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    Winsted, CT Apartment Buildings for Sale

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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

    436 Main St, Winchester, CT 06098

    Thriving restaurant with apartments in high-traffic Litchfield County location.

    • Turnkey, award‑winning restaurant with a 10‑year track record and loyal customer base.
    • Prime location in the heart of Litchfield County with high traffic.
    • Includes 4 apartments in addition to the restaurant.
    • Restaurant recognized in top publications including the New York Times and Wall Street Journal.
    • Fully equipped restaurant with all infrastructure items included (valued over $100k).
    Last Update: Oct 27
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    720 Main St, Winchester, CT 06098

    Two-story building with commercial space and renovated apartment.

    • Prime mixed‑use property in a high‑visibility downtown location on Main Street.
    • Spacious, recently renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water.
    • First‑floor commercial space with existing kitchen area, suitable for restaurant, cafe, retail, or service business.
    • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupier or investment.
    • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
    Last Update: Nov 14
    View details
    Restaurant and Apartments For Sale
    $750,000
    5,389 SF

    Restaurant and Apartments For Sale

    Mixed-use property with restaurant and apartments in Winchester, Connecticut.
    436 Main St, Winchester, CT 06098
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story building with commercial space and renovated apartment.
    720 Main St, Winchester, CT 06098
    View details
    Based on your search, we've compiled 35 Potential Opportunities for your consideration. Besides 4 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 27 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.

    Torrington, CT 6-Unit Apartment Building
    $1,195,000
    5,000 SF

    Torrington, CT 6-Unit Apartment Building

    Brand new, 6-unit apartment complex, ready March 2025.
    775 Main St, Torrington, CT 06790
    View details
    Torrington Mixed-Use Investment Opportunity
    $1,245,000

    Torrington Mixed-Use Investment Opportunity

    Ten-unit building with residential and commercial spaces in prime location.
    482 Main St, Torrington, CT 06790
    View details
    Remodeled Unit with New Kitchen
    $229,900

    Remodeled Unit with New Kitchen

    Remodeled unit with new kitchen, baths, flooring, and appliances.
    79 Beths Ave, Bristol, CT 06010
    View details
    Bristol 7-Unit Apartment Building
    $825,000
    6,940 SF

    Bristol 7-Unit Apartment Building

    Value-add multifamily investment opportunity.
    444 West St, Bristol, CT 06010
    View details

    Explore Off-Market Properties in Winsted, CT

    Consider similar Off-Market properties in Winsted, 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.

    61 Holabird Ave

    61 Holabird Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,675 SF
    Value Estimation
    $95,000
    61 Holabird Ave, Winsted, CT 06098-1692
    View details
    175 Main St

    175 Main St

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,823 SF
    Value Estimation
    $350,000
    175 Main St, Winsted, CT 06098-1227
    View details
    109-111 Holabird Ave, Unit 111

    109-111 Holabird Ave, Unit 111

    APARTMENT HOUSE (UNDER 5 UNITS) • 4,019 SF
    Value Estimation
    $245,000
    109-111 Holabird Ave, Winsted, CT 06098-1729
    View details
    157 Prospect St

    157 Prospect St

    APARTMENT HOUSE (UNDER 5 UNITS) • 0.92 Acres
    Value Estimation
    $400,000
    157 Prospect St, Winsted, CT 06098-1955
    View details
    69 Pleasant Vly Rd

    69 Pleasant Vly Rd

    APARTMENT HOUSE (UNDER 5 UNITS) • 5.01 Acres
    Value Estimation
    $2,575,000
    69 Pleasant Vly Rd, Barkhamsted, CT 06063-4008
    View details
    4 Riv Rd

    4 Riv Rd

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,676 SF
    Value Estimation
    $310,000
    4 Riv Rd, Barkhamsted, CT 06063-4000
    View details
    19 Ctr St

    19 Ctr St

    APARTMENT HOUSE (UNDER 5 UNITS) • 0.18 Acres
    Value Estimation
    $220,000
    19 Ctr St, Winsted, CT 06098-1611
    View details
    137 Gilbert Ave

    137 Gilbert Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,493 SF
    Value Estimation
    $365,000
    137 Gilbert Ave, Winsted, CT 06098-1317
    View details
    91 Torringford St

    91 Torringford St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1.54 Acres
    Value Estimation
    $645,000
    91 Torringford St, Winsted, CT 06098-2000
    View details
    149 Mdw St, Unit 155

    149 Mdw St, Unit 155

    APARTMENT HOUSE (UNDER 5 UNITS) • 4,798 SF
    Value Estimation
    $365,000
    149 Mdw St, Winsted, CT 06098-1015
    View details
    143 Main St

    143 Main St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,756 SF
    Value Estimation
    $250,000
    143 Main St, Winsted, CT 06098-1281
    View details
    6 Brk St

    6 Brk St

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,400 SF
    Value Estimation
    $330,000
    6 Brk St, Winsted, CT 06098
    View details
    106 Elm St, Unit 112

    106 Elm St, Unit 112

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,712 SF
    Value Estimation
    $250,000
    106 Elm St, Winsted, CT 06098-1637
    View details
    13 Greenwoods Ave

    13 Greenwoods Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 3,600 SF
    Value Estimation
    $240,000
    13 Greenwoods Ave, Winsted, CT 06098-3001
    View details
    169 Prospect St

    169 Prospect St

    APARTMENT HOUSE (UNDER 5 UNITS) • 4,848 SF
    Value Estimation
    $570,000
    169 Prospect St, Winsted, CT 06098-1956
    View details
    5 Home Pl

    5 Home Pl

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,952 SF
    Value Estimation
    $330,000
    5 Home Pl, Winsted, CT 06098-1709
    View details
    11-15 Fairview Ave, Unit 15

    11-15 Fairview Ave, Unit 15

    APARTMENT HOUSE (UNDER 5 UNITS) • 4,005 SF
    Value Estimation
    $300,000
    11-15 Fairview Ave, Winsted, CT 06098-1562
    View details
    12 Gay St

    12 Gay St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,750 SF
    Value Estimation
    $200,000
    12 Gay St, Winsted, CT 06098-1609
    View details
    36-40 High St, Unit 40

    36-40 High St, Unit 40

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,414 SF
    Value Estimation
    $270,000
    36-40 High St, Winsted, CT 06098-1519
    View details
    31 Chestnut St

    31 Chestnut St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,600 SF
    Value Estimation
    $220,000
    31 Chestnut St, Winsted, CT 06098-1604
    View details

    Winsted, CT Apartment Buildings Investment Opportunities Market Analysis

    Explore 31 apartment buildings for sale in Winsted, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 754,459 square feet of properties for sale, with an estimated market value of $13,215,000.

    Prices for two-family homes in Winsted, CT start at $105,000, averaging $440,500, and reaching up to $2,695,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Winsted, CT

    • 06098
    • 06063

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