Used 2016 Toyota Highlander for Sale nearNew York, NY

How much does the 2016 Toyota Highlander cost?

Prices have softened 3.67% compared to this time last year, making it a favorable time to shop this model year.

There are 1,883 listings available, which suggests you have a solid amount of inventory to compare.

If you find a listing below $17,931.98, 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 — the 2016 Toyota Highlander earns a 4.93/5 user rating, which points to very strong owner satisfaction. Owners repeatedly praise its comfort, reliability, and feature content, and they also highlight the smooth ride and strong V6 power. That lines up well with its practical, family-focused setup, especially if you want a comfortable midsize SUV with useful everyday versatility. With 30.9% of listings marked as good or great deals, you still have room to shop selectively.

Is the 2016 Toyota Highlander reliable?

Owners rate it 4.93/5, a strong signal of long-term satisfaction. In owner feedback, the Highlander is described as reliable and dependable, with praise centered on a trouble-free ownership experience and confidence over the long term. That kind of feedback matters if you want a used SUV you can count on for years rather than just months. For used buyers, the main long-term risk is less about the model’s reputation and more about finding one with clean history and consistent maintenance.

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

At 57.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should run a vehicle history report before you commit, then prioritize a pre-purchase inspection on any promising example. Focus on condition, maintenance records, and signs of prior bodywork or uneven wear, since those details can matter more than mileage alone. If a listing looks unusually cheap, make sure the price reflects the vehicle’s actual condition rather than hidden issues.

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

This is a moderate, selective buyer’s market, so you can shop with some leverage if you stay disciplined.

• Deal availability: 30.9% of listings are priced as good or great deals.
• Inventory: There are 1,883 listings available.
• Price trend: Prices have softened 3.67% compared with last year.
• Clean inventory: 57.9% of listings are accident-free.

If you find a listing below $17,931.98, 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 $18,143 sits slightly below last year's $18,835.

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 soft. If you plan to sell later, a well-kept example with clean history and strong documentation should hold up better than one with accident history or visible wear. The model’s broad appeal and owner satisfaction should help support demand, even if pricing remains competitive.

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:

• 30.9% of listings are priced as good or great deals.
• At 57.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 3.67% compared with last year.
• Owners rate it 4.93/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $20,174, the 2017 costs more than the current year's $18,143 average.
• It adds refreshed styling and standard safety tech.

The bottom line: If you want the better value play, the 2016 is the primary path because it combines strong owner satisfaction with softer pricing. If you’re willing to pay more for a fresher look and updated equipment, the 2017 is the better secondary path.

These recommendations are based on CarGurus' proprietary market data from September 4, 2026, CarGurus experts' opinions, and generative AI.