Used 2025 Toyota Grand Highlander for Sale nearChicago, IL

How much does the 2025 Toyota Grand Highlander cost?

Prices have softened 7.58% compared to this time last year, making it a favorable time to shop this model year.

There are 1,938 listings available, which suggests you should have a workable range of choices while you compare trims and conditions.

If you find a listing below $43,979.01, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2025 Toyota Grand Highlander a good car?

The 2025 Toyota Grand Highlander stands out because it was designed to fill the space between Toyota’s regular Highlander and its larger three-row SUV, giving you a spacious seven-seat family crossover with extra practicality without the higher ownership costs and on-road compromises of a bigger, truck-based SUV. It also has adult-sized third-row seating, which is a major part of its appeal if you need real usable space rather than just occasional extra seats.

For 2025, the Grand Highlander’s lineup is broad enough to suit different priorities, with four-cylinder powertrains, a gas model and two hybrids, plus both front-wheel drive and all-wheel drive availability. The model guide says it has good fuel economy, and the pros list backs up its strengths with space for adults in the third row, a well-equipped cabin, and fuel-efficient powertrains. It also brings a more angular, upright design than the regular Highlander and a slightly more modern, upmarket interior.

34.9% of listings are priced as good or great deals, so you have a meaningful share of the market that may be worth a closer look.

Is the 2025 Toyota Grand Highlander reliable?

The 2025 Toyota Grand Highlander is described as a practical family crossover with fuel-efficient powertrains, a well-equipped cabin, and a spacious third row, which makes it appealing if you want everyday usability in a conventional SUV package. Its strengths are centered on space, efficiency, and family-friendly packaging.

The same guide also points to cumbersome handling, subscription-heavy tech, and some reliability concerns, so you should shop carefully and pay attention to how a specific vehicle has been maintained and used. For used buyers, that means long-term ownership risk is worth weighing against the Grand Highlander’s strong packaging and efficiency.

What should I look for when buying a used 2025 Toyota Grand Highlander?

Accident-free inventory is excellent at 91.7% — clean inventory, standard diligence applies.

You should still run a history report on any candidate you’re serious about, especially if the price looks unusually attractive. Prioritize a pre-purchase inspection and focus on cabin condition, road noise, and any signs of early-use wear or unresolved issues.

Is now a good time to buy a used 2025 Toyota Grand Highlander?

This looks like a moderate, selective buyer’s market: there are enough listings to compare options, but the best-priced examples can still move quickly.

• Deal availability: 34.9% of listings are priced as good or great deals.
• Inventory: There are 1,938 listings available.
• Price trend: Prices have softened 7.58% compared with last year.
• Clean inventory: 91.7% of listings are accident-free.

If you find a listing below $43,979.01, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2025 Toyota Grand Highlander's resale value?

The current average of $46,764 sits slightly below last year's $50,600.

That price movement suggests the market has cooled enough to give you more negotiating room today than a year ago. If you buy well now, you may be starting from a more favorable entry point than recent shoppers did.

For a future seller, the key takeaway is that resale value will depend heavily on how well your vehicle holds up against the model’s current market softness. A clean history, strong condition, and the right pricing strategy will matter more if you want to protect your exit value later.

Should I buy a 2025 Toyota Grand Highlander or consider a different year?

If you're weighing the 2025 against nearby model years, here's how to think about it:

Choose the 2025 if:

• 34.9% of listings are priced as good or great deals.
• Accident-free inventory is excellent at 91.7% — clean inventory, standard diligence applies.
• Price trend: Prices have softened 7.58% compared with last year.

Consider the 2024 if:

• At $44,704, the 2024 costs less than the current year's $46,764 average.
• It adds extra space and two hybrid options.

The bottom line: If you want the newest version with a broad market and softer pricing, the 2025 is the better primary target. If you’re more price-sensitive and want a lower entry cost, the 2024 is the smarter alternative to compare first.

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