Churchill Avenue is a residential street in Milton's Dorset Park, a neighbourhood that sits west of the town's historic core and north of the main east-west corridors.
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Updated September 16, 2026. Listings live.
Each of these streets represents a different priority: a lower entry point, a townhouse footprint, or a location in another part of Milton. Buyers weighing these options should consider how each address aligns with their own criteria.
| Date | Address | Beds | Sold | vs Ask | DOM | Listing brokerage |
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The Town records 44 civic addresses on Churchill Avenue, numbered 500–627, with MacDonald Crescent, Lorne Scots Drive, McCrae Court, Brock Court, Lord Simcoe Court and Strathcona Court 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 Churchill Avenue is listed for sale. Nothing else, and no account.
Watch Churchill Avenue →A private conversation about your home on Churchill Avenue and what is listed around it, before you decide anything.
Request a valuation →An email when a home on Churchill Avenue is listed for sale. Nothing else, and no account.