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106-108 SHEPHERD STREET East

106-108 SHEPHERD STREET East · Listing photos provided under the MLS® feed. Swipe or use the arrow keys.

106-108 SHEPHERD STREET East

Windsor, Ontario · N8X2K3
Single FamilyFreehold
$399,900
6
Beds
2
Baths
Ft²
1927
Built
40×90
Lot ft
21
Days listed
Harjeet Singh, REALTOR®Jump Realty · usually replies in under 2 hrs

About this home

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:63107)

How this compares

1,346 active in Windsor
Asking price vs Windsor median18% below
$399,900 this home$489,945 median
Days on market vs median21 vs 40
21 days this home40 days median

Comparisons use current asking prices from the live MLS® feed — not sold prices, which this feed does not carry.

Similar homes, by asking price

The median asking price for 73 6-bedroom single family homes in Windsor is $529,900. This home is 25% below that.

Based on current asking prices of comparable active listings, not sold prices — sale prices are not published in this data feed. For what a home is actually worth, ask Harjeet for a comparative market analysis.

Browse all Windsor listings →

Monthly cost

$2,223/ month, before tax

This listing doesn't state its property tax, so it isn't in the figure above. Ask for it before you rely on this — it is usually a few thousand a year.

Mortgage (principal + interest)
$1,823
Property tax
Home insurance
$115
Heat, hydro and water
$285
%

$79,980 down

%
yr
Mortgage amount
$319,920
Open this in the full calculator

Canadian semi-annual compounding. Property tax follows the MPAC assessed value, not the price, so it is left for you to enter. Insurance and utilities are estimates you can change. Estimate only — not a mortgage approval, quote, or offer of financing.

Getting around

0 minwalk to the nearest grocery store
Healthcare
97th pct
Among the best in Windsor-Essex
Schools (K-12)
90th pct
Among the best in Windsor-Essex
Child care
97th pct
Among the best in Windsor-Essex
Jobs
93rd pct
Among the best in Windsor-Essex

Percentiles among Windsor-Essex dissemination blocks, walking mode. Measures how easily amenities can be reached — not their quality. Adapted from Statistics Canada, Spatial Access Measures, 2024. This does not constitute an endorsement by Statistics Canada of this product.

Property details

Dwelling typeDuplex
GarageNo garage
PoolNo
Stories2.5
Bedroom breakdown4 above grade, 2 below grade
FoundationBlock
Lot size40.08 X 89.85 FT
Lot featuresDouble width or more driveway, Side Driveway
FlooringHardwood, Ceramic/Porcelain
HeatingForced air, Natural gas, Furnace
CoolingCentral air conditioning
Appliances includedWasher, Dryer, Two stoves, Two Refrigerators
Exterior featuresBrick
FencingFence
ZoningRD 2.1

Rooms

Second level

  • 4pc Bathroom
  • Bedroom
  • Kitchen
  • Bedroom
  • Sunroom
  • Living room

Third level

  • Bedroom
  • Storage
  • Bedroom

Main level

  • 4pc Bathroom
  • Living room
  • Sunroom
  • Dining room
  • Bedroom
  • Kitchen
  • Bedroom

Basement

  • Utility room
106-108 SHEPHERD STREET East$399,900
Ask about this home