$399,990
Windsor
106-108 SHEPHERD Street East, Windsor, Ontario, N8X2K3
This 6-bedroom, 2-bathroom home in Windsor is for sale. Listed at $399,990, it is attractively priced about 17% below the $479,900 median asking price in Windsor.
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. (id:66096)
Features and services as supplied by the listing brokerage.
Long Listed: 71 days on market, against an average age of 69 days across the listings currently for sale in this city
This 6-bed single family in Windsor is available now. Want me to connect you with the agent or keep you posted on any price updates?
Approximate location — exact address confirmed upon showing
This home lists at $399,990, about 6.7× the local median household income of $60,000.
Carrying it typically needs a household income of about $78,132 (20% down, 25-yr amortization, stress-tested) — roughly 30% above the area median.
Source: Statistics Canada, 2021 Census (FSA N8X)
Pick a time that suits you. A verified local agent confirms within 24h.
Loading rates, 30-yr amortization
Cash Needed to Close
Rates via our partner mortgage brokers at iShopRates · Estimates only, not financial advice




Estimate the monthly cashflow if you bought this home as a rental. Every figure below is an editable estimate. This is education only, not financial advice.
Enter the monthly rent you expect, or adjust our estimate.
Enter an estimated monthly rent to see the cashflow.
Estimates only, not a mortgage approval or financial advice. Rate, taxes, and allowances are assumptions you can edit above.
Room details as supplied by the listing brokerage. Dimensions are shown in the unit the listing states, and are approximate.