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    Winchester, CT
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    Winchester, CT Multifamily Properties for Sale

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    4-Unit Quadplex with Storage Garage
    Updated: Sep 25
    4-Unit Quadplex with Storage Garage

    99 High Street, Winchester, CT 06098

    $575,000
    3,012 sqft 0.23 AC lot
    Four residential units: one 2‑bedroom, 1.5‑bath apartment and three 1‑bedroom, 1‑bath apartments
    3,012 square feet on a 0.23‑acre lot
    Separate garage rented to a long‑term tenant, with a large swing‑up door
    Garage includes a small office and an interior bathroom
    Three of the four apartments have been updated
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    Restaurant with Five Apartments
    Updated: Jun 23
    Restaurant with Five Apartments

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft 0.17 AC lot
    6,200 SF restaurant property on 0.17 acres
    Dining room seats up to 156 guests
    Upstairs bar with 20‑seat capacity
    Five apartments; three functioning units and two ready for completion
    12‑15 car parking lot plus ample street parking
    View details
    Two-Unit Duplex
    Two-Unit Duplex

    48 Center Street, Winchester, CT 06098

    $325,000
    2,257 sqft 0.08 AC lot

    Two rented residences offer a straightforward multifamily configuration in a downtown setting.

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    Turnkey Restaurant with Apartments
    Turnkey Restaurant with Apartments

    380 Main St, Winchester, CT 06098

    $999,000
    6,200 sqft

    Turnkey restaurant with dining, upstairs bar seating, outdoor dining, and five apartments, plus dedicated parking.

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    Renovated Two-Unit Duplex
    Renovated Two-Unit Duplex

    77 Hubbard Street, Winchester, CT 06098

    $359,900
    2,699 sqft 0.28 AC lot

    Two updated residences offer three-bedroom layouts, full baths, and refreshed interior finishes.

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    Winsted Multifamily Investment Opportunity
    Winsted Multifamily Investment Opportunity

    150 Oak Street, Winchester, CT 06098

    $549,000
    5,233 sqft

    Charming 5-unit apartment building in residential neighborhood. Fully rented.

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    Quadplex with Storage Garage
    Quadplex with Storage Garage

    99 High Street, Winchester, CT 06098

    $575,000
    3,012 sqft

    A small office with an interior bathroom complements the residential units and garage space.

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    Two-Unit Duplex with Storage
    Two-Unit Duplex with Storage

    95 Williams Ave, Winchester, CT 06098

    $374,900
    2,887 sqft

    Two residences offer seven bedrooms, three full baths, and separate attic and basement storage.

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    Two-Unit Duplex Investment Property
    Two-Unit Duplex Investment Property

    48 Center Street, Winchester, CT 06098

    $325,000
    2,257 sqft

    Downtown duplex with two leased residences, each offering a practical two-bedroom layout and one full bathroom.

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    Renovated Duplex
    Renovated Duplex

    77 Hubbard Street, Winchester, CT 06098

    $359,900
    2,699 sqft

    Each unit offers three bedrooms, a full bath, and refreshed interior finishes.

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    Duplex with Separate Utilities
    Duplex with Separate Utilities

    18 Pratt Street, Winchester, CT 06098

    $299,900
    2,016 sqft

    Two-story residential income property with distinct laundry areas, a full basement, and one occupied unit.

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    Mixed-Use Investment Property For Sale
    Mixed-Use Investment Property For Sale

    45 Elm St, Winchester, CT 06098

    $540,000
    0.17 AC lot

    Seven-unit brick building with residential and commercial spaces.

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    Multifamily and Office Space Opportunity
    Multifamily and Office Space Opportunity

    25 Center Street, Winchester, CT 06098

    $359,900
    2,754 sqft 0.11 AC lot

    Multifamily residential property with office space in central location.

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    MULTI_FAMILY - Winchester, CT
    MULTI_FAMILY - Winchester, CT

    77 Hubbard St, Winchester, CT 06098

    $299,900
    2,699 sqft 0.28 AC lot

    Two-family residence with modern updates and income potential.

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    Mixed-Use Building with 12 Apartments
    Mixed-Use Building with 12 Apartments

    410-416 Main Street, Winchester, CT 06098

    $1,100,000

    First-floor commercial space is currently configured as one unit and may be divided.

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    Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 15 Active listings in Winchester, 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.

    Multifamily Property with Solar Panels
    Multifamily Property with Solar Panels

    164 Red Mountain Ave, Torrington, CT 06790

    $279,900
    1,426 sqft

    Fenced grounds, a detached garage, and unfinished third-floor space add practical utility.

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    Two-Unit Duplex with Separate Parking
    Two-Unit Duplex with Separate Parking

    33 Terrace View, Norfolk, CT 06058

    $369,000
    2,596 sqft 0.82 AC lot

    Two residential units offer distinct layouts, a front porch, and designated parking areas for each occupant.

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    Two-Family Home Near Norfolk Center
    Two-Family Home Near Norfolk Center

    33 Terrace View, Norfolk, CT 06058

    $369,000
    2,596 sqft

    Two-unit property with income potential, close to Norfolk's heart.

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    Duplex with Garage Apartment
    Duplex with Garage Apartment

    Torrington, CT 06790

    $380,000
    1,895 sqft 0.23 AC lot

    Two residences offer separate living areas, with a detached garage serving the upper-level apartment.

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    Winchester, CT Multifamily Properties Market Trends and Statistics

    Explore 15 multifamily properties for sale in Winchester, CT, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 43,925 square feet of properties for sale, with an estimated market value of $8,041,400.

    Sale prices for multifamily properties in Winchester, CT start at $299,900, averaging $536,093, and reaching up to $1,100,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Apartment buildings 7
    Duplexes 7
    Quadplexes 2

    Demographics Overview

    Population 14K
    Population Growth (5Y) -2.6%
    Median Household Income $85,212
    College Educated 77.5%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    Winsted - 06098 $464.2K

    Listings Trend

    New vs delisted commercial listings in Litchfield County

    New Delisted

    Total CRE Inventory on Market (SF)

    How Realmo verifies these figures

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