Middlebury, CT
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    Middlebury, CT Single Family Properties for Sale

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    Middlebury Multifamily Investment Opportunity
    $599,900
    2,345 SF

    Middlebury Multifamily Investment Opportunity

    10 Old Waterbury Road, Middlebury, CT 06762

    Four units in Middlebury, CT, with pool and garages.

    • Four Units: Rare opportunity for rental income or owner‑occupancy.
    • Enjoy the in‑ground pool (new liner to be installed by seller).
    • Prime Location: Easy access to RT 8 and I‑84, near Middlebury Greenway trails, Hop Brook State Park, Post University, NVCC, fine dining, and shopping.
    • Tenants pay for their own utilities (public water and sewer).
    • Ample Parking: Features a huge driveway, a 2‑car detached garage, and a 1‑car garage under one of the units.
    Updated: Dec 5, 2025
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    Waterbury Multi-Family Investment Opportunity
    $249,000
    1,984 SF

    Waterbury Multi-Family Investment Opportunity

    222 Lounsbury Street, Waterbury, CT 06706

    Multi-family property in Waterbury, CT with rental potential.

    • Three‑car detached garage.
    • Ample driveway parking.
    • Fenced‑in yard.
    • Walk‑up attic providing significant storage space.
    • Rental potential after updates.
    Updated: Apr 22
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Middlebury, 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.

    Bristol Multifamily Property with Garages
    $525,000
    2,895 SF

    Bristol Multifamily Property with Garages

    Three-unit property with garage bays on a large lot.

    305 Redstone Hill Road, Bristol, CT 06010
    View details
    Two Homes, One Lot
    $474,900
    1,890 SF

    Two Homes, One Lot

    Rare opportunity: two homes on one lot in Naugatuck.

    14 Washington Street, Naugatuck, CT 06770
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    Naugatuck Commercial/Residential Development Opportunity
    $699,900
    1,520 SF

    Naugatuck Commercial/Residential Development Opportunity

    Prime location with road frontage suitable for commercial/residential development.

    470 Rubber Avenue, Naugatuck, CT 06770
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    Industrial Building with Rental Income
    $499,900
    4,324 SF

    Industrial Building with Rental Income

    Industrial building with rental income and expansion potential in Bristol.

    137 Stafford Avenue, Bristol, CT 06010
    View details

    Middlebury, CT Single Family Properties Investment Opportunities Market Analysis

    Explore 2 single family properties for sale in Middlebury, CT on our real estate platform. These investment opportunities span a total of 4,329 square feet of properties for sale, with an estimated market value of $848,900.

    Sale prices for single family properties in Middlebury, CT start at $249,000, averaging $424,450, and reaching up to $599,900 — 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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