106-108 SHEPHERD Street
Windsor, Ontario
6 bed • 2 bath • Single Family
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.
Price History
Schools
Elementary
- Queen Victoria Public School0.4 km
Public · Greater Essex County DSB · 490 students
Grade 3 reading: 56% met the provincial standard · Grade 6 math: 42% met the provincial standard
- St Angela Catholic School0.9 km
Catholic · Windsor-Essex CDSB · 460 students
Grade 3 reading: 62% met the provincial standard · Grade 6 math: 75% met the provincial standard
- J.L. Dunn Public School1.1 km
Public · Greater Essex County DSB · 545 students
Grade 3 reading: 83% met the provincial standard · Grade 6 math: 67% met the provincial standard
Secondary
- Hon W C Kennedy Collegiate Institute0.6 km
Public · Greater Essex County DSB · 900 students
Grade 10 literacy: 58% met the provincial standard
- St. Michael's Adult High School0.8 km
Catholic · Windsor-Essex CDSB · 1095 students
- Catholic Central1.5 km
Catholic · Windsor-Essex CDSB · 845 students
Grade 10 literacy: 98% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area N8X
- Population
- 16,457
- Private dwellings
- 7,796
- Median age
- 39.2
- Average household size
- 2.2
- Median household income
- $60,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Single Family in Windsor · last 12 months
- Median sold price
- $477,500
- Homes sold
- 78
- Median days on market
- 34
- Sale-to-list price
- 97.6%
Based on 78 recorded sales of single family properties in Windsor over the last 12 months.
Location
Mortgage Calculator
$79,998
Estimated Monthly Payment
$1,965
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $1,965/mo (20% down, 5.5%)
Taxes: $0/mo · Insurance: $100/mo
Estimates only. Consult a financial advisor.
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