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.
For sale
C$399,990
108 Shepherd St E #106, Windsor, ON N8X 2K3
--beds
--baths
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
- 13 days
- 8
- 1
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®#: 26020762
Originating MLS®#: Windsor-Essex County Association of REALTORS®
Facts & features
Interior
Heating
- Natural Gas, Forced Air, Furnace
Cooling
- Central Air
Appliances
- Included: Gas Water Heater
Property
Parking
- Parking features: None
Accessibility
- Accessibility features: None
Features
- Stories: 2
Lot
- Features: Acreage Info (Unknown)
Details
- Zoning: RD 2.1
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Duplex
Materials
- Brick
- 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: 8/25/2026
- Inclusions: 2 Refrigerator, 2 Stoves, Washer, Dryer
- Ownership: Freehold
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Price change | C$399,9000% |
Source: | ||
| 8/25/2026 | Listed for sale | C$399,990 |
Source: | ||
| 10/24/2025 | Listing removed | C$1,837 |
Source: Zillow Rentals Report a problem | ||
| 10/16/2025 | Listed for rent | C$1,837 |
Source: Zillow Rentals Report a problem | ||
| 9/27/2025 | Listing removed | C$1,837 |
Source: Zillow Rentals Report a problem | ||
| 8/30/2025 | Listed for rent | C$1,837 |
Source: Zillow Rentals Report a problem | ||
Public tax history
Tax history is unavailable.






