Used Toyota Highlander for Sale nearFreeport, IL
426 vehicles found
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,761
- Stock #:
- JYC-046036
- VIN:
- 5TDKDRAH0PS046036
Sponsored by Your Choice Autos - Joliet
2023 Toyota Highlander
Platinum FWD
54,761 mi
$38,376
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 79,601
- Stock #:
- PS012295
- VIN:
- 5TDKDRBHXPS012295
Sponsored Listing
2023 Toyota Highlander
XLE AWD
79,601 mi
$32,682
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,506
- Stock #:
- P23053
- VIN:
- 5TDBZRFH3JS867343
Sponsored Listing
2018 Toyota Highlander
LE AWD
86,506 mi
$22,087
- Year:
- 2025
- 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:
- 34,767
- Stock #:
- 24P4847
- VIN:
- 5TDKDRBHXSS579194
2025 Toyota Highlander
XSE AWD
34,767 mi
$41,914
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,400
- Stock #:
- K7277
- VIN:
- 5TDGZRBH4MS550672
-$595
2021 Toyota Highlander
XLE AWD
73,400 mi
$28,898
$28,303
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,349
- Stock #:
- 25T1593A
- VIN:
- 5TDBZRFH1KS960413
-$550
2019 Toyota Highlander
LE AWD
102,349 mi
$20,825
$20,275
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 192,741
- Stock #:
- MS21029B
- VIN:
- 5TDJKRFH1GS244389
-$385
2016 Toyota Highlander
XLE AWD
192,741 mi
$13,593
$13,208
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,039
- Stock #:
- Y4S492170
- VIN:
- 5TDDZRFH6JS492170
2018 Toyota Highlander
Limited AWD
107,039 mi
$21,769
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,753
- Stock #:
- P12236
- VIN:
- 5TDDKRFH7GS354683
2016 Toyota Highlander
Limited AWD
87,753 mi
$22,718
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 115,211
- Stock #:
- 93294A
- VIN:
- 5TDJZRFH3JS548357
2018 Toyota Highlander
XLE AWD
115,211 mi
$21,907
- 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:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 149,250
- Stock #:
- PH0177
- VIN:
- 5TDJZRFH0JS845862
-$1,062
2018 Toyota Highlander
SE AWD
149,250 mi
$18,399
$17,337
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,483
- Stock #:
- FP0529
- VIN:
- 5TDDZRFH7HS482208
-$1,049
2017 Toyota Highlander
Limited Platinum AWD
83,483 mi
$26,962
$25,913
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 116,746
- Stock #:
- 65830A
- VIN:
- JTEES41A382094191
2008 Toyota Highlander
Base 4WD
116,746 mi
$9,695
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,139 currently listed for sale and an average price of $39,141.00, 36.5% 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.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
- 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:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,764
- Stock #:
- P132427
- VIN:
- 5TDKDRAH1SS554959
2025 Toyota Highlander
XLE FWD
26,764 mi
$37,228
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,556
- Stock #:
- N14361
- VIN:
- 5TDKDRBH8RS554126
2024 Toyota Highlander
XLE AWD
20,556 mi
$45,064
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 217,010
- Stock #:
- TM777036A
- VIN:
- 5TDJKRFH6FS140916
2015 Toyota Highlander
XLE
217,010 mi
$11,498
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,199
- Stock #:
- PS3791
- VIN:
- 5TDGZRBH6MS103048
2021 Toyota Highlander
XLE AWD
81,199 mi
$27,708
- 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:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
-$500
2017 Toyota Highlander
LE
111,963 mi
$17,839
$17,339
- Year:
- 2010
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Classic Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 153,229
- VIN:
- 5TDDK3EH0AS012711
2010 Toyota Highlander
Limited 4WD
153,229 mi
$7,495
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,045
- Stock #:
- E260163A
- VIN:
- 5TDKDRBH3RS545026
2024 Toyota Highlander
Platinum AWD
44,045 mi
$43,594
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,045
- Stock #:
- 06X1457A
- VIN:
- 5TDHZRBH5LS034758
2020 Toyota Highlander
XLE AWD
85,045 mi
$29,176
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,054
- Stock #:
- X026725XA1
- VIN:
- 5TDFZRBH7NS214141
2022 Toyota Highlander
Platinum AWD
22,054 mi
$42,713
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,575
- Stock #:
- D68534A
- VIN:
- 5TDFZRBH9NS191557
Sponsored Listing
2022 Toyota Highlander
Platinum AWD
71,575 mi
$36,858
FAQs
How much does the Toyota Highlander cost in Freeport, IL?
