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    Middlesex County, CT Duplexes for Sale

    10 results
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    Middletown Two-Family Investment Opportunity
    Pending
    $299,900
    1,941 SF

    Middletown Two-Family Investment Opportunity

    10 Wall St, Middletown, CT 06457

    Well-maintained two-family property with modern updates and convenient location.

    • Two units, each with two bedrooms and one bath, suitable for owner‑occupancy or investment.
    • New blown insulation in both units for energy efficiency and comfort.
    • Hardwood flooring throughout both units.
    • Laundry hookups in each unit.
    • Large, level, cleared yard with two storage sheds.
    Updated: Jan 21
    View details
    Restored Victorian Two-Family Home
    $749,000
    1,970 SF

    Restored Victorian Two-Family Home

    62 River St, Deep River, CT 06417

    Remodeled two-family home in Deep River, perfect for investment.

    • Restored Victorian two‑family home, remodeled for easy living.
    • Two units, each with two bedrooms, one bath, new kitchen and appliances.
    • Suitable for multigenerational living or investment property.
    • City water and city sewer.
    • Central air conditioning.
    Updated: Dec 15, 2025
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    East Hampton Duplex Near Lake
    $524,900
    2,000 SF

    East Hampton Duplex Near Lake

    Two-unit duplex near Lake Pocotopaug, ideal for investment or owner-occupancy.

    141 E High St, East Hampton, CT 06424
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    Mixed-Use Property Near Goodspeed Opera
    $560,000
    1,995 SF

    Mixed-Use Property Near Goodspeed Opera

    Mixed-use property with apartments and retail spaces in excellent location.

    2 Norwich Rd, East Haddam, CT 06423
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    Restored 2-Family in Chester Village
    $725,000
    2,160 SF

    Restored 2-Family in Chester Village

    Lovingly restored 2-family in the heart of Chester Village.

    6 W Main St, Chester, CT 06412
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    Two-Family Home Near Downtown Portland
    $439,999

    Two-Family Home Near Downtown Portland

    Spacious two-family home, ideal for investors or owner-occupants.

    548 Main St, Portland, CT 06480
    View details
    Middletown Duplex in Desirable Location
    $369,900

    Middletown Duplex in Desirable Location

    Well-maintained duplex near downtown, ideal for investors or owner-occupants.

    58 Durant Ter, Middletown, CT 06457
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    Middletown Two-Family Investment Opportunity
    $320,000

    Middletown Two-Family Investment Opportunity

    Spacious two-family property with strong rental potential in Middletown.

    40 Maple Pl, Middletown, CT 06457
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    Two-Family Near Wesleyan University
    $369,000

    Two-Family Near Wesleyan University

    Two-family property near Wesleyan University, downtown restaurants and shops.

    394 High St, Middletown, CT 06459
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    Middletown Two-Family Home
    $359,925

    Middletown Two-Family Home

    Well-maintained two-family home near downtown Middletown.

    410 High St, Middletown, CT 06457
    View details
    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 10 Active listings in Middlesex County, CT, we suggest exploring several alternatives:

    Middlesex County, CT Duplexes Investment Opportunities Market Analysis

    Explore 10 duplexes for sale in Middlesex County, CT, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 135,036 square feet of properties for sale, with an estimated market value of $4,178,800.

    Prices for duplexes in Middlesex County, CT start at $299,900, averaging $696,466, and reaching up to $1,320,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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