Real Estate for Sale in Dempsey, Milton, ON
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Neighbourhood in Milton
Dempsey
Dempsey is a growing neighbourhood in Milton, Ontario. It offers a mix of residential options and amenities for families and young professionals.
At a glance
Listed 1 day ago
Unit 302, 1471 Maple Avenue
Milton (Dempsey), ON L9T 0B4
Condo ApartmentFor Sale
Listed 2 days ago
Unit 414, 1483 Maple Avenue
Milton (Dempsey), ON L9T 0B6
Condo ApartmentFor Sale
Listed 2 days ago
1350 Main Street E
Milton (Dempsey), ON L9T 7S7
Condo ApartmentFor Sale
Listed 2 days ago
169 Cooke Crescent
Milton (Dempsey), ON L9T 6E5
DetachedFor Sale
Day to dayLivability
7
Schools near listings
out of 10 · averaged over 102 past and present listings
Fraser Institute ratings within 2 km of each listing, closer schools weighted more
Each score is an average over this area's own listings and is shown only where at least 5 of them carry one. Scores are reported by listing agents, not measured by HOMEH.
What it costsAffordability
Median asking price
$754,450
In Dempsey
$754,450
In Milton
$999,000
In Ontario
$718,000
Median monthly rent
$2,475/mo
In Dempsey
$2,475
In Milton
$2,288
In Ontario
$2,500
≈ 25.4 years
Of rent to match the purchase price
On the marketMarket snapshot
For sale
36
Median $754,450
Condos 21 · Houses 15
For rent
13
Median $2,475
Condos 11 · Houses 2
Recently sold
Sign in to see sold data
Recently leased
Sign in to see leased data
Market data as of 2026-10-13. Sold and leased figures are neighbourhood medians over the last 12 months, published only where at least 5 homes closed — never a single sale.
The honest readPros & cons
What people love
- Family-friendly environment
- Strong community feel
- Access to quality education
- Variety of housing types available
Keep in mind
- Limited public transit options
- Higher home prices compared to city median
The feel of the placeLifestyle
Daily life in Dempsey is relaxed and community-oriented, with many amenities nearby. Residents enjoy a suburban feel with easy access to parks and schools.
Within the boundaryWhat's nearby
The boundary
2.5 km²
Every count and every census figure on this page was measured inside this line — not within a circle drawn around a centre point.
8
Parks
8
Playgrounds
2
Grocery stores
11
Restaurants
2
Cafés
3
Gyms
1
Libraries
2
Pharmacies
Counted across all 2.5 km² of Dempsey. From OpenStreetMap, as of 2026-10-12.
The schoolsWhich schools, and how they rate
7.1/10
Average rating of the 3 rated schools in this area
2
Elementary
1
Secondary
Bishop Paul Francis Reding Catholic Secondary School
Catholic · Grades 9–12 · Halton CDSB
8.2/107.8 over 5 yrs65th of 742 Ontario secondary schools
2,660 students · EQAO 2024-2025
Chris Hadfield Public School
Public · Grades JK–8 · Halton DSB
7.5/107.3 over 5 yrs571st of 3,045 Ontario elementary schools
740 students · EQAO 2024-2025
St. Peter Catholic Elementary School
Catholic · Grades JK–8 · Halton CDSB
5.6/106.7 over 5 yrs1,868th of 3,045 Ontario elementary schools
595 students · EQAO 2024-2025
Ontario Ministry of Education school registry; ratings from the Fraser Institute report card. These are the schools that stand inside Dempsey, not a catchment — most Ontario boards do not publish attendance boundaries, and we will not draw a line we cannot source. Confirm enrolment with the school board before you buy.
