Used 2016 Toyota Highlander for Sale nearWinston Salem, NC

How much does the 2016 Toyota Highlander cost?

Prices have softened 3.43% compared to this time last year, making it a favorable time to shop this model year.

There are 1,847 listings available, which gives you a solid pool of options to compare.

Is the 2016 Toyota Highlander a good car?

Yes — the 4.93/5 user rating points to very strong owner satisfaction. Owners consistently praise its comfort, reliability, and the abundance of features, and they also highlight the smooth ride and strong V6 power. That fits a practical family SUV use case well if you want everyday usability, space, and a well-rounded ownership experience rather than something sporty. With 33.0% of listings marked as good or great deals, you have a decent chance of finding a competitive offer.

Is the 2016 Toyota Highlander reliable?

Owners rate it 4.93/5, a strong signal of long-term satisfaction.

Owner feedback also emphasizes reliability, and the repeated praise for a trouble-free, dependable ownership experience suggests this is a model many buyers feel confident keeping for the long haul. For used shoppers, that usually means lower perceived risk if you verify maintenance history and buy a clean example.

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

At 58.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

Start with a vehicle history report so you can separate clean examples from those with past damage. Then prioritize a pre-purchase inspection, especially on body condition, panel alignment, and signs of uneven wear that can hint at prior repairs. You should also focus on overall maintenance condition, since a well-kept Highlander is more likely to deliver the ownership experience shoppers expect.

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 patiently and still find value.

• Deal availability: 33.0% of listings are priced as good or great deals.
• Inventory: There are 1,847 listings available.
• Price trend: Prices have softened 3.43% compared with last year.
• Clean inventory: 58.7% of listings are accident-free.

If you find a listing below $17,933, 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 $18,182 sits slightly below last year's $18,829.

That softer pricing can help you buy more carefully now, but it also means future resale gains may be more gradual if the market stays steady. For a seller, the current trend suggests you should expect value to hold reasonably well rather than surge. Strong owner satisfaction can help support demand when you eventually list it again.

Vehicles with strong owner satisfaction ratings, like this model year's 4.93/5, 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:

• 33.0% of listings are priced as good or great deals.
• At 58.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 3.43% compared with last year.
• Owners rate it 4.93/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $20,145, the 2017 costs more than the current year's $18,182 average.
• It adds refreshed styling and standard safety updates.

The bottom line: If you want the better value play, the 2016 is the stronger starting point because it combines a lower average price with strong owner satisfaction. If you can stretch your budget and want a newer-feeling version with updated styling and safety improvements, the 2017 is the better secondary path.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.