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For sale
  • C$399,990

    108 Shepherd St E #106, Windsor, ON N8X 2K3

    6beds
    Single Family Residence, Duplex
    Built in 1927
    -- sqft lot
    $-- Zestimate®
    C$--/sqft
    C$-- HOA

    What's special

    Two spacious self-contained unitsPrivate entrancesFull kitchensIn-suite laundryGenerous bedroomsUpdated finishesWarm and inviting layout
    WELCOME TO THIS EXCEPTIONAL DUPLEX LOCATED IN THE HEART OF WINDSOR, OFFERING TIMELESS CHARACTER, MODERN COMFORT, AND OUTSTANDING INVESTMENT POTENTIAL. THIS WELL-MAINTAINED PROPERTY AT 106–108 SHEPHERD STREET EAST FEATURES TWO SPACIOUS, SELF-CONTAINED UNITS, EACH WITH PRIVATE ENTRANCES, FULL KITCHENS, AND IN-SUITE LAUNDRY. THE MAIN LEVEL SHOWCASES BRIGHT LIVING AREAS WITH GENEROUS BEDROOMS AND UPDATED FINISHES, WHILE THE UPPER UNIT OFFERS A WARM AND INVITING LAYOUT IDEAL FOR FAMILIES OR PROFESSIONALS. WITH NEWER MECHANICALS, EFFICIENT GAS HEATING, AND AMPLE ON-SITE PARKING, THIS HOME IS BOTH PRACTICAL AND APPEALING. NESTLED IN A DESIRABLE, FAMILY-FRIENDLY NEIGHBOURHOOD, RESIDENTS ENJOY CLOSE PROXIMITY TO EXCELLENT SCHOOLS INCLUDING QUEEN VICTORIA PUBLIC SCHOOL, HON. W.C. KENNEDY COLLEGIATE INSTITUTE, AND JAMES L. DUNN PUBLIC SCHOOL. NEARBY GREEN SPACES SUCH AS JACKSON PARK, MITCHELL PARK, AND GIGNAC PARK PROVIDE ABUNDANT OPPORTUNITIES FOR OUTDOOR RECREATION, WHILE THE PROPERTY’S CENTRAL LOCATION OFFERS CONVENIENT ACCESS TO SHOPPING, DINING, AND ESSENTIAL SERVICES. PUBLIC TRANSIT IS RIGHT AT YOUR DOORSTEP, AND COMMUTERS BENEFIT FROM EASY ACCESS TO MAJOR ROUTES AND CROSS-BORDER CONNECTIONS VIA THE TUNNEL OR BRIDGE. SAFETY AND CONVENIENCE ARE KEY HIGHLIGHTS, WITH WINDSOR REGIONAL HOSPITAL, A FIRE STATION, AND POLICE HEADQUARTERS ALL NEARBY. WITH STRONG RENTAL APPEAL, LOW PROPERTY TAXES, AND EXCELLENT INCOME POTENTIAL, THIS DUPLEX IS A VERSATILE CHOICE FOR INVESTORS OR THOSE LOOKING TO OFFSET LIVING COSTS. A RARE OPPORTUNITY IN ONE OF WINDSOR’S MOST ACCESSIBLE AND SOUGHT-AFTER AREAS, THIS PROPERTY COMBINES COMFORT, FUNCTIONALITY, AND LASTING VALUE.
    13 days
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    49
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    2
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    Zillow last checked:

    Listing updated:

    Listed by:

    Goran Todorovic , Broker Of Record,

    Remax Care Realty Brokerage,

    Rony Hydier, Sales Person,

    Remax Care Realty

    Source: Windsor-Essex County AOR,MLS®#: 26016335MLS LogoOriginating MLS®#: Windsor-Essex County Association of REALTORS®

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: 2nd Kitchen
      Heating
      • Natural Gas, Forced Air, Furnace
      Cooling
      • Central Air, Air Conditioner
      Appliances
      • Included: 2 Fridges, 2 Stoves, Dryer, Washer, Gas Water Heater
      Features
      • In-Law Suite
      • Basement: Full,Unfinished

      Property

      Parking
      • Parking features: Double Width Or More Drive, Side Drive, None
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: 2 1/2 Storey
      • Patio & porch: Covered Porch
      • Fencing: Fenced Yard
      • Frontage length: 40.08
      Lot
      • Features: Playground Nearby, Shopping Nearby, Acreage Info (Unknown)
      Details
      • Zoning: RD 2.1

      Construction

      Type & style
      • Home type: MultiFamily
      • Property subtype: Single Family Residence, Duplex
      • Attached to another structure: Yes
      Materials
      • Brick, UFFI
      • Foundation: Block
      • Roof: Asphalt Shingle
      Condition
      • Year built: 1927

      Utilities & green energy

      • Sewer: Sanitary
      • Water: Municipal Water
      • Utilities for property: Water Connected, Sewer Connected

      Community & HOA

      Location
      • Region: Windsor

      Financial & listing details

      • Annual tax amount: C$2,702
      • Date on market: 7/8/2026
      • Inclusions: 2 Refrigerators, 2 Stoves, Washer, Dryer
      • Ownership: Freehold
      • Income includes: Rental
      Goran Todorovic , Broker Of Record

      Goran Todorovic , Broker Of Record

      (519) 979-9949

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        Price history

        DateEventPrice
        7/8/2026Listed for saleC$399,990
        Source: Windsor-Essex County AOR #26016335 Report a problem
        10/24/2025Listing removedC$1,837
        Source: Zillow Rentals Report a problem
        10/16/2025Listed for rentC$1,837
        Source: Zillow Rentals Report a problem
        9/27/2025Listing removedC$1,837
        Source: Zillow Rentals Report a problem
        8/30/2025Listed for rentC$1,837
        Source: Zillow Rentals Report a problem

        Public tax history

        Tax history is unavailable.

        Climate risks

        Neighborhood: Downtown

        Getting around

        79 / 100
        Very Walkable
        61 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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