The median price on a 2008 Toyota Highlander in the Canadian market sits at $9,995. That's your anchor. If a seller is asking well above it, they need a reason, and usually that reason is very low kilometres or a fresh set of pricey repairs already done.
Most of these land between $7,242 and $13,997. Anything under the low end is either high-km, needs work, or is priced to move fast. Anything over $14,000 is asking you to pay a premium, so check what you're actually getting for it.
What the kilometres tell you
The typical 2008 Highlander on the road here has clocked around 255,476 km. This is a well-travelled vehicle by now, so the price you pay is really a bet on how it was maintained. Service records matter more than the odometer reading at this age.
In the last 90 days we've flagged 2 deals on this model year. Not a flood, so when a genuinely well-priced one shows up, you don't have a lot of time to sit on it. Know the $9,995 median cold and you'll spot the good ones the moment they hit.
Numbers reflect live listings across Canada over the last 90 days, filtered for outliers. Data as of . Prices in CAD.