Used Toyota Highlander for Sale near Chestnut, IL
664 results
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,047 currently listed for sale and an average price of $39,145, 37.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
89.1% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features impressive fuel efficiency, advanced hybrid options, and a spacious interior, making it ideal for families.
FAQs
How much does the Toyota Highlander cost in Chestnut, IL?
How many Toyota Highlander vehicles in Chestnut, IL have no reported accidents or damage?
What fuel types are available?
4.7 Overall rating
Customers say
Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Luong S
Reviewed a 2012 Toyota Base on Apr 26, 2026
This car's features are very good and have great value the only missing is it has only one key.
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,525 |
| XLE AWD | $45,870 |
| XSE AWD | $47,940 |
| Limited AWD | $50,325 |
Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Highlander prices has changed over time.
See more price trendsToyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Strong New-Car Premium: The 2026 Toyota Highlander is currently averaging $51,217, approximately 11.8% above MSRP, indicating strong demand for the newest model year.
- Steepest Depreciation: The 2016 model has experienced significant depreciation at −39.2% vs MSRP, suggesting that older models may offer better value for budget-conscious shoppers.
- Best Value in 2021 and 2022 Models: Both 2021 and 2022 models are priced significantly lower than their original MSRPs, with 2021 showing −11.6% and 2022 at −4.4%, making them compelling alternatives for buyers looking for a near-new vehicle.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,217 | +11.8% |
| 2025 Toyota Highlander | $40,320 | $41,711 | +3.5% |
| 2024 Toyota Highlander | $39,270 | $39,602 | +0.8% |
| 2023 Toyota Highlander | $36,620 | $36,496 | −0.3% |
| 2022 Toyota Highlander | $35,855 | $34,258 | −4.4% |
| 2021 Toyota Highlander | $35,085 | $31,034 | −11.6% |
| 2020 Toyota Highlander | $34,600 | $29,070 | −16.1% |
| 2019 Toyota Highlander | $31,830 | $24,400 | −23.3% |
| 2018 Toyota Highlander | $31,230 | $22,705 | −26.5% |
| 2017 Toyota Highlander | $30,630 | $20,935 | −31.7% |
| 2016 Toyota Highlander | $30,490 | $18,580 | −39.2% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The New York City market averages $28,146, indicating strong regional demand and possibly limited inventory in this urban center.
- Best Value in Los Angeles: Los Angeles offers the lowest average price at $25,998, suggesting a competitive market that may offer more options at lower prices.
- Diverse Pricing Across Regions: Cities like Dallas and Philadelphia also show differing price points ($28,600 and $27,700 respectively), reflecting regional market dynamics and inventory levels.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 751 | $28,146 |
| Dallas, TX | 351 | $28,600 |
| Philadelphia, PA | 270 | $27,700 |
| Houston, TX | 351 | $25,191 |
| Miami, FL | 214 | $28,447 |
| Atlanta, GA | 322 | $26,313 |
| Washington, DC | 435 | $26,412 |
| Chicago, IL | 365 | $25,576 |
| Los Angeles, CA | 472 | $25,998 |
| Boston, MA | 618 | $28,457 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim is the most listed at 3,004, reflecting its popularity among consumers seeking a balance of features and price.
- Premium Pricing for Limited AWD: The Limited AWD trim, with an MSRP of $50,325, stands as the highest-priced option, justified by added luxury features.
- Price Variation Across Trims: The XSE AWD offers a mid-tier option, priced at $47,940, catering to buyers wanting a high-feature vehicle without opting for the most expensive trim.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,004 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,148 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 650 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 587 | $53,525 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from May 21, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,047 currently listed for sale and an average price of $39,145, 37.7% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
89.1% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features impressive fuel efficiency, advanced hybrid options, and a spacious interior, making it ideal for families.
Why it stands out
The 2024 Toyota Highlander stands out for its balance of reliability and comfort, making it a dependable choice for families. Offering a blend of practical features and upscale finishes, the Highlander is designed to cater to family needs with its spacious interiors and smooth ride. With a focus on safety, it includes advanced technology and impressive crash-test ratings, reinforcing its reputation as a solid, all-around family SUV. Additionally, its hybrid options provide an efficient driving experience that appeals to cost-conscious buyers.
Other model years to consider
- Average price: $36,461
- Good/great deal percentage: 36.0%
- User rating: 4.75 / 5
- Total listings: 4,597
- Average price: $16,261
- Good/great deal percentage: 35.1%
- User rating: 4.78 / 5
- Total listings: 1,127
- Average price: $33,761
- Good/great deal percentage: 35.5%
- User rating: 4.44 / 5
- Total listings: 4,771
These recommendations are based on CarGurus' proprietary market data from May 25, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,370
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,268
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,363
- User rating4.8636
Relevant articles
Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this comprehensive overview will help you research your next pre-owned Toyota Highlander.
The Best Three-Row SUVs of 2026
There’s no escaping it: SUVs are everywhere. Minivans offer the space for the most passengers and gear, but big, three-row SUVs deliver on both while offering some level of performance, on and off the paved roads.
The Best Used SUVs Under $10,000 in 2026
Can you get a great SUV for less than $10,000? Heck, yes! Our guide runs through the top 10, with options including family favorites and some upscale options.
