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Used 2024 Toyota Highlander for Sale near Milwaukee, WI

154 results

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
8 mi away
Great Deal
Manufacturer certified

$41,786

$40,394

Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
53,346
Stock #:
28231440
VIN:
5TDKDRAH4PS035802
Black 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE FWD

53,346 mi

Store transfer to Milwaukee, WI
Price includes $699 shipping
Fair Deal

$35,697

Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
62,711
Stock #:
F16905A
VIN:
5TDKDRAH6PS502282
White (Wind Chill Pearl) 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$739

 

2023 Toyota Highlander

L FWD

62,711 mi

Milwaukee, WI
6 mi away
Good Deal
Third-party certified

$29,170

$28,431

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
22,118
Stock #:
70037657
VIN:
5TDKDRBH6RS566565
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

Platinum AWD

22,118 mi

Store transfer to Milwaukee, WI
Price includes $1,199 shipping
Good Deal

$47,197

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,211
Stock #:
502612
VIN:
5TDKDRBH3PS502612
Silver 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2023 Toyota Highlander

XLE AWD

34,211 mi

Home delivery from Ocean, NJ
Free home delivery
Great Deal

$34,483

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,227
Stock #:
63201
VIN:
5TDKDRBHXPS013298
White (Wind Chill Pearl) 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2023 Toyota Highlander

Limited AWD

33,227 mi

Home delivery from Wall Township, NJ
Price includes $1,327 shipping
Great Deal

$38,121

CarGurus Analysis:

2024 Toyota Highlander

5.0

  • 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.

Research summarized using AI

 

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:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
62,712
Stock #:
79390B
VIN:
5TDKDRBH5PS506936
Cypress 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2023 Toyota Highlander

Platinum AWD

62,712 mi

Waukesha, WI
14 mi away
Good Deal
Third-party certified

$39,144

Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,094
Stock #:
28630314
VIN:
5TDKDRAH9PS003749
White 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2023 Toyota Highlander

L FWD

31,094 mi

Store transfer to Milwaukee, WI
Price includes $1,099 shipping
Fair Deal

$33,097

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,288
Stock #:
534610C01
VIN:
5TDKDRBH1RS534610
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

65,288 mi

Home delivery from Bedford, OH
Price includes $519 shipping
Great Deal

$28,810

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,816
Stock #:
70040776
VIN:
5TDKDRBH9PS027712
White 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE AWD

42,816 mi

Store transfer to Milwaukee, WI
Price includes $899 shipping
Fair Deal

$37,897

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CarGurus Analysis: 2024 Toyota Highlander

Image Not Available

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.

Why it stands out

The 2024 Toyota Highlander continues to uphold its reputation as a reliable and spacious midsize SUV, featuring a design that cleverly balances comfort, style, and practicality. Initially launched in 2000, the Highlander broke new ground in the crossover SUV market with its unibody construction, which enhances fuel efficiency and handling compared to traditional body-on-frame designs. The Highlander stands out with its generous cargo capacity, reaching up to 84.3 cubic feet with the seats folded, making it an excellent choice for families. Additionally, standard features such as Toyota Safety Sense—which includes advanced safety technologies—ensure peace of mind for buyers. While the Highlander may not be the most thrilling drive, its focus on reliability and spaciousness resonates well with consumers looking for a dependable family SUV.

Other model years to consider

  • 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
  • 2014 Toyota Highlander

    • Average price: $16,191.00
    • Good/great deal percentage: 32.2%
    • User rating: 4.78 / 5
    • Total listings: 1,161

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

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