Condos for Sale in Dempsey, Milton, ON

Name: HOMEH Market Pulse — Dempsey, Milton closed sales and leases
Creator: HOMEH
License: https://homeh.com/terms-of-use

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Neighbourhood in Milton

Dempsey

family-friendly community-oriented suburban

Dempsey is a growing neighbourhood in Milton, Ontario. It offers a mix of residential options and amenities for families and young professionals.

Good schools with an average rating of 7 Multiple parks and playgrounds available Close to grocery stores and restaurants Diverse community with 45% immigrants High home ownership at 85.5%

Day to dayLivability

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

24% below Milton 5% above Ontario

In Dempsey

$754,450

In Milton

$999,000

In Ontario

$718,000

Median monthly rent

$2,475/mo

8% above Milton 1% below Ontario

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

Median $754,450

Condos 21 · Houses 15

For rent

Median $2,475

Condos 11 · Houses 2

Recently sold

Recently leased

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.

Great for families first-time buyers young professionals

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.

Parks

Playgrounds

Grocery stores

Restaurants

Cafés

Gyms

Libraries

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

Elementary

Secondary

Bishop Paul Francis Reding Catholic Secondary School
Catholic · Grades 9–12 · Halton CDSB
8.2/107.8 over 5 yrs
65th 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 yrs
571st 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 yrs
1,868th 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

HOMEH Market Pulse Condo apartments only Through September 2026 Thin sales history — read the monthly counts

What condos in Dempsey actually sell for

At least 27 condos changed hands in Dempsey over the 12 months to September 2026. Half sold above $488,204 and half below, 19.5% lower than the 12 months before. A typical condo found its buyer in 28 days — 17 days quicker than a year ago.

4 of the last 12 months had at least 5 closed condos sales in Dempsey. Quieter months are left out rather than shown as a median over a handful of homes, so the totals here are a floor.

Median sold price: $488K; -19.5% year over year
Days to sell: 28; 17 days quicker
Sales closed: 27; last 12 months
Per square foot: $562; from 27 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 condo here differs from the next.

$721K$612K$502K$392K

Feb ’24Aug ’24Aug ’25Aug ’26

Median sold price Middle half of sales

What buyers actually paid

$973,300

on a $1,000,000 asking price — under ask by $26,700

−10%Asking price+10%

Of the asking price: 97.3%
Sold over asking: 29.6%

From 27 sales that closed here in the last 12 months.

Rent or buy in Dempsey

16.7 years

of rent, at the going rate here, adds up to what a condo here costs.

Median sold price

$488,204

27 sales

Median rent

$2,434/mo

43 leases

Gross rental yield

5.98%

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.

How fast it moves

Median days on market, month by month. Taller means slower.

Feb 2024Aug 2026

Terracotta marks the last 12 months.

Every month behind these charts — Dempsey, sales

Monthly closed sales in Dempsey
Month	Closed	Median	Middle half	Days	% of ask
Aug 2026	7	$477,500	$475K – $555K	35	95.5%
May 2026	7	$422,000	$415K – $439K	25	100.0%
Mar 2026	6	$552,500	$517K – $589K	20	98.7%
Oct 2025	7	$510,000	$500K – $612K	30	95.3%
Sep 2025	8	$632,500	$559K – $691K	52	98.1%
Aug 2025	5	$532,000	$515K – $585K	19	97.0%
Jul 2025	7	$560,000	$506K – $566K	58	95.7%
Jan 2025	9	$627,000	$608K – $675K	52	97.8%
Dec 2024	8	$605,000	$523K – $653K	43	97.5%
Oct 2024	18	$625,000	$584K – $699K	42	97.7%
Sep 2024	6	$519,500	$492K – $629K	82	97.7%
Aug 2024	9	$553,000	$515K – $645K	28	98.0%
Jul 2024	6	$597,500	$538K – $685K	80	97.8%
Jun 2024	12	$612,500	$551K – $680K	16	98.8%
May 2024	9	$573,000	$538K – $645K	24	98.0%
Apr 2024	11	$560,000	$538K – $661K	32	98.9%
Feb 2024	6	$668,000	$606K – $687K	16	99.3%

What people ask about Dempsey

How much does a condo cost in Dempsey?

Condos in Dempsey sold for a median of $488,204 over the 12 months to September 2026, across at least 27 closed sales — half sold for more and half for less. That is 19.5% lower than the 12 months before it.

How long does it take to sell a condo in Dempsey?

A condo in Dempsey took a median of 28 days on the market over the 12 months to September 2026. Condos there closed at 97.3% of the asking price on average, with 29.6% selling over asking.

How much is rent for a condo in Dempsey?

The median condo lease in Dempsey closed at $2,434 a month over the 12 months to September 2026, across at least 43 leases.

Is it cheaper to rent or buy a condo in Dempsey?

A condo in Dempsey costs about 16.7 years of the rent on one — the median price of $488,204 against a median rent of $2,434 a month, a gross yield of 5.98%. 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 condo. Not an appraisal or an opinion of value.