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New & Used 2026 Toyota Highlander for Sale near Big Bend, WI

60 results

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:
29,606
Stock #:
SS552008
VIN:
5TDKDRAH4SS552008
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival
AutoNation Toyota Libertyville

Sponsored by AutoNation Toyota Libertyville

2025 Toyota Highlander

LE FWD

29,606 mi

Libertyville, IL
45 mi away
Fair Deal
Manufacturer certified

$36,375

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

Sponsored Listing

2026 Toyota Highlander

XLE AWD

8,056 mi

Crystal Lake, IL
46 mi away
Good Deal

$44,254

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:
20,873
Stock #:
SS588777
VIN:
5TDKDRBH2SS588777
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2025 Toyota Highlander

XSE AWD

20,873 mi

Libertyville, IL
45 mi away
Good Deal
Manufacturer certified

$44,375

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:
26,758
Stock #:
G94171
VIN:
5TDKDRBH0SS582167
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,392

 

2025 Toyota Highlander

XSE AWD

26,758 mi

West Allis, WI
11 mi away
Great Deal
Manufacturer certified

$41,786

$40,394

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:
8-Speed Automatic
Mileage:
28,080
Stock #:
G94208
VIN:
5TDKDRBH2SS583725
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,399

 

2025 Toyota Highlander

XSE AWD

28,080 mi

West Allis, WI
11 mi away
Fair Deal
Manufacturer certified

$42,775

$41,376

CarGurus Analysis:

2026 Toyota Highlander

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,873
Stock #:
SS588777
VIN:
5TDKDRBH2SS588777
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

20,873 mi

Libertyville, IL
45 mi away
Good Deal
Manufacturer certified

$44,375

Page 1 of 3

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

Why it stands out

The 2026 Toyota Highlander continues to build on its legacy as a practical and reliable midsize SUV. Known for its spacious and comfortable interior, the Highlander caters to families with ample legroom and cargo space. Its reputation for excellence in safety and reliability makes it a preferred choice among buyers looking for longevity in their vehicle. The availability of hybrid models also underscores its versatility, appealing to those seeking better fuel efficiency without compromising on size or comfort. Although it may lack excitement in driving dynamics—characterized by a soft suspension and less engaging steering—the Highlander excels in providing a smooth and quiet ride, which is a priority for many of its owners. Overall, the Highlander stands out for its practicality, advanced safety features, and strong resale values.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,234.00
    • Good/great deal percentage: 35.6%
    • User rating: 5 / 5
    • Total listings: 4,027
  • 2023 Toyota Highlander

    • Average price: $36,398.00
    • Good/great deal percentage: 34.1%
    • User rating: 4.75 / 5
    • Total listings: 4,613
  • 2022 Toyota Highlander

    • Average price: $33,757.00
    • Good/great deal percentage: 33.9%
    • User rating: 4.44 / 5
    • Total listings: 4,876

This analysis is based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.

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