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Used 2025 Toyota Highlander for Sale nearMilwaukee, WI

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Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,568
Stock #:
29929A
VIN:
5TDKDRBH0RS551723
White (Wind Chill Pearl) 2024 Toyota Highlander SUV / Crossover  8-Speed Automatic
New arrival
Lexus of Brookfield

Sponsored by Lexus of Brookfield

2024 Toyota Highlander

29,568 mi

Brookfield, WI
12 mi away
Great Deal

$41,012

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:
30,172
Stock #:
G94188
VIN:
5TDKDRBH0SS582573
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,326

 

2025 Toyota Highlander

XSE AWD

30,172 mi

West Allis, WI
8 mi away
Great Deal
Manufacturer certified

$40,321

$39,394

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,568
Stock #:
29929A
VIN:
5TDKDRBH0RS551723
White (Wind Chill Pearl) 2024 Toyota Highlander SUV / Crossover  8-Speed Automatic
New arrival

 

2024 Toyota Highlander

29,568 mi

Brookfield, WI
12 mi away
Great Deal

$41,012

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,115
Stock #:
13GB0138P
VIN:
5TDKDRBH4SS578025
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

36,115 mi

Home delivery from Burnsville, MN
Price includes $438 shipping
Good Deal

$39,786

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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
39,145
Stock #:
70079501
VIN:
5TDKDRBH4RS544449
Blue 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

XSE AWD

39,145 mi

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

$41,697

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:
35,465
Stock #:
70105386
VIN:
5TDKDRAH6RS051423
Gray 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

LE FWD

35,465 mi

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

$35,197

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:
19,572
Stock #:
577767
VIN:
5TDKDRBHXSS577767
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

19,572 mi

Home delivery from Marietta, GA
Price includes $1,310 shipping
Fair Deal

$44,199

CarGurus Analysis:

2025 Toyota Highlander

  • With 63 currently listed for sale near Milwaukee, WI and an average price of $45,000.00, 50.8% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 100.0% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a reputation for reliability, making it a top choice for families.

Research summarized using AI

 

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:
Midnight Black Metal
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,861
Stock #:
25052
VIN:
5TDKDRAH9RS527745
Midnight Black Metal 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE FWD

51,861 mi

Home delivery from Marietta, GA
Price includes $819 shipping
Good Deal

$37,318

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
16,890
Stock #:
G94480
VIN:
5TDKDRBH3TS601067
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

16,890 mi

West Allis, WI
8 mi away
Good Deal
Manufacturer certified

$49,394

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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,494
Stock #:
28923493
VIN:
5TDKDRAH2RS538540
Black 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

Limited FWD

36,494 mi

Store transfer to Milwaukee, WI
Price includes $799 shipping
Good Deal

$40,797

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:
Black
Transmission:
Automatic
Mileage:
39,785
Stock #:
13GB0137P
VIN:
5TDKDRBH4SS583631
Gray 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

39,785 mi

Home delivery from Burnsville, MN
Price includes $438 shipping
Fair Deal

$40,786

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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
11,902
Stock #:
T16905A
VIN:
5TDKDRBH3TS596114
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

11,902 mi

Brookfield, WI
13 mi away
Fair Deal
Manufacturer certified

$48,516

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 63 currently listed for sale near Milwaukee, WI and an average price of $45,000.00, 50.8% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 100.0% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to impress with its spacious interior, excellent safety ratings, and a reputation for reliability, making it a top choice for families.

Why it stands out

The 2025 Toyota Highlander stands out in the crowded midsize SUV market due to its blend of comfort, reliability, and practicality. With a spacious interior that can accommodate up to seven passengers, it is designed for families who prioritize both space and safety. The Highlander has consistently received high marks for its safety features, which include Toyota Safety Sense, ensuring peace of mind for drivers and passengers alike. While it may not be the most thrilling vehicle to drive, its smooth ride and quiet cabin make it an excellent choice for daily commutes and long road trips. The Highlander's hybrid variant also offers impressive fuel efficiency, appealing to eco-conscious buyers. Overall, the Highlander is a well-rounded SUV that meets the needs of a diverse range of buyers.

Other model years to consider

  • 2016 Toyota Highlander

    • Average price: $30,000.00
    • Good/great deal percentage: 33.6%
    • User rating: 4.93 / 5
    • Total listings: 122
  • 2021 Toyota Highlander

    • Average price: $38,000.00
    • Good/great deal percentage: 41.9%
    • User rating: 4.86 / 5
    • Total listings: 198
  • 2023 Toyota Highlander

    • Average price: $42,000.00
    • Good/great deal percentage: 48.7%
    • User rating: 4.75 / 5
    • Total listings: 189

This analysis is based on CarGurus' proprietary market data from July 21, 2026, CarGurus experts' opinions, and generative AI.

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