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    Winsted, CT Multifamily Properties for Sale

    10 results
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    Restaurant and Apartments For Sale
    $750,000
    5,389 SF

    Restaurant and Apartments For Sale

    436 Main St, Winchester, CT 06098

    Mixed-use property with restaurant and apartments in Winchester, Connecticut.

    • Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base, recognized in top publications.
    • Includes 4 apartments in addition to the restaurant, offering diverse income streams.
    • Prime location in the heart of Litchfield County with high traffic.
    • Restaurant is fully equipped with all infrastructure items included in the sale (valued over $100k).
    • Restaurant offers a warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats.
    Updated: Oct 28, 2025
    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 location on Main Street in downtown Winsted.
    • First‑floor commercial space suitable for restaurant, cafe, retail, or service business with existing kitchen area.
    • Spacious, renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water system.
    • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupancy or investment.
    • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
    Updated: Nov 14, 2025
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    Three-Unit Multifamily Property in Winchester
    Pending
    $299,900
    1,874 SF

    Three-Unit Multifamily Property in Winchester

    Three-unit property with long-term tenants and a vacant unit.

    106 Rockwell St, Winchester, CT 06098
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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

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

    436 Main St, Winchester, CT 06098
    View details
    Multifamily with Office Space Opportunity
    $319,900
    2,754 SF

    Multifamily with Office Space Opportunity

    Multifamily with office space in central Winchester location.

    25 Center St, Winchester, CT 06098
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    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
    Updated Two-Family Home, Winchester, CT
    Pending
    $299,900
    2,699 SF

    Updated Two-Family Home, Winchester, CT

    Two-family residence with updated first-floor unit and classic second-floor.

    77 Hubbard St, Winchester, CT 06098
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    Litchfield County Two-Family Home
    $225,000

    Litchfield County Two-Family Home

    Two-family home in Litchfield County with income potential.

    30 Rock St, Winchester, CT 06098
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    Well-Maintained Two-Family Home
    $349,900

    Well-Maintained Two-Family Home

    Two-family home with detached garage, convenient location.

    135 Elm St, Winchester, CT 06098
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    Multifamily Home Near Transportation
    $259,000

    Multifamily Home Near Transportation

    Multifamily home with spacious rooms, storage, and convenient transportation.

    10 Crescent St, Winchester, CT 06098
    View details
    Based on your search, we've compiled 42 Potential Opportunities for your consideration. Besides 10 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 28 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
    Renovated Duplex with Garage Bays
    $469,900

    Renovated Duplex with Garage Bays

    Side-by-side duplex renovated in 2022 with modern amenities.

    25 Margerie St, Torrington, CT 06790
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    Two-Family Home in Collinsville
    $419,900
    2,096 SF

    Two-Family Home in Collinsville

    Two-unit property near Farmington River Trail, ideal for investment.

    67 Torrington Ave, Canton, CT 06019
    View details
    Income Property with River Views
    $550,000

    Income Property with River Views

    Four-family home in Collinsville with Farmington River views.

    9 Maple Ave, Canton, CT 06019
    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.

    155 Gilbert Ave

    155 Gilbert Ave

    Multifamily properties
    Value Estimation by Request
    155 Gilbert Ave, Winsted, CT 06098
    View details
    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

    Winsted, CT Multifamily Properties Investment Opportunities Market Analysis

    Explore 38 multifamily properties for sale in Winsted, CT, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 779,289 square feet of properties for sale, with an estimated market value of $14,134,700.

    Prices for multifamily properties in Winsted, CT start at $105,000, averaging $428,324, 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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