Dempsey

Your next neighbourhood, by the numbers

Check Your Fit
Median Home Price
$689,911
Price / Sq Ft
$636
Active Listings
19
Walk Score
72 /100
Very Walkable
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Find Your Place in Dempsey

Browse homes and sold activity by lifestyle, budget, and neighbourhood pocket.

NEARBY: DE DEMPSEY
$1,100,000
3 bd • 4 ba • 2,000 sq ft
212 ELLIS CRESCENT
NEARBY: DE DEMPSEY
$919,900
3 bd • 3 ba • 1,500 sq ft
248 PETTIGREW TRAIL
NEARBY: DE DEMPSEY
$999,990
4 bd • 4 ba • 1,500 sq ft
40 DILLS CRESCENT
NEARBY: DP DORSET PARK
$1,200,000
4 bd • 3 ba • 2,000 sq ft
913 MAPLE AVENUE
NEARBY: DE DEMPSEY
$799,900
3 bd • 3 ba • 1,100 sq ft
88 MANLEY LANE
NEARBY: DE DEMPSEY
$899,000
3 bd • 4 ba • 1,500 sq ft
147 WATERS BOULEVARD
NEARBY: DE DEMPSEY
$1,199,000
4 bd • 4 ba • 2,000 sq ft
1297 ROPER DRIVE
NEARBY: DE DEMPSEY
$619,900
2 bd • 2 ba • 1,000 sq ft
210 - 1380 MAIN STREET
NEARBY: DE DEMPSEY
$688,800
2 bd • 3 ba • 1,100 sq ft
106 - 165 HAMPSHIRE WAY
APARTMENT
$489,900
1 bd • 1 ba • 832 sq ft
1450 MAIN Street E Unit# 412
NEARBY: DE DEMPSEY
$489,900
1 bd • 1 ba • 800 sq ft
412 - 1450 MAIN STREET E
NEARBY: DE DEMPSEY
$799,900
3 bd • 3 ba • 1,100 sq ft
113 PANTON TRAIL
NEARBY: DE DEMPSEY
$689,911
2 bd • 2 ba • 1,100 sq ft
128 - 165 HAMPSHIRE WAY
NEARBY: DE DEMPSEY
$529,900
2 bd • 1 ba • 700 sq ft
409 - 1483 MAPLE AVENUE
NEARBY: DE DEMPSEY
$509,000
2 bd • 1 ba • 800 sq ft
205 - 1483 MAPLE AVENUE
NEARBY: DE DEMPSEY
$497,000
2 bd • 1 ba • 700 sq ft
303 - 1380 MAIN STREET E
NEARBY: DE DEMPSEY
$899,000
3 bd • 4 ba • 1,500 sq ft
1201 MOWAT LANE
NEARBY: DE DEMPSEY
$499,999
2 bd • 1 ba • 800 sq ft
405 - 1390 MAIN STREET E
NEARBY: DE DEMPSEY
$595,000
2 bd • 2 ba • 1,000 sq ft
202 - 1340 MAIN STREET E
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Does Dempsey Fit Your Lifestyle?

See how this neighbourhood scores based on what matters most to you.

Walkability
72
Good
Transit
37
Below Avg
Parks
92
Excellent
Dining
84
Good
Safety*
91
Excellent

* Halton Police’s public crime data covers property crime but not person crimes, so safety scores across Oakville, Milton and Burlington read high and vary little. It’s real data — just narrower than our other regions. How we score safety →

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Culture & community · what's nearby

Food, Culture & Lifestyle in Dempsey

The restaurants, grocers, places of worship, and everyday amenities that make Dempsey feel like home. Tap any tile to see what's nearby.

Curious what it's really like to live in Dempsey? Get the local read on amenities, commutes, and the right pocket for you. Ask a local expert →
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See how Dempsey fits into Milton

Compare nearby pockets, boundaries, and local character before you decide where to look.

You are viewing Dempsey Explore this neighbourhood and nearby pockets.
Current neighbourhood Nearby neighbourhoods
Beaty Explore homes, lifestyle, schools, and local fit. View → Bowes Explore homes, lifestyle, schools, and local fit. View → Bronte Meadows Explore homes, lifestyle, schools, and local fit. View → Clarke Explore homes, lifestyle, schools, and local fit. View → Coates Explore homes, lifestyle, schools, and local fit. View → Cobban Explore homes, lifestyle, schools, and local fit. View → Dempsey Explore homes, lifestyle, schools, and local fit. View → Esquesing Explore homes, lifestyle, schools, and local fit. View → Fallingbrook Explore homes, lifestyle, schools, and local fit. View → Ford Explore homes, lifestyle, schools, and local fit. View → Forest Grove Explore homes, lifestyle, schools, and local fit. View → Harrison Explore homes, lifestyle, schools, and local fit. View → Milton Heights Explore homes, lifestyle, schools, and local fit. View → Mountain View Explore homes, lifestyle, schools, and local fit. View → Nassagaweya Explore homes, lifestyle, schools, and local fit. View → Nelson Explore homes, lifestyle, schools, and local fit. View → Old Milton Explore homes, lifestyle, schools, and local fit. View → Scott Explore homes, lifestyle, schools, and local fit. View → Timberlea Explore homes, lifestyle, schools, and local fit. View → Trafalgar Explore homes, lifestyle, schools, and local fit. View → Valley View Explore homes, lifestyle, schools, and local fit. View → Walker Explore homes, lifestyle, schools, and local fit. View → Willmott Explore homes, lifestyle, schools, and local fit. View → Boyne Explore homes, lifestyle, schools, and local fit. View → Dorset Park Explore homes, lifestyle, schools, and local fit. View → Sherwood Explore homes, lifestyle, schools, and local fit. View → Campbellville Explore homes, lifestyle, schools, and local fit. View →
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Life in Dempsey

Everything you need, right where you want to be.

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What Your Money Gets You

Calculate your monthly carry cost and see what you can afford in Dempsey.

Starter
Under $600K
Condos — the most accessible way into the neighbourhood.
Mid-Range
$600K – $900K
Townhomes and detached homes — the heart of the local market.
Premium
$900K+
Detached homes — the largest and most premium homes.

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EQUITY / YEAR
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The Dempsey Neighbourhood Guide

Schools, walk scores, market data, commute times, and carry costs — all in one PDF you can save, print, or share.

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Frequently asked about Dempsey

How much do homes cost in Dempsey?

The median list price in Dempsey is around $690k, based on current active listings. Prices vary by home type — see the live listings on this page for what's available right now.

Is Dempsey walkable?

Dempsey has a Walk Score of 72, making it very walkable, with many errands doable on foot.

Are there homes for sale in Dempsey right now?

Yes — there are around 19 active listings in Dempsey. Browse them on this page, updated regularly.