Used Toyota Highlander for Sale near Fort Sheridan, IL
345 results
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,609
- Stock #:
- KS972966
- VIN:
- 5TDDZRFH2KS972966
Sponsored by AutoNation Toyota Libertyville
2019 Toyota Highlander
Limited Platinum AWD
95,609 mi
$27,368
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,509
- Stock #:
- P21654
- VIN:
- 5TDKDRBH3RS571903
Sponsored Listing
2024 Toyota Highlander
XLE AWD
54,509 mi
$36,858
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 60,205
- Stock #:
- N33220A
- VIN:
- 5TDHZRBH3NS236226
Sponsored Listing
2022 Toyota Highlander
XLE AWD
60,205 mi
$34,368
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,789
- Stock #:
- 101444
- VIN:
- 5TDDKRFH1FS122529
2015 Toyota Highlander
Limited AWD
88,789 mi
$19,980
- 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:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 70,088
- Stock #:
- X026945A
- VIN:
- 5TDDKRFH2GS281125
-$1,800
2016 Toyota Highlander
Limited Platinum AWD
70,088 mi
$27,213
$25,413
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 98,837
- Stock #:
- P12250
- VIN:
- 5TDBK3EH6CS099265
2012 Toyota Highlander
SE AWD
98,837 mi
$15,321
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,398
- Stock #:
- 1418
- VIN:
- 5TDCZRBHXNS564642
2022 Toyota Highlander
L AWD
37,398 mi
$30,840
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,997
- Stock #:
- K6090A
- VIN:
- 5TDDKRFH5ES046828
-$733
2014 Toyota Highlander
Limited Platinum AWD
135,997 mi
$17,491
$16,758
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,007
- Stock #:
- AA3115A
- VIN:
- 5TDKDRBH3RS536732
-$996
2024 Toyota Highlander
XLE AWD
14,007 mi
$41,363
$40,367
- 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:
- 62,754
- Stock #:
- 16702
- VIN:
- 5TDHZRBH9NS560409
2022 Toyota Highlander
XLE AWD
62,754 mi
$33,757
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 62,803
- Stock #:
- PH1896
- VIN:
- 5TDGZRBH6MS136860
2021 Toyota Highlander
XLE AWD
62,803 mi
$29,300
- 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
2017 Toyota Highlander
LE
111,963 mi
$17,839
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,092
- Stock #:
- H040805XA
- VIN:
- 5TDGZRBH5NS169947
-$1,000
2022 Toyota Highlander
XLE AWD
45,092 mi
$36,313
$35,313
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,027 currently listed for sale and an average price of $39,234.00, 35.6% 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.
88.6% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features an innovative interior design with advanced technology, including a large touchscreen infotainment system and ample cargo space, making it a prime choice for families.
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,384
- Stock #:
- N2640056A
- VIN:
- 5TDKDRBH4PS504790
2023 Toyota Highlander
LE AWD
51,384 mi
$30,925
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,616
- Stock #:
- JS531279
- VIN:
- 5TDJZRFH1JS531279
-$595
2018 Toyota Highlander
XLE AWD
80,616 mi
$24,809
$24,214
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black, leather
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,996
- Stock #:
- O13594
- VIN:
- 5TDJZRFH4KS563970
2019 Toyota Highlander
XLE AWD
47,996 mi
$29,588
- 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
$22,668
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,102
- Stock #:
- K6133A
- VIN:
- 5TDKDRBH1RS541623
-$896
2024 Toyota Highlander
XSE AWD
48,102 mi
$40,663
$39,767
- 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:
- Automatic
- Mileage:
- 110,917
- Stock #:
- S32726
- VIN:
- 5TDBZRBH3MS081651
2021 Toyota Highlander
LE AWD
110,917 mi
$23,373
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,080
- Stock #:
- GH1180S
- VIN:
- 5TDKDRBH7PS030995
2023 Toyota Highlander
Platinum AWD
67,080 mi
$37,497
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,265
- Stock #:
- 27028I
- VIN:
- 5TDDZRBH9NS191582
2022 Toyota Highlander
Limited AWD
68,265 mi
$32,272
- Year:
- 2012
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 123,355
- Stock #:
- 5353
- VIN:
- 5TDBK3EH9CS110873
-$1,000
2012 Toyota Highlander
SE AWD
123,355 mi
$13,944
$12,944
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,870
- Stock #:
- 69F04524
- VIN:
- 5TDKDRAH3SS550623
Sponsored Listing
2025 Toyota Highlander
LE FWD
41,870 mi
$34,791
FAQs
How much does the Toyota Highlander cost in Fort Sheridan, IL?
How many Toyota Highlander vehicles in Fort Sheridan, 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 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 4,027 currently listed for sale and an average price of $39,234.00, 35.6% 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.
88.6% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features an innovative interior design with advanced technology, including a large touchscreen infotainment system and ample cargo space, making it a prime choice for families.
Why it stands out
The 2024 Toyota Highlander continues the legacy of its predecessors with its spacious design, reliability, and family-friendly features. With a well-rounded reputation built over generations, this latest model boasts enhanced comfort and advanced safety technologies that appeal to a wide range of consumers. The Highlander not only offers seating for up to eight passengers but also includes optional hybrid variants, presenting an efficient choice for families needing both space and fuel economy. Its smooth ride and quality fit-and-finish resonate well with buyers looking for a dependable midsize SUV.
Other model years to consider
- Average price: $36,398.00
- Good/great deal percentage: 34.1%
- User rating: 4.75 / 5
- Total listings: 4,613
- Average price: $33,757.00
- Good/great deal percentage: 33.9%
- User rating: 4.44 / 5
- Total listings: 4,876
- Average price: $16,191.00
- Good/great deal percentage: 32.2%
- User rating: 4.78 / 5
- Total listings: 1,161
These recommendations are based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,417
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,316
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,387
- User rating4.8636
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