The peopleWho lives here
9,879
Population (2021)
2.5 km²
Area
3,943
People per km²
36.3
Median age
$122,999
Median income
86%
Own their home
3.2
People per household
3,240
Households
Every age
- Children (under 15)21.1%
- Working age (15–64)69.9%
- Seniors (65+)9.0%
What is built here
- Detached houses35.5%
- Semi-detached15.5%
- Townhouses20.6%
- Low-rise apartments27.8%
Own or rent
86%Owners
15%Renters
Across 3,240 households
When it was built
Mostly 2001–2005
- 1960 or earlier0%
- 1961–19800%
- 1981–19900%
- 1991–20005%
- 2001–200548%
- 2006–201019%
- 2011–201517%
- 2016–20219%
Share of occupied homes, by the era they were built in. Bars are drawn against the busiest era, not against each other, because the eras are not the same length. The eight shares are unlikely to total exactly 100: Statistics Canada rounds each era's count to the nearest 5 before publishing it, so we print what the census reports rather than adjusting a figure to make the column add up.
- 45%
- Born outside Canada
- 39.9%
- Hold a degree or higher
- 65.7%
- Employment rate
- 4.3%
- Commute by transit
- 89.9%
- Commute by car
- 1.8
- Children per family
- $104,065
- Median income after tax
- $133,327
- Average household income
- 5.1%
- Living on a low income
- $1,974/mo
- Renters pay, per month
- $2,127/mo
- Owners pay, per month
- $814,579
- Median home value at census
- 20.2%
- Renters spending 30%+ of income on housing
- 20.6%
- Owners spending 30%+ of income on housing
Statistics Canada, Census of Population 2021. Added up from 12 census areas inside the boundary. Medians and rates are a population-weighted average of dissemination-area figures.
Sources: HOMEH listings, Statistics Canada, Census of Population 2021, OpenStreetMap
What homes in Dempsey actually sell for
120 homes changed hands in Dempsey over the 12 months to September 2026. Half sold above $715,223 and half below, 9.7% lower than the 12 months before. A typical home found its buyer in 29 days — 2 days slower than a year ago.
- Median sold price
- $715K
- -9.7% year over year
- Days to sell
- 29
- 2 days slower
- Sales closed
- 120
- last 12 months
- Per square foot
- $543
- from 120 sized sales
Three years of sold prices
The line is the median. The band is the middle half of every sale — how wide it runs tells you how much one home here differs from the next.
What buyers actually paid
$973,600
on a $1,000,000 asking price — under ask by $26,400
- Of the asking price
- 97.4%
- Sold over asking
- 15.8%
From 120 sales that closed here in the last 12 months.
Rent or buy in Dempsey
23 years
of rent, at the going rate here, adds up to what a home here costs.
Median sold price
$715,223
120 sales
Median rent
$2,593/mo
120 leases
Gross rental yield
4.35%
before costs
Both figures come from deals that actually closed in Dempsey over the last 12 months. Gross yield is annual rent divided by price; it does not account for taxes, fees, maintenance, vacancy or financing.
What actually trades in Dempsey
A single median hides this: the mix of homes behind it, and what each kind costs.
- Condo apartment$488K22.5%
- Other kinds, too few of each —77.5%
How fast it moves
Median days on market, month by month. Taller means slower.
Terracotta marks the last 12 months.
Every month behind these charts — Dempsey, sales
| Month | Closed | Median | Middle half | Days | % of ask |
|---|---|---|---|---|---|
| Sep 2026 | 9 | $645,000 | $490K – $855K | 29 | 96.9% |
| Aug 2026 | 14 | $725,571 | $477K – $1.26M | 39 | 96.5% |
| Jul 2026 | 17 | $868,824 | $625K – $1.06M | 29 | 97.3% |
| Jun 2026 | 12 | $825,000 | $637K – $1.05M | 38 | 97.1% |
| May 2026 | 13 | $460,000 | $422K – $799K | 24 | 99.9% |
| Apr 2026 | 9 | $645,000 | $568K – $800K | 18 | 97.5% |
| Mar 2026 | 12 | $643,500 | $561K – $886K | 22 | 97.7% |
