Used 2019 Toyota Highlander for Sale nearOakville, ON

How much does the 2019 Toyota Highlander cost?

Prices have softened 10.89% compared to this time last year, making it a favourable time to shop this model year.

There are 175 listings available, which suggests you have a reasonable amount of inventory to compare.

Is the 2019 Toyota Highlander a good car?

Yes — the 2019 Toyota Highlander earns a 4.7/5 user rating, which points to strong owner satisfaction.

Drivers consistently praise its comfort, spaciousness, and reliability, and many also appreciate the safety features and engine performance. That lines up well with its role as a practical, comfort-focused midsize SUV that works especially well for everyday family use and long-term ownership. The main trade-offs are the rear seat space and the price point, but the overall package remains appealing if you value ease of use over excitement.

With 29.1% of listings marked as good or great deals, there is still a meaningful share of attractive inventory to consider.

Is the 2019 Toyota Highlander reliable?

Owners rate it 4.7/5, a strong signal of long-term satisfaction.

The review summary highlights reliability directly, along with comfort and a sense that the vehicle is dependable for daily use. That kind of feedback matters if you want a used SUV you can count on over the long haul, especially when you are shopping for something intended to stay in service for years.

For used buyers, the main long-term ownership risk is paying too much for a vehicle that is otherwise likely to deliver steady, trouble-free service.

Is now a good time to buy a used 2019 Toyota Highlander?

This looks like a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile options.

• Deal availability: 29.1% of listings are priced as good or great deals.
• Inventory: There are 175 listings available.
• Price trend: Prices have softened 10.89% compared with last year.

If you find a listing below $29,402 CAD, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Toyota Highlander's resale value?

The current average of $29,621 CAD sits slightly below last year's $33,242 CAD.

That decline suggests the market has become more favourable for buyers, but it also means future sellers may need to price more competitively to stand out. If you buy at today’s average, you may have less room for appreciation in the near term, though the Highlander’s reputation can help support demand when you eventually resell. Strong owner satisfaction can also help keep interest steady as the vehicle ages.

Vehicles with strong owner satisfaction ratings, like this model year's 4.7/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Toyota Highlander or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 29.1% of listings are priced as good or great deals.
• Price trend: Prices have softened 10.89% compared with last year.
• Owners rate it 4.7/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $34,983 CAD, the 2020 costs more than the current year's $29,621 CAD average.
• It was redesigned for a calmer, more refined ride.

The bottom line: Choose the 2019 if you want the better value and are comfortable with its comfort-first character. Consider the 2020 if you are willing to pay more for the redesigned model and a more premium-feeling driving experience.

How does the 2019 Toyota Highlander compare to the 2019 Honda Pilot?

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from October 21, 2026, CarGurus experts' opinions, and generative AI.