Used 2016 Toyota Highlander for Sale nearNew York, NY

How much does the 2016 Toyota Highlander cost?

Prices have softened 3.18% compared to this time last year, making it a favorable time to shop this model year.

There are 1,812 listings available, which suggests solid inventory for comparison shopping.

If you find a listing below $17,931.41, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2016 Toyota Highlander a good car?

Yes — owners rate it 4.93/5, which points to very strong satisfaction with the ownership experience.

The owner feedback consistently highlights comfort, reliability, and the abundance of features, while also praising the smooth ride and strong V6 power. That lines up well with the Highlander’s practical, family-focused setup, especially if you want a comfortable midsize SUV that prioritizes everyday usability over flash. With 28.9% of listings marked as good or great deals, you also have room to shop selectively.

Is the 2016 Toyota Highlander reliable?

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

Owner feedback repeatedly points to reliability, and the summary also emphasizes comfort and a trouble-free ownership experience. That kind of praise matters if you want a used SUV you can count on for daily driving and family duty.

For used buyers, the main long-term ownership risk is choosing a poorly maintained example, so condition and service history should carry real weight.

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

At 58.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report so you can separate clean examples from those with prior damage. After that, prioritize a pre-purchase inspection, especially on bodywork, alignment, and signs of uneven wear that can hint at past repairs. Focus on overall condition and maintenance records, because the best used Highlanders are the ones that have been cared for consistently.

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 but still move quickly on the right listing.

• Deal availability: 28.9% of listings are priced as good or great deals.
• Inventory: There are 1,812 listings available.
• Price trend: Prices have softened 3.18% compared with last year.
• Clean inventory: 58.2% of listings are accident-free.

If you find a listing below $17,931.41, 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 $18,390 sits slightly below last year's $18,995.

That softer pricing can help you buy more carefully now, but it also means future resale gains may be more limited if the market stays soft. If you plan to sell later, condition will matter a lot, because well-kept examples should stand out more clearly in a market with plenty of inventory. Strong ownership satisfaction can help support demand when it’s time to list.

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:

• 28.9% of listings are priced as good or great deals.
• At 58.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 3.18% compared with last year.
• Owners rate it 4.93/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $20,405, the 2017 costs more than the current year's $18,390 average.
• Toyota updated the V6, styling, and standard safety equipment.

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’re willing to pay more for a refreshed model with updated styling and equipment, the 2017 is the better secondary path for buyers who prioritize newer features over upfront savings.

These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.