Used 2019 Toyota Highlander for Sale nearWaterloo, ON

How much does the 2019 Toyota Highlander cost?

Prices have softened 10.14% compared to this time last year, making it a favourable time to shop this model year.

There are 183 listings available, which suggests a healthy 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. For you, that makes it a sensible fit if you want a practical, comfort-focused midsize SUV for daily family use. With 30.6% of listings marked as good or great deals, there is still room to shop selectively.

Is the 2019 Toyota Highlander reliable?

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

User feedback repeatedly highlights reliability, and drivers also describe it as dependable and trouble-free in everyday use. That lines up with its reputation as a vehicle you can count on for long-term ownership. For used buyers, the main risk is less about the core ownership experience and more about finding a well-kept example with a clean maintenance history.

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 patiently and still find worthwhile options.

• Deal availability: 30.6% of listings are priced as good or great deals.
• Inventory: There are 183 listings available.
• Price trend: Prices have softened 10.14% compared with last year.

If you find a listing below $29,417 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 $30,045 CAD sits slightly below last year's $33,435 CAD.

That softer pricing can work in your favour now, but it also means a future seller may face a more competitive market if values continue to ease. The Highlander’s strong owner satisfaction helps support demand, which can cushion resale value over time. Its comfort, practicality, and reputation for reliability should remain appealing to used buyers.

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:

• 30.6% of listings are priced as good or great deals.
• Price trend: Prices have softened 10.14% compared with last year.
• Owners rate it 4.7/5 — a strong satisfaction signal.

Consider the 2020 if:

• At $35,193 CAD, the 2020 costs more than the current year's $30,045 CAD average.
• It was redesigned for 2020 with a quieter, more premium-feeling cabin.

The bottom line:
Buy 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 model’s more refined feel, the 2020 is the better upgrade path.

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 27, 2026, CarGurus experts' opinions, and generative AI.