Used Toyota Highlander for Sale nearOswego, IL
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,216
- Stock #:
- 93F06003
- VIN:
- 5TDGZRBH5MS543729
Sponsored by Victory Honda Highland
2021 Toyota Highlander
XLE AWD
88,216 mi
$27,660
- 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:
- Alumina Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 94,630
- Stock #:
- KS920169
- VIN:
- 5TDDZRFH2KS920169
Sponsored Listing
2019 Toyota Highlander
Limited AWD
94,630 mi
$27,691
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,225
- Stock #:
- XX7570
- VIN:
- 5TDJZRFH6KS958555
Sponsored Listing
2019 Toyota Highlander
XLE AWD
118,225 mi
$23,873
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 96,837
- Stock #:
- 70022704
- VIN:
- 5TDGZRAH0NS111875
2022 Toyota Highlander
XLE FWD
96,837 mi
$27,998
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 85,969
- Stock #:
- B26193A
- VIN:
- 5TDZARFH5HS030710
2017 Toyota Highlander
LE
85,969 mi
$18,861
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,024
- Stock #:
- MS260221C
- VIN:
- 5TDGZRBH7MS098720
2021 Toyota Highlander
XLE AWD
88,024 mi
$28,443
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 141,549
- Stock #:
- 36043A
- VIN:
- JTEES43A882091087
2008 Toyota Highlander
Sport 4WD
141,549 mi
$6,380
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,931
- Stock #:
- P7352
- VIN:
- 5TDKDRBH5SS583265
2025 Toyota Highlander
XSE AWD
24,931 mi
$42,010
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,689
- Stock #:
- P7340
- VIN:
- 5TDDZRBH6NS576243
2022 Toyota Highlander
Limited AWD
50,689 mi
$35,969
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,906
- Stock #:
- 27000A
- VIN:
- 5TDJZRFH5KS629393
2019 Toyota Highlander
XLE AWD
90,906 mi
$24,055
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,585
- Stock #:
- S24692A
- VIN:
- 5TDFZRBH6MS093052
2021 Toyota Highlander
Platinum AWD
88,585 mi
$32,408
- 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:
- Automatic
- Mileage:
- 86,024
- Stock #:
- S33071
- VIN:
- 5TDGZRBH9MS112567
2021 Toyota Highlander
XLE AWD
86,024 mi
$29,448
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,573
- Stock #:
- PA0806
- VIN:
- 5TDGZRBH3MS538254
2021 Toyota Highlander
XLE AWD
74,573 mi
$28,786
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 3,845 currently listed for sale and an average price of $39,166.00, 38.0% 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.
88.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,216
- Stock #:
- 93F06003
- VIN:
- 5TDGZRBH5MS543729
2021 Toyota Highlander
XLE AWD
88,216 mi
$27,660
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,867
- Stock #:
- 60337D
- VIN:
- 5TDDZRFHXHS366470
2017 Toyota Highlander
Limited AWD
127,867 mi
$19,993
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 105,840
- Stock #:
- 20134
- VIN:
- 5TDDKRFH7FS152750
2015 Toyota Highlander
Limited AWD
105,840 mi
$18,873
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,191
- Stock #:
- L1219A
- VIN:
- 5TDFZRBH4NS180529
2022 Toyota Highlander
Platinum AWD
72,191 mi
$36,328
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,785
- Stock #:
- H0045A
- VIN:
- 5TDGZRBH8MS156091
2021 Toyota Highlander
XLE AWD
52,785 mi
$29,368
- 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:
- 120,922
- Stock #:
- 50352A
- VIN:
- 5TDJKRFHXGS279836
2016 Toyota Highlander
XLE AWD
120,922 mi
$18,846
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,457
- Stock #:
- C250187A
- VIN:
- 5TDKDRAH0PS513035
2023 Toyota Highlander
L FWD
35,457 mi
$32,303
- 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:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,457
- Stock #:
- J5385A
- VIN:
- 5TDJZRFH9KS609860
-$700
2019 Toyota Highlander
SE AWD
97,457 mi
$25,090
$24,390
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 79,957
- Stock #:
- 70105718
- VIN:
- 5TDYZRFH8KS334075
2019 Toyota Highlander
Limited FWD
79,957 mi
$28,897
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 22,891
- Stock #:
- 61966
- VIN:
- 5TDKDRBH1SS589189
Sponsored Listing
2025 Toyota Highlander
XSE AWD
22,891 mi
$42,815
FAQs
How much does the Toyota Highlander cost in Oswego, IL?
