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    Middlebury, CT Triplexes for Sale

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    Norwalk, CT Watertown, CT Naugatuck, CT
    35 results
    Well-Maintained Multifamily Home
    $455,000
    2,860 SF

    Well-Maintained Multifamily Home

    2784 E Main Street, Waterbury, CT 06705

    Excellent investment opportunity in a sought-after location.

    • Excellent investment or owner‑occupant opportunity in a sought‑after location.
    • Ideally located in the heart of the city's East End, minutes from Route 84, medical facilities, schools, shopping, and restaurants.
    • Three spacious apartments with beautiful hardwood floors and eat‑in kitchens.
    • Washer hookups in each unit.
    • Plenty of off‑street parking and an oversized 2‑car garage with multiple storage areas.
    Updated: Mar 19
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    Waterbury Multi-Family Investment Opportunity
    $350,000
    3,088 SF

    Waterbury Multi-Family Investment Opportunity

    35 Frederick Street, Waterbury, CT 06710

    Three-family property with significant upside potential and recent upgrades.

    • High investment potential, comparable renovated property sold for nearly $700,000.
    • New roof on the garage, new hot water heaters, and new plumbing in the basement.
    • Three large 3‑bedroom apartments on the first and second floors.
    • New front and back decks.
    • First floor foyer and second floor sitting room with balcony access.
    Updated: Apr 18
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    Well-Maintained Multifamily Property
    $525,000
    2,938 SF

    Well-Maintained Multifamily Property

    Income-generating three-family home near highway, shopping, and schools.

    41 Diane Terrace, Waterbury, CT 06705
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    Waterbury Three-Family Home For Sale
    $419,900
    3,896 SF

    Waterbury Three-Family Home For Sale

    Three-family home in Waterbury with updated features and income potential.

    155 Sylvan Avenue, Waterbury, CT 06706
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    Renovated Triplex Investment Opportunity
    $399,000
    2,588 SF

    Renovated Triplex Investment Opportunity

    Renovated three-family property with income potential in Waterbury, CT.

    27 Beacon Street, Waterbury, CT 06704
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    Waterbury Three-Family Investment Opportunity
    $380,000
    2,525 SF

    Waterbury Three-Family Investment Opportunity

    Well-maintained three-family property with immediate rental income potential.

    12 Benham Street, Waterbury, CT 06708
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    Waterbury Multi-Family Investment Opportunity
    $295,000
    2,145 SF

    Waterbury Multi-Family Investment Opportunity

    Three-unit property in Waterbury, Connecticut, ideal for investors.

    230 Bishop Street, Waterbury, CT 06704
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    Waterbury Multi-Family Investment Opportunity
    $295,000
    2,886 SF

    Waterbury Multi-Family Investment Opportunity

    Three-unit property in Waterbury, Connecticut, with income potential.

    23 Vermont Street, Waterbury, CT 06704
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    Waterbury Triplex For Sale
    $449,900
    3,204 SF

    Waterbury Triplex For Sale

    Three-family residential income property in Waterbury, Connecticut.

    127 Lounsbury Street, Waterbury, CT 06706
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    Waterbury Three-Family Investment Opportunity
    $295,000
    2,673 SF

    Waterbury Three-Family Investment Opportunity

    Three-unit property in Waterbury, Connecticut, with income potential.

    225 Bishop Street, Waterbury, CT 06704
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    Three-Family Home with Renovation Potential
    $350,000
    3,088 SF

    Three-Family Home with Renovation Potential

    Three-family home featuring new roof, water heaters, and decks.

    35 Frederick Street, Waterbury, CT 6710
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    Renovated Three-Family Investment Opportunity
    $429,000
    2,588 SF

    Renovated Three-Family Investment Opportunity

    Renovated three-family property with income potential in Waterbury, CT.

    27 Beacon Street, Waterbury, CT 6704
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    Waterbury Multifamily Investment Opportunity
    $379,900
    3,309 SF

    Waterbury Multifamily Investment Opportunity

    Three-unit property in Waterbury with strong cash flow.

    163 Wood Street, Waterbury, CT 6704
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    Well-Maintained Three-Family Investment Property
    $380,000
    2,525 SF

    Well-Maintained Three-Family Investment Property

    Three-family property with immediate rental income potential.

    12 Benham Street, Waterbury, CT 6708
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    Renovated Three-Family Investment Opportunity
    $399,000

    Renovated Three-Family Investment Opportunity

    Renovated 3-family property with strong rental fundamentals and separate utilities.

    27 Beacon St, Waterbury, CT 6704
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    Waterbury Three-Family Investment Opportunity
    $525,000

    Waterbury Three-Family Investment Opportunity

    Well-maintained three-family property with immediate income potential in Waterbury.

    293 Congress Ave, Waterbury, CT 6708
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    Legal Three Family Home
    $609,000

    Legal Three Family Home

    Well-maintained 3-unit property with recent renovations and ample parking.

    81 Chambers St, Waterbury, CT 6708
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    North End Multifamily Investment
    $379,900

    North End Multifamily Investment

    Three-unit property in Waterbury's North End with strong cash flow.

    163 Wood St, Waterbury, CT 6704
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    Well-Maintained Three-Family Investment Property
    $380,000

    Well-Maintained Three-Family Investment Property

    Three-family property with rental income potential in Waterbury, CT.

    12 Benham St, Waterbury, CT 6708
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    Three-Family Home with Porches
    $450,000

    Three-Family Home with Porches

    Three-family home featuring porches, parking, and fenced yard.

    163 Draher St, Waterbury, CT 6708
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    Renovated Turn-Key Three-Family Home
    $689,900
    3,761 SF

    Renovated Turn-Key Three-Family Home

    Fully renovated three-family home with new systems and modern amenities.

    54 Plaza Avenue, Waterbury, CT 6710
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    Spacious Three-Family Property
    $439,000

    Spacious Three-Family Property

    Three-family property with in-unit laundry, garage, and upside potential.

    381 Congress Ave, Waterbury, CT 6708
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    Well-Maintained Three-Family Home
    $455,000
    0.53 Acres

    Well-Maintained Three-Family Home

    Three-family home in the East End, convenient location.

    2784 E Main St, Waterbury, CT 6705
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    Waterbury Triplex Renovation Opportunity
    $259,999
    2,626 SF

    Waterbury Triplex Renovation Opportunity

    Spacious triplex with renovation potential in a walkable neighborhood.

    246 Hillside Ave, Waterbury, CT 6710
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    Middlebury, CT Triplexes Investment Opportunities Market Analysis

    Explore 35 triplexes for sale in Middlebury, CT, showcased through 35 active listings on our real estate platform. These investment opportunities span a total of 63,928 square feet of properties for sale, with an estimated market value of $8,696,398.

    Sale prices for three-family homes in Middlebury, CT start at $259,999, averaging $395,290, and reaching up to $689,900 — 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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