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New & Used 2025 Toyota Highlander for Sale near Portage, WI

92 results

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
44,045
Stock #:
E260163A
VIN:
5TDKDRBH3RS545026
Magnetic Gray Metallic 2024 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2024 Toyota Highlander

Platinum AWD

44,045 mi

Mukwonago, WI
75 mi away
Good Deal

$44,394

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
14,236
Stock #:
25790768
VIN:
5TDKDRAH8RS528286
Gray 2024 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

LE FWD

14,236 mi

Store transfer to Madison, WI
Price includes $199 shipping
Good Deal

$37,197

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 XLE AWD SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

8,056 mi

Home delivery from Crystal Lake, IL
Price includes $164 shipping
Great Deal

$44,418

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:
28,703
Stock #:
G94196
VIN:
5TDKDRBH8SS575984
Midnight Black Metallic 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,454

 

2025 Toyota Highlander

XSE AWD

28,703 mi

West Allis, WI
81 mi away
Good Deal
Manufacturer certified

$41,786

$40,332

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,867 currently listed for sale and an average price of $41,899.00, 35.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 92.0% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to excel as a spacious and comfort-oriented midsize SUV, appealing greatly to families and individuals looking 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
6,367
Stock #:
28923224
VIN:
5TDKDRBH4SS576288
Gray 2025 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive Automatic
Price drop

-$3,000

 

2025 Toyota Highlander

Platinum AWD

6,367 mi

Store transfer to Madison, WI
Price includes $449 shipping
Good Deal

$53,447

$50,447

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 XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $608 shipping
Good Deal

$43,057

Page 1 of 5

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,867 currently listed for sale and an average price of $41,899.00, 35.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 92.0% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to excel as a spacious and comfort-oriented midsize SUV, appealing greatly to families and individuals looking for reliability.

Why it stands out

The 2025 Toyota Highlander distinguishes itself in the crowded midsize SUV market with its spacious interior, comfort, and strong reliability reputation. As a pioneering model in the crossover segment, it combines family-friendly features with modern safety technologies. The Highlander offers both gas and hybrid powertrains, making it versatile for various driving needs. While not the most exhilarating to drive, its smooth ride, high-quality cabin materials, and ample cargo space make it a practical choice for those prioritizing comfort and utility. The incorporation of Toyota Safety Sense across the lineup provides peace of mind for buyers, further enhancing its appeal.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,212.00
    • Good/great deal percentage: 34.8%
    • User rating: 5 / 5
    • Total listings: 4,087
  • 2023 Toyota Highlander

    • Average price: $36,387.00
    • Good/great deal percentage: 34.2%
    • User rating: 4.75 / 5
    • Total listings: 4,690
  • 2014 Toyota Highlander

    • Average price: $16,272.00
    • Good/great deal percentage: 35.2%
    • User rating: 4.78 / 5
    • Total listings: 1,175

This analysis is based on CarGurus' proprietary market data from June 8, 2026, CarGurus experts' opinions, and generative AI.

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