ROOTED IN OAKVILLE. CONNECTED TO WHAT’S NEXT.

MILTON / A NEIGHBOURHOOD PERSPECTIVE

Dempsey.

A connected east-side base with everyday amenities nearby.

Main Street in downtown Milton, with historic storefronts and street lamps.

Milton area: Main Street in the historic downtown.Photo: Hozombel at English Wikipedia · CC BY-SA 3.0 · Responsive crop

01 / THE LOCAL PICTURE

Get a feel
for the neighbourhood.

Dempsey is in Milton’s northeastern urban area, around the Main Street East and Thompson Road corridors. Shopping, community facilities, and the Milton GO area are part of its wider setting.

Housing includes different combinations of townhomes, detached properties, and apartments. Compare the exact route to transit, parking availability, and traffic around the larger roads. A convenient-looking location on the map still deserves a visit at the times you will use it.

02 / THE EVERYDAY HIGHLIGHTS

Around here.

  • 01Dempsey Neighbourhood Park
  • 02Main Street East’s arts and library area
  • 03Milton GO connections in the wider area
Explore official parks and local facilities

03 / SCHOOLS & YOUR ADDRESS

A starting point
for your school search.

These schools are local research starting points. They are not a confirmed catchment list for every home in Dempsey.

Public elementary

Chris Hadfield Public School

Public secondary

Craig Kielburger Secondary School

Check the exact address before deciding.

School assignments depend on the property address, grade, program, and current board boundaries. Enrolment, French Immersion, transportation, and temporary redirections should be confirmed directly with the relevant board.

HDSB · Find your public schoolHCDSB · Find your Catholic schoolHDSB · Current boundary reviews

School names and links checked against the HDSB directory in October 2026. Catholic school options can be checked through the HCDSB finder above.