How many Toyota Highlander vehicles in Oswego, 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.
Erdem S
Reviewed a 2022 Toyota Limited FWD on Jul 15, 2026
Outstanding reliability record. One of the most dependable midsize SUVs ever built. Excellent resale value.
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.
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
- New Model Premium: The 2026 Toyota Highlander is priced at $52,195, reflecting a 12.6% increase over its MSRP, indicating strong demand for the latest model.
- Steep Depreciation for Older Models: The 2016 Highlander shows the most significant depreciation at -38.6% compared to its original MSRP, highlighting the rapid value loss in older vehicles.
- Best Value Year: The 2021 model is currently priced at $30,794, representing a -12.8% depreciation, making it a potentially attractive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $52,195 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,395 | +2.7% |
| 2024 Toyota Highlander | $39,270 | $39,217 | -0.1% |
| 2023 Toyota Highlander | $36,620 | $36,118 | -1.4% |
| 2022 Toyota Highlander | $35,855 | $33,752 | -5.9% |
| 2021 Toyota Highlander | $35,085 | $30,794 | -12.8% |
| 2020 Toyota Highlander | $34,600 | $28,502 | -17.7% |
| 2019 Toyota Highlander | $31,830 | $24,243 | -23.9% |
| 2018 Toyota Highlander | $31,230 | $22,413 | -28.3% |
| 2017 Toyota Highlander | $30,630 | $21,000 | -31.7% |
| 2016 Toyota Highlander | $30,490 | $18,750 | -38.6% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The New York, NY market commands the highest average price at $26,343, likely due to higher demand and lower inventory.
- Lowest Prices in Chicago: Chicago, IL offers the most competitive pricing at $24,441, suggesting a more price-sensitive market with higher inventory levels.
- Price Variation Across Cities: The average prices range from $24,441 in Chicago to $28,094 in Philadelphia, indicating regional differences in demand and supply dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 623 | $26,343 |
| Los Angeles, CA | 512 | $25,822 |
| Chicago, IL | 336 | $24,441 |
| Dallas, TX | 346 | $27,231 |
| Philadelphia, PA | 284 | $28,094 |
| Houston, TX | 352 | $25,014 |
| Miami, FL | 206 | $29,375 |
| Washington, DC | 457 | $26,857 |
| Atlanta, GA | 335 | $26,920 |
| Boston, MA | 603 | $27,856 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim leads with 3,148 listings, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725, reflects a significant markup due to its luxury features, appealing to buyers seeking higher-end options.
- Consistent Features Across Trims: All trims offer similar popular features, such as backup cameras and adaptive cruise control, suggesting that buyers can expect a high level of standard equipment regardless of the trim chosen.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3148 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1212 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 703 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 549 | $53,925 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 3,845 currently listed for sale and an average price of $39,166.00, 38.0% 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.
88.0% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it an excellent choice for families.
Why it stands out
The 2024 Toyota Highlander continues to build on its reputation as a reliable and family-friendly SUV. With its spacious interior and comfortable seating for up to eight passengers, it is designed to accommodate families and their gear with ease. The Highlander is equipped with a suite of advanced safety features, including Toyota Safety Sense, which enhances driver confidence. Its smooth ride and refined handling make it a pleasure to drive, while the availability of hybrid models offers excellent fuel efficiency. Overall, the Highlander is a well-rounded vehicle that appeals to buyers looking for practicality and reliability in a midsize SUV.
Other model years to consider
- Average price: $36,159.00
- Good/great deal percentage: 37.2%
- User rating: 4.75 / 5
- Total listings: 4,496
- Average price: $30,445.00
- Good/great deal percentage: 36.1%
- User rating: 4.86 / 5
- Total listings: 3,248
- Average price: $33,455.00
- Good/great deal percentage: 36.6%
- User rating: 4.44 / 5
- Total listings: 4,837
These recommendations are based on CarGurus' proprietary market data from July 13, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$32,990
- User rating4.5
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$27,867
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,208
- 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.
