Used 2019 Toyota Highlander for Sale nearYork, ON

How much does the 2019 Toyota Highlander cost?

Prices have softened 11.93% compared to this time last year, making it a favourable time to shop this model year.

There are 182 listings available, which gives you a reasonable amount of choice if you're comparing trims and conditions.

Is the 2019 Toyota Highlander a good car?

Yes — the 2019 Toyota Highlander earns a 4.74/5 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. For you, that makes it a sensible fit if you want a practical, comfort-focused midsize SUV for daily family use. With 30.8% of listings marked as good or great deals, there is still some room to shop selectively.

Is the 2019 Toyota Highlander reliable?

Owners rate it 4.74/5, a strong signal of long-term satisfaction.

The user feedback repeatedly highlights reliability, and drivers also describe it as dependable and trouble-free over time. That lines up well with its reputation as a vehicle you can count on for long-term ownership. For used buyers, the main risk is less about mechanical drama and more about finding one that has been maintained properly and priced fairly.

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

This is a moderate market, so you can be selective without expecting deep bargain-bin pricing.

• Deal availability: 30.8% of listings are priced as good or great deals.
• Inventory: There are 182 listings available.
• Price trend: Prices have softened 11.93% 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 $29,479 CAD sits slightly below last year's $33,471 CAD.

That softer pricing can be good news if you're buying now, but it also means future sellers may face a more competitive market if values continue to ease. The current range suggests the Highlander is holding reasonably steady rather than collapsing, which is helpful if you plan to own it for several years. Strong owner satisfaction should also help support demand when it is time to sell.

Vehicles with strong owner satisfaction ratings, like this model year's 4.74/5, 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:

• 30.8% of listings are priced as good or great deals.
• Price trend: Prices have softened 11.93% compared with last year.
• Owners rate it 4.74/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $34,631 CAD, the 2020 costs more than the current year's $29,479 CAD average.
• It was redesigned for a quieter, more refined ride.

The bottom line:
Choose the 2019 if you want the better value and are focused on comfort, practicality, and strong owner satisfaction. If you can stretch your budget and want the redesigned 2020's more premium feel, that newer model is the better upgrade path; otherwise, the 2019 is the smarter buy for price-sensitive shoppers.

These recommendations are based on CarGurus' proprietary market data from October 13, 2026, CarGurus experts' opinions, and generative AI.