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    Middletown, CT Residential Income Properties for Sale

    8 results
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    Two-Family Property in Middletown, CT
    Pending
    $299,900
    1,941 SF

    Two-Family Property in Middletown, CT

    10 Wall St, Middletown, CT 06457

    Well-maintained two-family property with spacious units and convenient location.

    • Two units, each with two bedrooms and one bath, ideal for owner‑occupancy or investment.
    • New blown insulation in both units for energy efficiency and comfort.
    • Large, level, cleared yard with two storage sheds.
    • Convenient location with easy access to major highways and nearby cities.
    • Hardwood flooring throughout both units.
    Updated: Nov 10, 2025
    View details
    Middletown Duplex in Desirable Location
    $369,900

    Middletown Duplex in Desirable Location

    58 Durant Ter, Middletown, CT 06457

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

    • Two spacious units, each with 2 bedrooms and 1 full bath.
    • Ideal for investors or owner‑occupants to offset mortgage with rental income.
    • Separate entrances and utilities for each unit.
    • Updated kitchens and baths.
    • Desirable location near downtown Middletown, Wesleyan University, shopping, and dining.
    View details
    Downtown Mixed-Use Investment Opportunity
    $474,900
    4,108 SF

    Downtown Mixed-Use Investment Opportunity

    Fully occupied mixed-use property with parking in downtown Middletown.

    44 Washington St, Middletown, CT 06457
    View details
    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
    View details
    Wadsworth Grove Three-Bedroom Townhouse
    $159,900

    Wadsworth Grove Three-Bedroom Townhouse

    Three-bedroom townhouse in a peaceful Middletown community with pond views.

    17 Mckenna Dr, Middletown, CT 06457
    View details
    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
    Mixed-Use Asset Near Downtown
    $229,000

    Mixed-Use Asset Near Downtown

    Mixed-use property with commercial space and residential units near downtown.

    71 E Main St, Middletown, CT 06457
    View details
    Based on your search, we've compiled 85 Potential Opportunities for your consideration. Besides 8 Active listings in Middletown, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 73 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

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

    East Hampton Residential Building Lot
    $69,500
    1.50 Acres

    East Hampton Residential Building Lot

    1.5-Acre Cul-de-Sac Lot, $69,500

    51 School House Ln, East Hampton, CT 06424
    View details
    Two Homes on One Lot
    $724,900
    3,152 SF

    Two Homes on One Lot

    Single-family home and three-unit multi-family on 2.32 acres.

    226 West High St, East Hampton, CT 06424
    View details
    East Side Duplex with Garage
    $524,900

    East Side Duplex with Garage

    Duplex with three-bedroom units and detached two-car garage.

    43 N Pearl St, Meriden, CT 06450
    View details
    East Side Duplex with Garage
    $514,900
    2,174 SF

    East Side Duplex with Garage

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

    43 North Pearl St, Meriden, CT 06450
    View details

    Explore Off-Market Properties in Middletown, CT

    Consider similar Off-Market properties in Middletown, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    38 Boston Rd

    38 Boston Rd

    Multifamily properties • 500 SF
    Value Estimation by Request
    38 Boston Rd, Middletown, CT 06457
    View details
    30 Stoneycrest Dr

    30 Stoneycrest Dr

    APARTMENT HOUSE (5+ UNITS) • 19,692 SF
    Value Estimation
    $650,000
    30 Stoneycrest Dr, Middletown, CT 06457-6422
    View details
    98 Spg St

    98 Spg St

    APARTMENT HOUSE (UNDER 5 UNITS) • 4,198 SF
    Value Estimation
    $250,000
    98 Spg St, Middletown, CT 06457-2289
    View details
    32 Grand St

    32 Grand St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,860 SF
    Value Estimation
    $355,000
    32 Grand St, Middletown, CT 06457-2772
    View details
    16 Lk St

    16 Lk St

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,039 SF
    Value Estimation
    $360,000
    16 Lk St, Middletown, CT 06457-4369
    View details
    29 Grn St

    29 Grn St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,476 SF
    Value Estimation
    $305,000
    29 Grn St, Middletown, CT 06457-2773
    View details
    59 Highland Ave

    59 Highland Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 0.50 Acres
    Value Estimation
    $315,000
    59 Highland Ave, Middletown, CT 06457-4116
    View details
    244 Main St

    244 Main St

    APARTMENT HOUSE (UNDER 5 UNITS) • 7,597 SF
    Value Estimation
    $380,000
    244 Main St, Middletown, CT 06457-4400
    View details
    42 Silver St

    42 Silver St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,628 SF
    Value Estimation
    $335,000
    42 Silver St, Middletown, CT 06457-3943
    View details
    51 Spg St

    51 Spg St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,272 SF
    Value Estimation
    $300,000
    51 Spg St, Middletown, CT 06457-2276
    View details
    26 Hotchkiss St

    26 Hotchkiss St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,446 SF
    Value Estimation
    $280,000
    26 Hotchkiss St, Middletown, CT 06457-3644
    View details
    45 Park Pl

    45 Park Pl

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,940 SF
    Value Estimation
    $310,000
    45 Park Pl, Middletown, CT 06457-2655
    View details
    175 Russell St

    175 Russell St

    APARTMENT HOUSE (UNDER 5 UNITS) • 0.91 Acres
    Value Estimation
    $460,000
    175 Russell St, Middletown, CT 06457-4323
    View details
    112 Prospect St

    112 Prospect St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,400 SF
    Value Estimation
    $325,000
    112 Prospect St, Middletown, CT 06457-2626
    View details
    430 High St

    430 High St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,996 SF
    Value Estimation
    $335,000
    430 High St, Middletown, CT 06457-2633
    View details
    565 Main St

    565 Main St

    APARTMENT HOUSE (UNDER 5 UNITS) • 0.29 Acres
    Value Estimation
    $330,000
    565 Main St, Middletown, CT 06457-4566
    View details

    Middletown, CT Residential Income Properties Investment Opportunities Market Analysis

    Explore 81 residential income properties for sale in Middletown, CT, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 962,300 square feet of properties for sale, with an estimated market value of $26,894,900.

    Prices for residential income properties in Middletown, CT start at $80,000, averaging $378,801, and reaching up to $2,605,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Residential income properties for Sale Near Middletown, CT

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    Most Searched ZIP Codes in Middletown, CT

    • 06457
    • 06459

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