Dempsey
Milton Real Estate
Median home value in Dempsey: $817K · 73 active listings across all property types.
Living in Dempsey.
Dempsey sits inside the broader Milton catchment and is one of the pockets buyers ask for most often. Active supply runs roughly 73 homes across condo, townhouse, semi-detached and detached product. The median price in Dempsey currently sits at $817K — slightly above the Milton average for the same period.
Walkability
Coffee, daily groceries, and primary schools are reachable on foot from most addresses in Dempsey.
Transit Access
Local bus routes connect Dempsey to Milton's commuter rail stations and the broader GTA network.
Schools
Public and Catholic boards both serve Dempsey. School zone boundaries materially affect detached-home pricing here.
Greenspace
Local parks and bike paths give Dempsey a quieter feel than Milton's denser commercial corridors.
Proximity
Minutes from Milton downtown, with quick access to major employment hubs across the GTA.
Demand
Dempsey attracts steady end-user demand alongside experienced investor activity — supply moves quickly in the right band.
Thinking about Dempsey?
A licensed Milton advisor will reach out to walk you through your options.
History & housing stock
Architectural era · New-build detached (2005–2020s) on former farmland
Dempsey is one of Milton's original 2000s-era master-planned subdivisions, developed as Milton transitioned from a small town of 32,000 (2001) to a 130,000+ population commuter city by the 2020s — the fastest per-capita growth in Canada during that period. Housing stock is nearly entirely new-build detached and townhouse.
Who buys here
First-time buyers, young families priced out of Oakville and Mississauga, and Milton GO commuters.
Browse Milton inventory by type + price.
Dempsey FAQ
What's the median home price in Dempsey, Milton?
Based on current MLS active inventory across all property types, the median home price in Dempsey is approximately $817K as of 2026-05-01.
Is Dempsey a good place to buy?
Dempsey is one of Milton's established residential pockets with steady end-user demand. Active inventory currently sits at ~73 homes across all property types, with healthy sale-to-list ratios over the last quarter.
What schools and transit serve Dempsey?
Dempsey residents have access to Milton's public and Catholic school boards. Public transit coverage runs through local bus routes, with regional commuter rail accessible within the broader Milton catchment.
What types of homes are in Dempsey?
Dempsey offers a mix of condos, townhouses, detached homes, semi-detached homes, with detached homes typically commanding a 25–40% premium over townhouses in the same pocket.
Talk to a Milton advisor about Dempsey.
A licensed Milton advisor will reach out to walk you through active Dempsey listings, current prices, and your financing options.
Dempsey, Milton
Median $817K · 73 active · Licensed advisor