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Community overview
Dempsey is one of the communities TRREB (Toronto Regional Real Estate Board) defines within Halton – Milton, located in central Milton. Dempsey is next to Rural Halton Hills (Halton Hills), Derry Green and Milton North on the north; next to Derry Green and Clarke on the east; next to Dorset Park, Clarke and Old Milton on the south; next to Milton North and Dorset Park on the west.
Community boundaries
| Side | Approximate boundary | Neighbouring communities / areas |
|---|---|---|
| North | the line shared with Rural Halton Hills (Halton Hills), Derry Green and Milton North | Halton Hills::Rural Halton Hills (Halton Hills), Derry Green, Milton North |
| East | the line shared with Derry Green and Clarke | Derry Green, Clarke |
| South | the line shared with Dorset Park, Clarke and Old Milton | Dorset Park, Clarke, Old Milton |
| West | the line shared with Milton North and Dorset Park | Milton North, Dorset Park |
Boundaries are an approximate description based on TRREB's Milton community map. For addresses near a boundary, please rely on the TRREB map, or just ask Ming.
Schools
| School | Board | Grades | Address |
|---|---|---|---|
| Bishop Paul Francis Reding Catholic Secondary School | Halton Catholic District School Board (HCDSB, Catholic) | 9–12 | 1120 Main St E, Milton, ON, L9T6H7 |
School boundaries are set by street address and may be adjusted temporarily as enrolment grows; a school being inside the community does not mean every address is in its boundary. Please confirm with the HDSB school locator and the HCDSB school locator. School names, grades and addresses are from the Ontario Ministry of Education's public school information data (2024–25); schools too close to a community boundary to place with confidence are not listed, and French-language board schools are not covered on this page. This page does not rank schools.
Parks and recreation
- OpenStreetMap shows no named park that can be placed inside this community with confidence, so none is listed here; see the Town of Milton parks map.
Names and locations of parks, libraries and other places are per OpenStreetMap, and only places clearly inside the community (at least about 120 metres from a boundary) are listed. Hours and amenities follow the latest notices from Town of Milton and the local public library.
Getting around
- Transit: local buses are operated by Milton Transit; access to a GO station varies by location. Use the local transit and GO Transit trip planners for a specific address. This page does not invent unverified stations or routes.
GO station locations are checked against publicly published station positions. Schedules and routes change; please rely on the latest Milton Transit and GO Transit timetables, and use a local trip planner for buses near a specific address.
Shopping and daily life
This page does not list supermarkets or malls that have not been checked against OpenStreetMap; please verify shops on the ground.
Housing types
(To be added: the mix of existing home types will be written once public census data that maps cleanly to this community's boundary is available. Statistics Canada's 2021 Census is published by dissemination area and census tract, which do not line up with TRREB's Dempsey market boundary, so this page does not estimate the housing stock.) The by-type figures in "Recent sales and home prices" below are sales in that quarter, not the housing stock.
Recent sales and home prices
This section shows two kinds of data published by TRREB; please read them separately. The first is actual sales summarized in the quarterly community report. The second is the monthly MLS® Home Price Index (HPI) benchmark price, which describes a typical home. The quarterly report and the HPI are measured differently and cannot be added together. Where there are two or fewer sales, TRREB does not publish some price measures. These figures are for reference only and are not a guarantee of the value of any property.
This page does not show current listings or individual sale records. For recent sales on a particular street or home type, or a value estimate for your home, please contact Ming.
Dempsey recent quarterly sales (all home types)
| Period | Sales | Dollar volume | Average price | Median price | New listings | Active listings | Sold/list price | Avg. days on market |
|---|---|---|---|---|---|---|---|---|
| Q2 2026 | 35 | $26,381,607 | $753,760 | $776,000 | 110 | 51 | 98% | 30 |
| Q1 2026 | 20 | $15,794,250 | $789,713 | $805,000 | 74 | 28 | 100% | 24 |
| Q2 2025 | 25 | $23,787,000 | $951,480 | $955,000 | 129 | 41 | 98% | 20 |
Source: TRREB's publicly released Halton – Milton community reports, all home types: Q2 2026, Q1 2026, Q2 2025. As of this page's preparation (November 12, 2026), the Q3 2026 report had not yet been posted in TRREB's community report directory.
