Used 2016 Toyota Highlander for Sale nearNew York, NY

How much does the 2016 Toyota Highlander cost?

Prices have softened 4.05% compared to this time last year, making it a favorable time to shop this model year.

There are 1,975 listings available, which suggests you have a solid amount of inventory to compare.

Is the 2016 Toyota Highlander a good car?

Yes — the 4.9/5 user rating points to very strong owner satisfaction. Owners consistently praise its comfort, reliability, and abundance of features, and they also highlight the smooth ride and strong V6 performance. That lines up well with its role as a practical midsize SUV for families who want something easy to live with rather than especially sporty. With 31.9% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2016 Toyota Highlander reliable?

Owners rate it 4.9/5, a strong signal of long-term satisfaction.

Owner feedback repeatedly emphasizes reliability, and the comments also point to a dependable, trouble-free ownership experience with comfort and strong everyday usability. That combination makes it appealing if you want a used SUV you can count on for long-term family duty. For used buyers, the main ownership risk is less about the model’s reputation and more about finding a well-kept example with clean history and consistent maintenance.

What should I look for when buying a used 2016 Toyota Highlander?

At 59.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and confirm whether any reported damage was minor or repaired properly. Then prioritize a pre-purchase inspection so you can check for signs of uneven wear, poor repairs, or neglected maintenance. Focus on overall condition, because the best used Highlanders are the ones that have been cared for consistently rather than simply priced attractively.

Is now a good time to buy a used 2016 Toyota Highlander?

This looks like a moderate, selective buyer’s market, so you can shop carefully without feeling rushed.

• Deal availability: 31.9% of listings are priced as good or great deals.
• Inventory: There are 1,975 listings available.
• Price trend: Prices have softened 4.05% compared with last year.
• Clean inventory: 59.3% of listings are accident-free.

If you find a listing below $17,932, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2016 Toyota Highlander's resale value?

The current average of $17,991 sits slightly below last year's $18,751.

That softer pricing suggests the market has become a bit more favorable for buyers, but it also means future sellers may need to price competitively to stand out. The Highlander’s strong owner satisfaction should help support demand, especially among shoppers looking for a comfortable and dependable family SUV. If you maintain it well and keep mileage and condition in check, you should be in a better position when it’s time to sell.

Vehicles with strong owner satisfaction ratings, like this model year's 4.9/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2016 Toyota Highlander or consider a different year?

If you're weighing the 2016 against nearby model years, here's how to think about it:

Choose the 2016 if:

• 31.9% of listings are priced as good or great deals.
• At 59.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 4.05% compared with last year.
• Owners rate it 4.9/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $20,021, the 2017 costs more than the current year's $17,991 average.
• It adds refreshed styling and standard safety tech.

The bottom line: You should lean toward the 2016 if you want the better value and are willing to shop carefully for condition and history. If you can stretch your budget and want the newer refresh with more standard safety equipment, the 2017 is the stronger upgrade path.

How does the 2016 Toyota Highlander compare to the 2016 Honda Pilot?

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