| Feb 2026 | 2 | Not enough sales this month to report a median | |||
| Jan 2026 | 4 | Not enough sales this month to report a median | |||
| Dec 2025 | 7 | $790,000 | $653K – $865K | 33 | 95.4% |
| Nov 2025 | 10 | $862,500 | $756K – $963K | 19 | 98.3% |
| Oct 2025 | 11 | $613,700 | $510K – $833K | 32 | 95.3% |
| Sep 2025 | 19 | $705,000 | $633K – $1.21M | 28 | 97.4% |
| Aug 2025 | 12 | $808,700 | $572K – $1.04M | 20 | 96.5% |
| Jul 2025 | 18 | $792,500 | $565K – $866K | 23 | 97.0% |
| Jun 2025 | 6 | $952,000 | $710K – $1.03M | 16 | 98.7% |
| May 2025 | 9 | $940,000 | $860K – $1.05M | 18 | 97.4% |
| Apr 2025 | 10 | $967,500 | $863K – $1.18M | 16 | 98.6% |
| Mar 2025 | 9 | $765,000 | $585K – $984K | 26 | 97.7% |
| Feb 2025 | 7 | $917,000 | $689K – $920K | 14 | 100.7% |
| Jan 2025 | 15 | $700,000 | $621K – $820K | 49 | 97.8% |
| Dec 2024 | 15 | $749,000 | $605K – $945K | 31 | 97.6% |
| Nov 2024 | 8 | $978,000 | $796K – $1.06M | 27 | 98.8% |
| Oct 2024 | 28 | $697,500 | $587K – $869K | 29 | 97.7% |
| Sep 2024 | 12 | $737,500 | $520K – $933K | 45 | 97.9% |
| Aug 2024 | 22 | $892,500 | $632K – $1.16M | 28 | 98.5% |
| Jul 2024 | 19 | $928,000 | $704K – $1.19M | 21 | 97.8% |
| Jun 2024 | 25 | $755,000 | $625K – $1.03M | 15 | 99.2% |
| May 2024 | 23 | $716,500 | $598K – $941K | 21 | 99.3% |
| Apr 2024 | 19 | $689,000 | $560K – $935K | 20 | 99.3% |
| Mar 2024 | 13 | $951,000 | $685K – $1.03M | 12 | 100.0% |
| Feb 2024 | 12 | $721,250 | $674K – $901K | 14 | 100.0% |
| Jan 2024 | 12 | $838,000 | $668K – $858K | 45 | 100.0% |
| Dec 2023 | 11 | $670,000 | $612K – $1.04M | 25 | 100.0% |
| Nov 2023 | 9 | $731,000 | $630K – $999K | 14 | 100.0% |
| Oct 2023 | 16 | $785,000 | $580K – $928K | 22 | 100.0% |
2 of these months closed fewer than 5 sales. A middle value taken over that few is not a market figure — with one sale it is simply that home's closing price — so the count is shown and the median is not. The sales themselves still count toward the 12-month figures above.
What people ask about Dempsey
How much does a home cost in Dempsey?
Homes in Dempsey sold for a median of $715,223 over the 12 months to September 2026, across 120 closed sales — half sold for more and half for less. That is 9.7% lower than the 12 months before it.
How long does it take to sell a home in Dempsey?
A home in Dempsey took a median of 29 days on the market over the 12 months to September 2026. Homes there closed at 97.4% of the asking price on average, with 15.8% selling over asking.
How much is rent in Dempsey?
The median lease in Dempsey closed at $2,593 a month over the 12 months to September 2026, across 120 leases.
Is it cheaper to rent or buy in Dempsey?
A home in Dempsey costs about 23.0 years of the rent on one — the median price of $715,223 against a median rent of $2,593 a month, a gross yield of 4.35%. The shorter that number, the closer buying is to renting before financing costs.
Compiled by HOMEH from sales reported closed in Dempsey on the Toronto Regional Real Estate Board MLS® System, through September 2026. Medians are taken over closed prices, not asking prices. Per-square-foot figures use the midpoint of the banded floor-area range MLS® carries, so they describe the group and not any one home. Not an appraisal or an opinion of value.
A condo here is its own market
Half the condo apartments that changed hands in Dempsey over the 12 months to September 2026 sold above $488,204. Condos were 23% of everything that closed here, so there is no freehold market in Dempsey to read that number against.
- Median condo sold price
- $488K
- 27 closed sales
- Median condo rent
- $2,434/mo
- 43 leases
- Days to sell
- 28
- median, condo apartments
- Share of all sales
- 23%
- of everything that closed here