Milton is one of Canada’s fastest-growing towns, a young, family-oriented community at the foot of the Escarpment. Dempsey is one of Milton’s active real estate submarkets, with enough sales volume each month to support a dedicated, data-grounded report rather than being folded into the city-wide figures.
The figures below track Dempsey specifically, across every property type — use the filter above to narrow to a segment.
11 homes sold in Dempsey in August 2026 at a median sold price of $580.0K ($557/sqft). Homes sold at an average of 97% of asking and took a median of about 34 days to sell.
| Property type | 1-bed | 2-bed | 3-bed | 4+ bed |
|---|---|---|---|---|
| Detached homes | — | — | 1 sold | $1,050,000* |
| Freehold townhouses | — | — | 1 sold | — |
| Condo apartments | 1 sold | $560,000* | — | — |
*Based on a small number of sales — figures may not reflect the broader market.
Median sold prices for Dempsey homes are down 18.3% over six months through August 2026.
As of September 2026 (compiled September 4, 2026), there are 36 home listings for sale in Dempsey with a median asking price of $605.0K ($542/sqft), averaging around 42 days on market.
| Property type | Active now | Median list | Sold (Aug) | Median sold |
|---|---|---|---|---|
| Detached homes | 6 | $1,114,000 | 4 | $1,007,500* |
| Semi-detached | 6 | $899,394 | — | — |
| Condo apartments | 20 | $514,900 | 6 | $513,500* |
*Based on a small number of sales — figures may not reflect the broader market.
Sales figures cover closed transactions in August 2026; inventory is a live snapshot as of September 2026. Compiled from TRREB/PropTx MLS® data for homes in Dempsey. Deemed reliable but not guaranteed.
11 properties sold in Dempsey, Milton in August at a median of $580.0K. Sales closed at an average of 97% of asking price.
In August 2026, homes in Dempsey sold at a median price of $580,000 (about $557/sqft), an average of 97% of asking. The breakdown above shows how this varies by property type.
11 homes closed in Dempsey in August 2026. The chart above breaks the total down by property type.
In August 2026, condo apartments had the lowest median sold price in Dempsey at $513,500, while detached homes were the highest at $1,007,500. The table above lists each in full.
There are currently 36 active home listings in Dempsey as of September 2026, at a median asking price of $604,950. This refreshes with every MLS® sync.
It is refreshed monthly for the previous complete month, from TRREB/PropTx MLS® data; inventory figures update live with each MLS® sync. Deemed reliable but not guaranteed.