Cobban Road is a short residential street in Milton's Dempsey neighbourhood, a pocket of the town that sits west of the escarpment and south of the older core.
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Updated September 17, 2026. Listings live.
Footage covers 187 m of 197 m, from Dixon Drive to Knight Trail. Filmed 20 September 2026.
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Cobban Road is a short residential street in Milton's Dempsey neighbourhood, a pocket of the town that sits west of the escarpment and south of the older core. The street runs through a settled part of the grid, framed by the kind of low-rise housing that defines this corner of Milton. It is not a thoroughfare, and it does not carry the traffic of the arterial roads that bracket the area. Dempsey itself is one of Milton's more established residential districts, and Cobban Road reads as a small part of that larger fabric.
Cobban Road sits in Dempsey, a position that makes the GO train the realistic route into Toronto. Nothing here requires crossing town to reach a highway, and that shapes how the street sits relative to the rest of Milton.
Knight Trail Park is a minute on foot, which gives the immediate area a walkable edge that the school drives do not. School assignment should be confirmed directly with the boards, since proximity alone does not determine it.
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The Town records 21 civic addresses on Cobban Road, numbered 1183–1203, with Dixon Drive and Knight Trail meeting it in that order from the low-number end.
Civic addresses from the Town of Milton under the Open Government Licence. Positions approximate. No sale price or date is shown for any single address.
A written valuation prepared by hand from comparable sales, sent by email. Nothing on this page estimates a single address.
See what it’s worth →An email when a home on Cobban Road is listed for sale. Nothing else, and no account.
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