Used Toyota Highlander for Sale near Madison, IL
702 results
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,345
- Stock #:
- C17598A
- VIN:
- 5TDKDRBH5PS021275
Sponsored by Napleton's Mid Rivers Chrysler Jeep Dodge Ram Fiat
2023 Toyota Highlander
Limited AWD
68,345 mi
$36,480
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 153,852
- Stock #:
- P6N807021
- VIN:
- 5TDJZRFH6JS807021
Sponsored Listing
2018 Toyota Highlander
XLE AWD
153,852 mi
$20,479
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,735
- Stock #:
- A17561D
- VIN:
- 5TDKDRAH4SS553613
Sponsored Listing
2025 Toyota Highlander
XLE FWD
8,735 mi
$44,321
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,680
- Stock #:
- 051139
- VIN:
- 5TDKDRAH9RS051139
2024 Toyota Highlander
57,680 mi
$33,035
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,727
- Stock #:
- A3675A
- VIN:
- 5TDGZRBH0NS253724
2022 Toyota Highlander
XLE AWD
87,727 mi
$31,940
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 138,417
- Stock #:
- T260416B
- VIN:
- 5TDDKRFH3ES067967
2014 Toyota Highlander
Limited AWD
138,417 mi
$17,859
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,342
- Stock #:
- PJD04529
- VIN:
- 5TDKDRBH0RS546327
2024 Toyota Highlander
LE AWD
68,342 mi
$30,620
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,449
- Stock #:
- 28557254
- VIN:
- 5TDLZRBH9MS129416
2021 Toyota Highlander
XSE AWD
40,449 mi
$36,797
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Toasted Walnut Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond Leather
- Transmission:
- Automatic
- Mileage:
- 105,997
- Stock #:
- 87409A
- VIN:
- 5TDDZRFH1JS490083
2018 Toyota Highlander
Limited AWD
105,997 mi
$23,700
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 153,293
- Stock #:
- 74614H
- VIN:
- 5TDZK3EH3BS044401
2011 Toyota Highlander
Base
153,293 mi
$10,356
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,214
- Stock #:
- BTJS849117
- VIN:
- 5TDDZRFH2JS849117
2018 Toyota Highlander
Limited Platinum AWD
70,214 mi
$29,349
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 105,140
- Stock #:
- CHS481785
- VIN:
- 5TDJZRFH3HS481785
2017 Toyota Highlander
SE AWD
105,140 mi
$20,608
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 92,337
- Stock #:
- H1073U-2
- VIN:
- 5TDJKRFH5GS258375
2016 Toyota Highlander
XLE AWD
92,337 mi
$22,118
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,087 currently listed for sale and an average price of $39,212.00, 34.8% 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.
89.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander impresses with a spacious interior design, available hybrid option, and exceptional safety features, making it an excellent choice for families.
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 31,790
- Stock #:
- MS536756T
- VIN:
- 5TDDZRBH2MS536756
2021 Toyota Highlander
Limited AWD
31,790 mi
$37,598
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,814
- Stock #:
- F14399S
- VIN:
- 5TDKDRAH7RS528490
2024 Toyota Highlander
LE FWD
46,814 mi
$33,078
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 150,753
- Stock #:
- K50629A
- VIN:
- 5TDDZRFH2HS416228
2017 Toyota Highlander
Limited AWD
150,753 mi
$18,120
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,391
- Stock #:
- 59313A
- VIN:
- 5TDBZRFH6KS946734
2019 Toyota Highlander
LE AWD
87,391 mi
$25,230
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,345
- Stock #:
- C17598A
- VIN:
- 5TDKDRBH5PS021275
2023 Toyota Highlander
Limited AWD
68,345 mi
$36,480
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite Leather)
- Transmission:
- Automatic
- Mileage:
- 108,630
- Stock #:
- T260491A
- VIN:
- 5TDGZRBH2NS255264
2022 Toyota Highlander
XLE AWD
108,630 mi
$28,123
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 119,954
- Stock #:
- 28026799
- VIN:
- 5TDKZRFH0HS521597
2017 Toyota Highlander
XLE
119,954 mi
$20,147
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,957
- Stock #:
- 23739FRCZ
- VIN:
- 5TDBZRBH4LS504221
2020 Toyota Highlander
LE AWD
64,957 mi
$26,782
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,975
- Stock #:
- RK88276
- VIN:
- 5TDKDRBH4RS557881
2024 Toyota Highlander
XSE AWD
24,975 mi
$43,119
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Cloth
- Transmission:
- Automatic
- Mileage:
- 34,367
- Stock #:
- 21465A
- VIN:
- 5TDKDRAHXRS050517
Sponsored Listing
2024 Toyota Highlander
LE FWD
34,367 mi
$34,100
FAQs
How much does the Toyota Highlander cost in Madison, IL?