Q2 2026 by home type
| Home type | Sales | Average price | Median price | New listings | Sales/new listings | Avg. days on market | Sold/list price |
|---|---|---|---|---|---|---|---|
| Detached | 8 | $1,164,000 | $1,142,000 | 26 | 31% | 32 | 96% |
| Semi-Detached | 2 | — | — | 14 | — | — | — |
| Att/Row/Townhouse | 10 | $780,000 | $794,000 | 25 | 40% | 27 | 97% |
| Condo Townhouse | 2 | — | — | 4 | — | — | — |
| Condo Apartment | 13 | $488,000 | $460,000 | 41 | 32% | 35 | 97% |
| Other | 0 | — | — | 0 | — | — | — |
Source: the Dempsey by-type page of the same TRREB Q2 2026 Milton community report. Of the 35 sales this quarter, 13 were condo apartments. By-type average and median prices are taken from the chart labels in thousands (e.g. $1,164K), not exact to the dollar; sales and new listings are whole numbers from the charts. For home types with two or fewer sales, or none, prices and some ratios are not published per the report's convention and are shown as "—".
Compared with Milton (Q2 2026, all home types)
All community figures below are taken directly from the summary table of the same quarterly report. Dempsey's average price this quarter was $753,760 and its median price $776,000; among the 17 communities in the table with price figures, it ranked number 17 by average price and number 17 by median price (highest first). The combined row adds up the rows that have figures for sales, dollar volume, new listings and active listings; the combined average is combined dollar volume ÷ combined sales, not a township-wide average published separately by TRREB. Median price, sold/list price and days on market cannot be summed from community figures, so the combined row omits them. The community's average price is $215,056 below the combined average.
| Community | Sales | Dollar volume | Average price | Median price | New listings | Active listings | Sold/list price | Avg. days on market |
|---|---|---|---|---|---|---|---|---|
| Beaty | 56 | $54,794,700 | $978,477 | $935,950 | 124 | 43 | 100% | 18 |
| Bowes | 13 | $14,734,740 | $1,133,442 | $1,206,990 | 36 | 16 | 101% | 21 |
| Bronte Meadows | 7 | $6,827,500 | $975,357 | $987,500 | 14 | 5 | 99% | 23 |
| Brookville/Haltonville | 1 | — | — | — | 14 | 6 | — | — |
| Campbellville | 2 | — | — | — | 23 | 15 | — | — |
| Clarke | 34 | $31,094,300 | $914,538 | $863,500 | 80 | 27 | 98% | 20 |
| Coates | 30 | $27,914,533 | $930,484 | $876,500 | 80 | 30 | 98% | 28 |
| Cobban | 17 | $17,040,901 | $1,002,406 | $999,000 | 53 | 37 | 97% | 36 |
| Dempsey | 35 | $26,381,607 | $753,760 | $776,000 | 110 | 51 | 98% | 30 |
| Derry Green | 0 | — | — | — | 1 | 0 | — | — |
| Dorset Park | 15 | $12,385,100 | $825,673 | $830,100 | 27 | 12 | 98% | 22 |
| Ford | 44 | $42,490,290 | $965,688 | $951,000 | 100 | 50 | 98% | 25 |
| Harrison | 38 | $35,667,750 | $938,625 | $853,750 | 90 | 36 | 98% | 28 |
| Milton North | 2 | — | — | — | 6 | 2 | — | — |
| Moffat | 1 | — | — | — | 6 | 2 | — | — |
| Nelson | 0 | — | — | — | 0 | 0 | — | — |
| Old Milton | 36 | $34,611,900 | $961,442 | $892,500 | 86 | 39 | 96% | 37 |
| Rural Milton | 0 | — | — | — | 2 | 0 | — | — |
| Rural Milton West | 8 | $13,166,300 | $1,645,788 | $1,720,000 | 25 | 14 | 96% | 27 |
| Rural Nassagaweya | 7 | $14,710,000 | $2,101,429 | $2,150,000 | 20 | 12 | 90% | 84 |
| Rural Trafalgar | 1 | — | — | — | 7 | 3 | — | — |
| Scott | 28 | $29,263,911 | $1,045,140 | $945,000 | 72 | 25 | 98% | 26 |
| Timberlea | 26 | $25,358,654 | $975,333 | $902,500 | 63 | 29 | 98% | 36 |
| Walker | 13 | $13,115,000 | $1,008,846 | $1,078,000 | 43 | 25 | 98% | 30 |
| Willmott | 38 | $31,566,000 | $830,684 | $820,000 | 83 | 37 | 99% | 30 |
| All twenty-five communities combined* | 452 | $431,123,186 | $968,816* | — | 1165 | 516 | — | — |
Source: summary table of TRREB's Q2 2026 Milton community report (publicly released). *Combined sales, dollar volume, new listings and active listings are the sum of the community rows; the combined average of $968,816 is $431,123,186 ÷ 445, rounded to the dollar. Active listings are a point-in-time figure from the report. The report notes that quarterly community statistics may not match the quarterly sums of earlier TRREB publications.
