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Houses for Sale in Dempsey Milton Under $5 Million

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Looking for houses under $5m for sale in Dempsey, Milton? With Square Yards Canada, discover a vast range of properties within your budget in Dempsey across Toronto. If you plan to buy houses under $5m in Dempsey, Milton, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Dempsey houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: December 22, 2025

14 Photos

1390 Main Street E, Halton, ON , MLS #40772776 , Image - 1

Unit-305, 1390 Main Street E Dempsey, Milton, Halton, ON MLS® 40772776

Residential (Condo/Apartment Unit)

$479900

2 Beds
1 Baths
893 sq-ft

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47 Photos

1504 Bridge Road, Halton, ON , MLS #W12483390 , Image - 1

1504 Bridge Road 1020 - WO West, Oakville, Halton, ON MLS® W12483390

Residential Freehold (Detached)

$1150000.0

3 Beds
2 Baths
700-1100 sq-ft

Endless opportunity awaits, welcome to this beautifully cared-for bungalow offering over 1,600 square feet of versatile living space across two levels

16 Photos

4040 Upper Middle Road, Halton, ON , MLS #W12575990 , Image - 1

Unit-119, 4040 Upper Middle Road Tansley, Burlington, Halton, ON MLS® W12575990

Residential Condo & Other (Condo Apartment)

$359900.0

1 Baths
500-599 sq-ft

Offers Anytime! Stunning brand-new Park City condo located in the heart of Burlington. This huge open-concept studio features luxury finishes, soaring

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4040 Upper Middle Road, Halton, ON , MLS #W12575286 , Image - 1

Unit-107, 4040 Upper Middle Road Tansley, Burlington, Halton, ON MLS® W12575286

Residential Condo & Other (Condo Apartment)

$359900.0

1 Baths
500-599 sq-ft

Experience modern luxury in the heart of Burlington with this stunning brand-new Park City Condo. This spacious 515 sq. ft. studio boasts an open-conc

Pre-Construction

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

30 Photos

494 George Ryan Avenue, Halton, ON , MLS #W12634224 , Image - 1

494 George Ryan Avenue 1010 - JM Joshua Meadows, Oakville, Halton, ON MLS® W12634224

Residential Freehold (Semi-Detached )

$1255000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

This beautifully maintained semi-detached home offers approximately 2,000 sq ft of living space, featuring 3+1 bedrooms and 3 bathrooms. The second-fl

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Houses for Sale in Dempsey Milton Under $5 Million

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