Used 2016 Toyota Highlander for Sale near Chicago, IL
133 results
CarGurus Analysis:
2016 Toyota Highlander
- With 134 currently listed for sale near Chicago, IL and an average price of $20,208.00, 20.1% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
- 76.1% of 2016 Highlander models on CarGurus are accident free.
CarGurus Analysis: 2016 Toyota Highlander
Summary
- With 134 currently listed for sale near Chicago, IL and an average price of $20,208.00, 20.1% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2016 Toyota Highlander 4.93 / 5 stars.
76.1% of 2016 Highlander models on CarGurus are accident free.
Why it stands out
The 2016 Toyota Highlander is recognized for its spacious interior, reliability, and strong V6 performance, making it an appealing choice for families and individuals needing ample passenger and cargo space. Owners frequently praise its comfort and the range of features it offers, including advanced technology options. While the Highlander excels in practicality, delivering a smooth ride and good handling, it may lack the excitement and driving dynamics that some competitors provide. With 20.1% of listings categorized as good or great deals and a notably high owner satisfaction rating of 4.93 out of 5 stars, the Highlander remains a solid investment for those prioritizing dependability and space.
Other model years to consider
- Average price: $34,752.00
- Good/great deal percentage: 64.1%
- User rating: 5 / 5
- Total listings: 198
- Average price: $35,668.00
- Good/great deal percentage: 70.2%
- User rating: 4.75 / 5
- Total listings: 225
- Average price: $24,235.00
- Good/great deal percentage: 36.9%
- User rating: 4.76 / 5
- Total listings: 187
This analysis is based on CarGurus' proprietary market data from May 12, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
Filter by rating
Falilu I
Reviewed a 2016 Toyota XLE on May 19, 2025
Very good for family and can be use for commercial purpose, Durable
Vicki L
Reviewed a 2016 Toyota Highlander on May 23, 2022
Has all the bells and whistles important to a grandmother hauling grandkids to ballgames and everything in between. Smooth as a cadillac ride, great power, and I love the auto liftgate and back up camera. Third row seats are handy to have and fold down flat. Toyota has a great reputation for lasting a long time, and I like to keep my cars many years. Drove a GMC Acadia prior to this car, and I prefer the Toyota.
Anonymous
Reviewed a 2016 Toyota Limited AWD on Mar 30, 2023
Coming from a 13 Tucson that blew up on us without warning, this 2016 Toyota Highlander Limited is absolutely stunning. We are very pleased with the fit and finish on the Limited trim, the features are amazing, every single option. It rides so smooth and so quiet, has great power, great fuel economy. It has sharp lines outside, looks great inside, Toyota really did a great job with this vehicle. We are proud to be new members of the Toyota family. We hope for decades of good ownership within Toyota.
Nichole P
Reviewed a 2016 Toyota Highlander on Aug 6, 2021
Excellent steering, smooth ride and quiet. Mechanically sound car.
2016 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE Plus AWD | $35,855 |
| LE | $32,015 |
| Limited Platinum AWD | $44,990 |
| LE AWD | $33,475 |
| Limited | $40,915 |
| XLE | $37,315 |
| Limited AWD | $42,375 |
| XLE AWD | $38,775 |
2016 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Toyota Highlander prices has changed over time.
See more price trends2016 Toyota Highlander Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Lowest Price in South Bend: The market in South Bend, IN shows the lowest average price at $17,327, indicating higher supply or weaker demand in this area.
- Highest Prices Around Chicago: Cities like Lafayette, IN ($23,008) and Aurora, IL ($20,908) have the highest average prices, which may reflect stronger demand or lower inventory.
- Moderate Inventory Levels: Most nearby cities show moderate inventory, with Palatine, IL (128 listings) having a slightly higher number but still within the range of other markets.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 128 | $20,781 |
| Aurora, IL | 132 | $20,908 |
| Lafayette, IN | 120 | $23,008 |
| Kenosha, WI | 117 | $20,458 |
| Rockford, IL | 97 | $18,642 |
| Milwaukee, WI | 99 | $18,728 |
| Janesville, WI | 101 | $20,269 |
| Holland, MI | 97 | $17,997 |
| Kalamazoo, MI | 105 | $18,247 |
| South Bend, IN | 94 | $17,327 |
Pricing by Trim Packages
Key Insights
- XLE AWD Leads Supply: The XLE AWD (208 listings) is the most prevalent trim, showing strong market demand for a well-equipped AWD option.
- Limited AWD is Positioned Premium: The Limited AWD (104 listings) is priced at $42,375 MSRP, substantial but reflects added luxury.
- Trim Pricing Variability: The LE AWD at $33,475 MSRP provides a strong mix of value for price-sensitive buyers while also maintaining important features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 208 | $38,775 | AWD | 3.5L 270 hp V6 |
| Limited AWD | 104 | $42,375 | AWD | 3.5L 270 hp V6 |
| LE AWD | 76 | $33,475 | AWD | 3.5L 270 hp V6 |
| XLE | 35 | $37,315 | FWD | 3.5L 270 hp V6 |
| Limited | 27 | $40,915 | FWD | 3.5L 270 hp V6 |
| Limited Platinum AWD | 20 | $44,990 | AWD | 3.5L 270 hp V6 |
| LE | 20 | $32,015 | FWD | 3.5L 270 hp V6 |
| LE Plus AWD | 15 | $35,855 | AWD | 3.5L 270 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Highest Price for 2026 Model: The latest model year, 2026 Toyota Highlander, commands a current average price of $50,960, indicating robust demand for new vehicles in the market.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation, priced at only $16,945 compared to its original MSRP of $29,765, marking a decline of -43.7%.
- Moderate Value for 2022 Model: The 2022 Highlander holds steady with a current average price of $34,095, reflecting a mild depreciation of only -6.9% versus MSRP.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $50,960 | +11.0% |
| 2025 Toyota Highlander | $40,320 | $45,771 | +13.6% |
| 2024 Toyota Highlander | $39,270 | $35,124 | -10.6% |
| 2023 Toyota Highlander | $36,620 | $35,854 | -2.1% |
| 2022 Toyota Highlander | $35,855 | $34,095 | -4.9% |
| 2021 Toyota Highlander | $35,085 | $30,630 | -12.7% |
| 2020 Toyota Highlander | $34,600 | $29,316 | -15.4% |
| 2019 Toyota Highlander | $31,830 | $24,202 | -23.9% |
| 2018 Toyota Highlander | $31,230 | $23,501 | -24.8% |
| 2017 Toyota Highlander | $30,630 | $20,395 | -33.4% |
| 2015 Toyota Highlander | $29,765 | $16,945 | -43.7% |
These recommendations are based on CarGurus' proprietary market data from May 14, 2026, CarGurus experts' opinions, and generative AI.