MLS® Home Price Index (HPI) benchmark prices
TRREB's October 2026 HPI public tables include Milton's town-wide composite and by-type benchmark prices, but no separate row for Dempsey, so this page lists only the town-wide figures and does not make up a community-level benchmark.
| Area | Home type | Benchmark price | Index | Year-over-year |
|---|---|---|---|---|
| Milton (town-wide) | Composite | $870,000 | 288.5 | -4.38% |
| Single Family Detached | $1,163,300 | 305.1 | -5.92% | |
| Single Family Attached | $793,700 | 336.3 | -5.85% | |
| Townhouse | $600,800 | 346.5 | -4.73% | |
| Apartment | $498,200 | 288.1 | -6.76% |
Source: TRREB MLS® Home Price Index public tables, October 2026 (generated November 2, 2026). HPI benchmark prices are measured differently from the quarterly average and median sale prices above and cannot be compared or added directly.
Nearby communities
See all twenty-five Milton communities →
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Frequently asked questions
Where is Dempsey?
On TRREB's Milton community map, Dempsey is in central Milton: bounded on the north by the line shared with Rural Halton Hills (Halton Hills), Derry Green and Milton North; on the east by the line shared with Derry Green and Clarke; on the south by the line shared with Dorset Park, Clarke and Old Milton; and on the west by the line shared with Milton North and Dorset Park. This is an approximate description based on the map; for a specific address please check the TRREB map.
Which schools are in the community?
According to the Ontario Ministry of Education's public school information data, the community has Bishop Paul Francis Reding Catholic Secondary School. School boundaries are set by street address and can change, so please confirm with the local school board locator tools.
What community facilities and parks are nearby?
OpenStreetMap shows no named park that can be placed inside this community with confidence, so none is listed here; see the Town of Milton parks map. Check the Town of Milton website for amenities and hours.
Is public transit convenient?
Options include Milton Transit and other bus service (varies by location). Check the latest local transit and GO Transit schedules for service and routes.
Where can I find recent sales and prices for this community?
The "Recent sales and home prices" section on this page cites TRREB's publicly released quarterly community report (currently Q2 2026) and the MLS® Home Price Index. These are statistical summaries, not the sale price of any single home. For recent sales on a particular street or home type, or a value estimate for your home, contact Ming directly or request a free home evaluation.
Talk to Ming
Direct: 647-779-9186 · Office: 905-764-8688 · Email: mingrenrealty@gmail.com
RE/MAX Realtron Realty Inc., Brokerage, 505 Hwy 7 East, Penthouse, Thornhill, ON L3T 7T1. Independently Owned & Operated.
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Community information on this page is compiled from public sources including the TRREB community map and publicly released quarterly community reports, TRREB MLS® HPI public tables, Ontario Ministry of Education school information data, HDSB, HCDSB, Milton Transit, GO Transit and OpenStreetMap. It is for reference only and is not a guarantee of school boundaries, transit, planning or property value. This page does not publish individual MLS® sales or current listings. Ming Ren, Broker, RE/MAX Realtron Realty Inc., Brokerage.