How many Toyota Highlander vehicles in Madison, 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.
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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 Premium for Newer Models: The 2026 Highlander is priced at $51,951, indicating a 13.7% increase from its MSRP, reflecting a strong market demand for the latest model year.
- Significant Depreciation in Older Models: The 2016 Honda Highlander shows the most depreciation, with an average price of $18,838, representing a drop of −38.2% from MSRP, highlighting a steep depreciation curve with age.
- Best Value in Recent Model Years: Models from 2022 and 2021 are priced at $34,319 and $30,840, respectively, suggesting they offer greater value with lower depreciation rates compared to older vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,951 | +13.7% |
| 2025 Toyota Highlander | $40,320 | $41,475 | +2.9% |
| 2024 Toyota Highlander | $39,270 | $40,239 | +2.5% |
| 2023 Toyota Highlander | $36,620 | $36,508 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,319 | -4.3% |
| 2021 Toyota Highlander | $35,085 | $30,840 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,946 | -16.5% |
| 2019 Toyota Highlander | $31,830 | $24,576 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,621 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $21,100 | -30.7% |
| 2016 Toyota Highlander | $30,490 | $18,838 | -38.2% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The average price in New York, NY is $27,006, likely driven by higher demand and lower inventory in metropolitan areas.
- Lowest Prices in Houston: Conversely, Houston, TX offers the most competitive pricing at $25,135, indicating a potentially greater inventory or lower demand in that region.
- Price Variations by City: Cities like Dallas and Philadelphia demonstrate moderate pricing fluctuations, with average prices of $27,871 and $29,320, respectively, reflecting different supply-demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 736 | $27,006 |
| Dallas, TX | 363 | $27,871 |
| Philadelphia, PA | 271 | $29,320 |
| Houston, TX | 362 | $25,135 |
| Chicago, IL | 392 | $26,250 |
| Los Angeles, CA | 506 | $25,717 |
| Atlanta, GA | 327 | $26,659 |
| Boston, MA | 657 | $28,457 |
| Miami, FL | 219 | $28,650 |
| Washington, DC | 447 | $26,894 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Common: The XLE AWD trim has the highest listings at 3,124, reflecting strong consumer preference for its features and price point.
- Limited AWD Holds Premium: The Limited AWD trim has the highest MSRP at $50,325, indicating strong demand for luxury features in this segment.
- XSE AWD Offers Strong Features at Mid-Range Price: With 721 listings and an MSRP of $47,940, the XSE AWD trim balances features and pricing effectively, appealing to a wide range of buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3124 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1196 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 721 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,525 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from June 11, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,087 currently listed for sale and an average price of $39,212.00, 34.8% 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.
89.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander impresses with a spacious interior design, available hybrid option, and exceptional safety features, making it an excellent choice for families.
Why it stands out
The 2024 Toyota Highlander stands out in the crowded midsize SUV market because of its perfect blend of reliability, comfort, and practicality. It has been praised for its spacious and well-designed interior, providing ample room for families or cargo. The availability of hybrid models showcases Toyota's commitment to fuel efficiency, while the SUV's numerous advanced safety technologies enhance driver confidence on the road. Overall, the Highlander's solid reputation for durability, smooth ride quality, and family-friendly features solidifies its status as a top choice among buyers.
Other model years to consider
- Average price: $36,387.00
- Good/great deal percentage: 34.2%
- User rating: 4.75 / 5
- Total listings: 4,690
- Average price: $24,429.00
- Good/great deal percentage: 34.7%
- User rating: 4.76 / 5
- Total listings: 2,579
These recommendations are based on CarGurus' proprietary market data from June 8, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,398
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,278
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,402
- User rating4.8636
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