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New & Used 2026 Toyota Highlander for Sale nearWhiting, IN

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55 vehicles found

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
AutoNation Toyota Libertyville

Sponsored by AutoNation Toyota Libertyville

2025 Toyota Highlander

XSE AWD

20,885 mi

Libertyville, IL
47 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:
28,817
Stock #:
61923
VIN:
5TDKDRAH2SS554968
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$1,827

Sponsored Listing

2025 Toyota Highlander

LE FWD

28,817 mi

Des Plaines, IL
31 mi away
Good Deal

$36,476

$34,649

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
47 mi away
Good Deal
Manufacturer certified

$43,934

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:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $1,276 shipping
Good Deal

$45,726

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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,682
Stock #:
19241
VIN:
5TDKDRBH2SS578038
Pearl 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

LE AWD

35,682 mi

Home delivery from Paris, KY
Price includes $738 shipping
Good Deal

$38,424

Year:
2026
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:
8,056
Stock #:
TS601793
VIN:
5TDKDRBHXTS601793
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

8,056 mi

Home delivery from Crystal Lake, IL
Price includes $87 shipping
Great Deal

$44,341

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
Price drop

-$3,109

 

2025 Toyota Highlander

LE FWD

31,873 mi

Des Plaines, IL
31 mi away
Good Deal

$37,358

$34,249

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

$36,643

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
Price drop

-$1,964

 

2025 Toyota Highlander

LE FWD

26,011 mi

Des Plaines, IL
31 mi away
Good Deal

$36,827

$34,863

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 $328 shipping
Great Deal

$41,982

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
20 mi away
Fair Deal
Manufacturer certified

$43,879

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:
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
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New arrival

 

2025 Toyota Highlander

XSE AWD

24,931 mi

Calumet City, IL
7 mi away
Good Deal

$43,583

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
Price drop

-$1,937

 

2025 Toyota Highlander

LE FWD

36,743 mi

Des Plaines, IL
31 mi away
Good Deal

$35,576

$33,639

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
Price drop

-$1,927

 

2025 Toyota Highlander

LE FWD

30,427 mi

Des Plaines, IL
31 mi away
Good Deal

$36,276

$34,349

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
Price drop

-$1,924

 

2025 Toyota Highlander

LE FWD

29,599 mi

Des Plaines, IL
31 mi away
Good Deal

$36,373

$34,449

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:
29,614
Stock #:
SS552008
VIN:
5TDKDRAH4SS552008
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

29,614 mi

Libertyville, IL
47 mi away
Good 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
Transmission:
Automatic
Mileage:
28,817
Stock #:
61923
VIN:
5TDKDRAH2SS554968
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$1,827

 

2025 Toyota Highlander

LE FWD

28,817 mi

Des Plaines, IL
31 mi away
Good Deal

$36,476

$34,649

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
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

22,891 mi

Des Plaines, IL
31 mi away
Fair Deal

$43,499

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 Merrillville, IN
Price includes $1,899 shipping
Good Deal

$34,897

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:
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 $792 shipping
Good Deal

$46,586

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
Price drop

-$1,927

Sponsored Listing

2025 Toyota Highlander

LE FWD

30,427 mi

Des Plaines, IL
31 mi away
Good Deal

$36,276

$34,349

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.

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