CarGurus Header

New & Used 2026 Toyota Highlander for Sale nearBerwyn, IL

Filters (3)

Location:

Only show listings in IL?

Include delivery listings?

67 vehicles found

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:
Automatic
Mileage:
29,615
Stock #:
SS552008
VIN:
5TDKDRAH4SS552008
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
AutoNation Toyota Libertyville

Sponsored by AutoNation Toyota Libertyville

2025 Toyota Highlander

LE FWD

29,615 mi

Libertyville, IL
31 mi away
Fair Deal
Manufacturer certified

$36,375

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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,011
Stock #:
62028
VIN:
5TDKDRAH1SS553889
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

26,011 mi

Des Plaines, IL
14 mi away
Good Deal

$34,649

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:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
31,873
Stock #:
62040
VIN:
5TDKDRAH7SS554089
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

Sponsored Listing

2025 Toyota Highlander

LE FWD

31,873 mi

Des Plaines, IL
14 mi away
Good Deal

$33,995

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:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
36,743
Stock #:
61890
VIN:
5TDKDRAH0SS551180
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

36,743 mi

Des Plaines, IL
14 mi away
Fair Deal

$33,398

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
Interior color:
Black
Transmission:
Automatic
Mileage:
20,885
Stock #:
SS588777
VIN:
5TDKDRBH2SS588777
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

20,885 mi

Libertyville, IL
31 mi away
Good Deal
Manufacturer certified

$43,934

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:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
31,873
Stock #:
62040
VIN:
5TDKDRAH7SS554089
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

LE FWD

31,873 mi

Des Plaines, IL
14 mi away
Good Deal

$33,995

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,521
Stock #:
T13679
VIN:
5TDKDRBH1SS577964
White (Wind Chill Pearl) 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE AWD

34,521 mi

Home delivery from Delaware, OH
Price includes $395 shipping
Great Deal

$36,543

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:
Automatic
Mileage:
29,615
Stock #:
SS552008
VIN:
5TDKDRAH4SS552008
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

29,615 mi

Libertyville, IL
31 mi away
Fair Deal
Manufacturer certified

$36,375

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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,528
Stock #:
28734437
VIN:
5TDKDRAHXSS553891
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

32,528 mi

Store transfer to Hillside, IL
Price includes $1,899 shipping
Fair Deal

$34,897

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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
30,427
Stock #:
61924
VIN:
5TDKDRAH1SS555013
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

30,427 mi

Des Plaines, IL
14 mi away
Fair Deal

$34,098

CarGurus Analysis:

2026 Toyota Highlander

  • With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 94.5% of 2026 Highlander models on CarGurus are accident free.

Research summarized using AI

 

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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
18,735
Stock #:
OT1936S
VIN:
5TDKDRBH4SS578557
Heavy Metal 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XLE AWD

18,735 mi

Westmont, IL
9 mi away
Fair Deal
Manufacturer certified

$44,800

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:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $362 shipping
Great Deal

$42,016

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
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

Price drop

-$1,573

 

2025 Toyota Highlander

XSE AWD

24,931 mi

Calumet City, IL
19 mi away
Great Deal

$43,583

$42,010

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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9,825
Stock #:
T13888
VIN:
5TDKDRBHXSS587005
Heavy Metal 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XLE AWD

9,825 mi

Home delivery from Delaware, OH
Price includes $395 shipping
Good Deal

$43,743

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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
29,599
Stock #:
61997
VIN:
5TDKDRAH9SS554028
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

29,599 mi

Des Plaines, IL
14 mi away
Good Deal

$34,231

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,609
Stock #:
N260354A
VIN:
5TDKDRBH9SS577923
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

XLE AWD

33,609 mi

Hodgkins, IL
6 mi away
Fair Deal
Manufacturer certified

$43,879

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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,011
Stock #:
62028
VIN:
5TDKDRAH1SS553889
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,011 mi

Des Plaines, IL
14 mi away
Good Deal

$34,649

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:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
28,817
Stock #:
61923
VIN:
5TDKDRAH2SS554968
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

28,817 mi

Des Plaines, IL
14 mi away
Good Deal

$34,435

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:
10,042
Stock #:
1TT89976
VIN:
5TDKDRBH2SS589976
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

10,042 mi

Home delivery from Greensboro, NC
Price includes $819 shipping
Good Deal

$46,413

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:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
36,743
Stock #:
61890
VIN:
5TDKDRAH0SS551180
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

36,743 mi

Des Plaines, IL
14 mi away
Fair Deal

$33,398

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 94.5% of 2026 Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Highlander continues to be a top choice in the crossover segment, thanks to its blend of spaciousness, comfort, and reliability. Having pioneered the midsize crossover market, the Highlander offers a smooth, car-like driving experience aided by its unibody construction, which enhances fuel efficiency and handling compared to traditional body-on-frame SUVs. This model year, with an average price of $50,200, features a thoughtful design that emphasizes interior versatility, making it an ideal family vehicle. While its performance may not excite driving enthusiasts, the Highlander's ample cargo space, advanced safety features, and reputation for reliability make it appealing to practical buyers. The 2026 model also benefits from a high accident-free percentage, reinforcing its standing as a reliable and safe option for families.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,141.00
    • Good/great deal percentage: 36.5%
    • User rating: 5 / 5
    • Total listings: 4,139
  • 2023 Toyota Highlander

    • Average price: $36,279.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,691
  • 2014 Toyota Highlander

    • Average price: $16,094.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,198

This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer