Pettigrew Trail is a residential street in Milton's Dempsey neighbourhood, a pocket of the town that sits west of the escarpment and south of the main east-west corridors.
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Updated September 13, 2026. Listings live.
Pettigrew Trail is a residential street in Milton's Dempsey neighbourhood, a pocket of the town that sits west of the escarpment and south of the main east-west corridors. Dempsey itself is a settled residential area, and Pettigrew Trail reads as one of its quieter internal streets, removed from the heavier traffic that moves along the larger arteries nearby. The surrounding grid is largely built out, with the street framed by established neighbours rather than open land. For a reader trying to place it: this is west Milton, close enough to the GO station and the hospital that both are routine errands rather than journeys.
No secondary school appears among the nearby listings, so that search extends further out. School assignment should be confirmed with the boards directly.
One semi home is listed for sale on Pettigrew Trail now.
| Date | Address | Beds | Sold | vs Ask | DOM | Listing brokerage |
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The Town records 106 civic addresses on Pettigrew Trail, numbered 208–359.
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 Pettigrew Trail is listed for sale. Nothing else, and no account.
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