How many Toyota Highlander vehicles in Freeport, 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 | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
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
- Significant Depreciation for Older Models: The 2016 Toyota Highlander shows the steepest decline, with a current average price of $18,897, reflecting a -38.5% depreciation from its original MSRP.
- Recent Models Retain Value: The 2026 model is currently priced at $51,737, which is +11.0% above its MSRP, indicating strong demand for the latest model.
- Best Value Year: The 2022 Highlander is priced at $33,940, representing a -5.1% depreciation, making it a potentially attractive option for buyers seeking a balance between price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,737 | +11.0% |
| 2025 Toyota Highlander | $40,320 | $41,573 | +3.1% |
| 2024 Toyota Highlander | $39,270 | $39,197 | -0.2% |
| 2023 Toyota Highlander | $36,620 | $36,418 | -0.6% |
| 2022 Toyota Highlander | $35,855 | $33,940 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,923 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,787 | -16.8% |
| 2019 Toyota Highlander | $31,830 | $24,537 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,596 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,935 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $18,897 | -38.5% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The average price in New York, NY is $26,703, indicating a premium market likely driven by demand and limited supply.
- Lowest Prices in Chicago: Chicago, IL offers the lowest average price at $24,808, suggesting a more competitive market with higher inventory levels.
- Price Variation Across Cities: Cities like Dallas, TX and Philadelphia, PA show average prices of $26,745 and $29,400, respectively, indicating regional differences in demand and pricing strategies.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 653 | $26,703 |
| Los Angeles, CA | 521 | $25,837 |
| Chicago, IL | 341 | $24,808 |
| Dallas, TX | 384 | $26,745 |
| Philadelphia, PA | 295 | $29,400 |
| Houston, TX | 385 | $25,025 |
| Miami, FL | 223 | $29,432 |
| Washington, DC | 486 | $27,474 |
| Atlanta, GA | 336 | $26,870 |
| Boston, MA | 635 | $28,044 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: With 3,182 listings, the XLE AWD trim is the most prevalent, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725, commands a significant premium, reflecting its extensive feature set and luxury appeal.
- Feature-Rich Trims: All trims offer a robust set of features, with the Platinum AWD trim providing the highest level of luxury and technology, justifying its higher MSRP.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,182 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,221 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,925 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,139 currently listed for sale and an average price of $39,141.00, 36.5% 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.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
Why it stands out
The 2024 Toyota Highlander stands out in the crowded midsize SUV market with its strong reputation for reliability, spacious interiors, and family-friendly features. The vehicle features an innovative unibody design that enhances fuel efficiency and driving dynamics, making it a favorite among families. It also includes a user-friendly infotainment system and a suite of advanced safety technologies. This model offers a comfortable ride, excellent handling, and an impressive amount of cargo space. The Highlander’s combination of upscale features and overall affordability solidifies its appeal to potential buyers looking for a versatile and dependable family vehicle.
Other model years to consider
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
- Average price: $33,550.00
- Good/great deal percentage: 34.9%
- User rating: 4.44 / 5
- Total listings: 4,964
These recommendations are based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,194
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,225
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,379
- User rating4.8636
Relevant articles
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.
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.
