view of front facade with brick siding and a front lawn Features: lawn More Photos

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    For Sale - 106-108 SHEPHERD Street, Windsor, Ontario

    Est payment $1,921/mo
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    Views   6
    Time on Jump  46 day

    AI Summary *

    • Exceptional duplex with two spacious, self-contained units and private entrances.
    • Bright living areas and generous bedrooms with updated finishes in both units.
    • Efficient gas heating and newer mechanicals for year-round comfort.
    • Convenient location near schools, parks, shopping, and public transit.
    • Strong rental appeal and income potential for investors or homeowners.




    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.
    Listing ID26016335
    Address106-108 SHEPHERD Street
    CityWindsor, Ontario
    Price$399,990
    Bed / Bath6 / 2 Full
    Style2 1/2 Storey, Duplex
    ConstructionBrick
    FlooringCeramic or Porcelain, Hardwood or Engine…
    TypeResidential
    StatusFor Sale

    Attachment Style DetachedSubtype 2 1/2 Storey, DuplexIndoor Features 2nd Kitchen, In-Law Suite, Other, See RemarksOutdoor Features Covered Porch, Other, See RemarksInclusions 2 REFRIGERATORS, 2 STOVES, WASHER, DRYERDriveway Double Width Or More Drive, Other, See Remarks, Side DriveParking None, Other, See RemarksAmenities Fenced Yard, Other, See Remarks, Playground Nearby, Shopping NearbyOwnership FreeholdRental Equipment Air ConditionerAppliances 2 Fridges, 2 Stoves, Dryer, WasherBasement FullBasement Development UnfinishedFoundation BlockHeating / Cooling Central Air Conditioning, Forced Air, FurnaceHeating Fuel Natural GasHot Water Tank GasUtility Water Municipal WaterSewer Sanitary

    Date Listed Jul 8, 2026Days on Market 47
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    Listing Agency:  REMAX CARE REALTY
    Co-Listing Agency:  REMAX CARE REALTY

    * Data is provided courtesy of WECAR. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. The information is deemed reliable but is not guaranteed accurate by WECAR.

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    106-108 Shepherd Street
    Windsor , Ontario
    6 2 $399,990
    Get more info