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Houses for Sale in Headon Burlington Under $500K

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Looking for houses under $500k for sale in Headon, Burlington? With Square Yards Canada, discover a vast range of properties within your budget in Headon across Toronto. If you plan to buy houses under $500k in Headon, Burlington, 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 Headon houses for sale under $500k, including freehold properties, condos, and commercial spaces.

Last Updated: February 10, 2026

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3499 UPPER MIDDLE Road, Halton, ON , MLS #W12728888 , Image - 1

Unit-211, 3499 UPPER MIDDLE Road Headon, Burlington, Halton, ON MLS® W12728888

Residential Condo & Other (Common Element Condo)

$399900.0

1 Beds
1 Baths
700-799 sq-ft

*** NO CONDO FEES FOR SIX MONTHS ... Vendor offering maintenance fees paid up front .*** An excellent opportunity to own in the well-established Walke

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509 DUNDAS Street W, Halton, ON , MLS #W12643994 , Image - 1

Unit-# 415, 509 DUNDAS Street W 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12643994

Residential Condo & Other (Condo Apartment)

$489000.0

Price drop by 2.0%

1 +1 Beds
1 Baths
500-599 sq-ft

Bright 1Bedroom + Den, 1Bath condo with parking and locker, offering 560 sq. ft. of well-designed living space. Spacious north facing balcony overlook

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2486 Old Bronte Road, Halton, ON , MLS #W12629110 , Image - 1

Unit-418, 2486 Old Bronte Road 1019 - WM Westmount, Oakville, Halton, ON MLS® W12629110

Residential Condo & Other (Condo Apartment)

$449000.0

Price drop by 5.5%

1 +1 Beds
1 Baths
700-799 sq-ft

Spacious 1 Bedroom Plus Den, 713 Sf Plus A 49 Sf Open Balcony. Enjoy The Beautiful Morning Sun From The East Facing Exposure. Kitchen With Breakfast B

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1390 Main Street E, Halton, ON , MLS #W12650510 , Image - 1

Unit-305, 1390 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12650510

Residential Condo & Other (Condo Apartment)

$439900.0

Price drop by 8.3%

2 Beds
1 Baths
800-899 sq-ft

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509 Dundas Street W, Halton, ON , MLS #W12752222 , Image - 1

Unit-701, 509 Dundas Street W 1008 - GO Glenorchy, Oakville, Halton, ON MLS® W12752222

Residential Condo & Other (Condo Apartment)

$489900.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to Dunwest Condo in prestigious North Oakville-where modern design meets everyday convenience. This sparkling clean, open-concept 1-bedroom su

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