near park.

    43-45 N Pearl Street, Meriden, CT 06450
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    East Side Duplex with Garage
    $514,900
    0.20 Acres

    East Side Duplex with Garage

    Duplex with 3-bedroom units and a detached two-car garage.

    43-45 N Pearl St, Meriden, CT 6450
    View details

    Middletown, CT Duplexes Investment Opportunities Market Analysis

    Explore 7 duplexes for sale in Middletown, CT, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 8,846 square feet of properties for sale, with an estimated market value of $1,794,900.

    Sale prices for duplexes in Middletown, CT start at $330,000, averaging $598,300, and reaching up to $1,100,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Apartment buildings 11
    Duplexes 11
    Triplexes 2
    Quadplexes 1

    Property Size Breakdown

    The majority of commercial real estate listings in Middletown fall within the 100,000+ square foot range.

    Demographics Overview

    Population 48K
    Population Growth (5Y) +0.5%
    Median Household Income $74,003
    College Educated 58.3%

    High-Yield Neighborhoods for Investment

    Identify Middletown submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    06457 $455.5K

    Taxes & Financing

    Tax Rate (average for all types) 3.33%
    Property Tax per SF $41.25 per sq ft
    Average Loan-to-Value 65.0%

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