New & Used 2025 Toyota Grand Highlander for Sale near Chicago, IL
173 results
CarGurus Analysis:
2025 Toyota Grand Highlander
With 1,627 currently listed for sale and an average price of $48,026.00, 33.1% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
93.4% of 2025 Grand Highlander models on CarGurus are accident-free.
The 2025 Toyota Grand Highlander offers spacious adult-sized third-row seating and a choice of fuel-efficient four-cylinder powertrains.
CarGurus Analysis: 2025 Toyota Grand Highlander

Summary
With 1,627 currently listed for sale and an average price of $48,026.00, 33.1% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.
93.4% of 2025 Grand Highlander models on CarGurus are accident-free.
The 2025 Toyota Grand Highlander offers spacious adult-sized third-row seating and a choice of fuel-efficient four-cylinder powertrains.
Why it stands out
The 2025 Toyota Grand Highlander makes its mark in the competitive midsize SUV segment by providing exceptional space and comfort for families. Unlike its sibling, the standard Highlander, the Grand Highlander is larger, with dimensions that challenge larger SUVs while keeping ownership costs manageable. The family-friendly interior features adults comfortably seated in the third row, making it an ideal choice for larger households. With a focus on efficiency, the Grand Highlander offers a selection of four-cylinder engines, including hybrid options, which ensure impressive fuel economy without sacrificing performance. Although some drivers have noted handling that could feel cumbersome and minor reliability concerns, the Grand Highlander remains a well-rounded choice for those seeking practicality combined with SUV style.
Other model years to consider
- Average price: $46,411.00
- Good/great deal percentage: 33.3%
- User rating: 5 / 5
- Total listings: 1,452
- Average price: $52,749.00
- Good/great deal percentage: 33.8%
- Total listings: 669
This analysis is based on CarGurus' proprietary market data from June 1, 2026, CarGurus experts' opinions, and generative AI.
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2025 Toyota Grand Highlander Trims
| Trim type | MSRP |
|---|---|
| LE AWD | $42,460 |
| Limited FWD | $48,360 |
| Platinum AWD | $54,045 |
| LE FWD | $40,860 |
| XLE FWD | $43,630 |
| Limited AWD | $49,960 |
| XLE AWD | $45,230 |
2025 Toyota Grand Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Grand Highlander prices has changed over time.
See more price trends2025 Toyota Grand Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Highest Prices in Holland, MI: The city commands an average price of $57,302, likely due to limited supply or strong demand.
- Consistent Pricing in Suburban Markets: Palatine, IL and Aurora, IL both have the same average price of $44,860, indicating stabilized pricing in nearby suburban markets.
- Lower Demand in Kalamazoo: Despite a lower average price of $57,302, it has more listings (65) compared to Holland, suggesting diverse customer preferences or inventory challenges.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 70 | $44,860 |
| Aurora, IL | 70 | $44,860 |
| Holland, MI | 57 | $57,302 |
| Kalamazoo, MI | 65 | $57,302 |
Pricing by Trim Packages
Key Insights
- AWD Models Lead Inventory: The XLE AWD (34 listings) and Platinum AWD (21 listings) dominate the market, reflecting a preference for all-weather capability among buyers.
- Price Range Across Trims: The trims vary significantly in price with the XLE AWD starting at $45,230 while the premium Platinum AWD is positioned much higher at $54,045.
- Value Proposition of Limited Trim: The Limited AWD, priced at $49,960, offers a balance of features and price, making it a strong contender for buyers seeking luxury without maximal expenditure.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 34 | $45,230 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 21 | $54,045 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 18 | $49,960 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 13 | $43,630 | FWD | 2.4L 265 hp I4 |
| Limited FWD | 6 | $48,360 | FWD | 2.4L 265 hp I4 |
| LE FWD | 2 | $40,860 | FWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from June 4, 2026, CarGurus experts' opinions, and generative AI.










