106-108 SHEPHERD STREET East, Windsor

$399,990

6 Bedrooms
2 Bathrooms

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:58875)

Listing ID: 26016335
Property Type: Single Family
Year Built: 1927

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Rooms

Level	Type	Dimensions
Second Level	4pc Bathroom	Measurements not available
Second Level	Bedroom	Measurements not available
Second Level	Kitchen	Measurements not available
Second Level	Bedroom	Measurements not available
Second Level	Sunroom	Measurements not available
Second Level	Living Room	Measurements not available
Third Level	Bedroom	Measurements not available
Third Level	Storage	Measurements not available
Third Level	Bedroom	Measurements not available
Basement	Utility Room	Measurements not available
Main Level	4pc Bathroom	Measurements not available
Main Level	Living Room	Measurements not available
Main Level	Sunroom	Measurements not available
Main Level	Dining Room	Measurements not available
Main Level	Bedroom	Measurements not available
Main Level	Kitchen	Measurements not available
Main Level	Bedroom	Measurements not available

Details

Equipment: Air Conditioner
Features: Double width or more driveway, Side Driveway
Ownership: Freehold
Rental Equipment: Air Conditioner
Transaction: For sale
Zoning Description: RD 2.1

Building

Appliances: Dryer, Washer, Two stoves, Two Refrigerators
Bedrooms Main Level: 4
Bedrooms Lower Level: 2
Constructed Date: 1927
Construction Style Attachment: Detached
Cooling: Central air conditioning
Exterior Finish: Brick
Fireplace Present: False
Flooring: Ceramic/Porcelain, Hardwood
Foundation: Block
Bathrooms (Total): 2
Heating: Forced air, Furnace
Heating Fuel: Natural gas
Stories Total: 2.5
Type: Duplex

Land

Fence: Fence
Size Irregular: 40.08 X 89.85 FT

This property for sale is located at 106-108 SHEPHERD STREET East in Windsor. It was last modified on July 8th 2026. Let us connect you with one of our real estate agents to schedule a viewing or to discover other Windsor homes for sale.

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