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New & Used 2025 Toyota Highlander for Sale near Pleasant Prairie, WI

118 results
Pleasant Prairie, WI
2026 Toyota Highlander XLE AWD AutoNation Toyota Libertyville

2026 Toyota Highlander

XLE AWD

2,534 miles

$46,998

Fair Deal
Certified Pre-Owned
Libertyville, IL
19 mi away
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:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
2,534
Stock number:
TS599453
VIN:
5TDKDRBH7TS599453

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

61,479 miles

$30,790

Fair Deal
Streamwood, IL
40 mi away
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:
61,479
Stock number:
P21304
VIN:
5TDKDRBH8RS529520

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

31,966 miles

$33,907

Good Deal
Fox Lake, IL
18 mi away
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:
31,966
Stock number:
P2753
VIN:
5TDKDRBHXRS560770

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

39,214 miles

$31,837

Good Deal
Brookfield, WI
41 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,214
Stock number:
PSW1063
VIN:
5TDKDRBH7RS551458

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

43,425 miles

$34,900

Great Deal
Barrington, IL
30 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,425
Stock number:
PHR3106
VIN:
5TDKDRBH5RS536151

Preparing for a close up...

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2024 Toyota Highlander

LE AWD

55,847 miles

$30,400

Good Deal
Certified Pre-Owned
Brookfield, WI
41 mi away
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:
8-Speed Automatic
Mileage:
55,847
Stock number:
PSW1069
VIN:
5TDKDRBH1RS550502

Preparing for a close up...

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2024 Toyota Highlander

LE AWD

55,750 miles

$29,887

Good Deal
Brookfield, WI
41 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,750
Stock number:
PML1476
VIN:
5TDKDRBH9RS535522

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2024 Toyota Highlander

XLE FWD

71,602 miles

$32,397

Fair Deal
Store transfer to Kenosha, WI
712 mi away • Price includes $399 shipping Price includes $399 shipping
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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
71,602
Stock number:
28011037
VIN:
5TDKDRAH2RS052617

Preparing for a close up...

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2024 Toyota Highlander

LE AWD

47,777 miles

$31,445

Fair Deal
Des Plaines, IL
33 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
47,777
Stock number:
JU17791
VIN:
5TDKDRBHXRS534833

Preparing for a close up...

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2024 Toyota Highlander

LE AWD

54,217 miles

$30,990

Fair Deal
Streamwood, IL
40 mi away
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:
54,217
Stock number:
P21345
VIN:
5TDKDRBH7RS538726

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2025 Toyota Highlander

LE FWD

20,275 miles

$38,297

Fair Deal
Store transfer to Kenosha, WI
961 mi away • Price includes $1,299 shipping Price includes $1,299 shipping
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:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,275
Stock number:
28336496
VIN:
5TDKDRAH0SS550725

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2024 Toyota Highlander

LE AWD

60,338 miles

$29,995

Good Deal
West Allis, WI
32 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
60,338
Stock number:
G93708
VIN:
5TDKDRBH5RS530978

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

61,931 miles

$29,995

Good Deal
Certified Pre-Owned
West Allis, WI
32 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,931
Stock number:
G93756
VIN:
5TDKDRBH0RS535067

Preparing for a close up...

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2024 Toyota Highlander

LE AWD

63,140 miles

$29,888

Good Deal
Certified Pre-Owned
West Allis, WI
32 mi away
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:
8-Speed Automatic
Mileage:
63,140
Stock number:
G93713
VIN:
5TDKDRBH0RS535277

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2024 Toyota Highlander

Limited FWD

49,321 miles

$36,997

Good Deal
Store transfer to Kenosha, WI
1,519 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,321
Stock number:
27886245
VIN:
5TDKDRAH2RS541504

Preparing for a close up...

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2025 Toyota Highlander

21,447 miles

$36,362

Good Deal
36 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
21,447
Stock number:
16676048
VIN:
5TDKDRAH8SS554926

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

47,072 miles

$32,990

Fair Deal
Chicago, IL
39 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
47,072
Stock number:
P16645
VIN:
5TDKDRBH7RS555607

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

31,966 miles

$33,907

Good Deal
Fox Lake, IL
18 mi away
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:
31,966
Stock number:
P2753
VIN:
5TDKDRBHXRS560770

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

46,126 miles

$31,295

Good Deal
Des Plaines, IL
33 mi away
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:
8-Speed Automatic
Mileage:
46,126
Stock number:
JU17455
VIN:
5TDKDRBH5RS538353

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Wisconsin
  6. / Pleasant Prairie
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander ## Summary - With 1,888 currently listed for sale on CarGurus and an **average price of $40,593.00**, 37.9% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **93.4% of 2025 Highlander models on CarGurus are accident free**. - The 2025 Toyota Highlander continues to offer spacious interior comfort, available hybrid models for improved fuel efficiency, and a solid reputation for reliability and safety. ## Why it stands out The 2025 Toyota Highlander stands out in the midsize SUV market primarily due to its well-rounded nature, combining comfort, reliability, and advanced safety features. This iteration benefits from the Highlander's longstanding tradition of offering a blend of practicality and sophistication, making it highly appealing to families and individuals alike. With an available hybrid model, it addresses the growing demand for fuel-efficient vehicles without compromising on space or versatility. Feedback from users generally highlights its spaciousness and family-friendly features, although some point out its relatively dull driving dynamics. Overall, the 2025 Highlander remains a compelling choice for buyers looking for a dependable and comfortable family SUV. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $32,531.00 - Good/great deal percentage: 33.5% - User rating: 4.58 / 5 - Total listings: 4,574 - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,250.00 - Good/great deal percentage: 33.7% - User rating: 4.82 / 5 - Total listings: 3,156 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,566.00 - Good/great deal percentage: 39.4% - User rating: 4.76 / 5 - Total listings: 1,362 This analysis is based on CarGurus' proprietary market data from February 17, 2026, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Pleasant Prairie, WI?

The average 2025 Toyota Highlander costs about $40,435.29. The average price has decreased by -13% since last year. The 104 for sale near Pleasant Prairie, WI on CarGurus, range from $27,926 to $51,318 in price.

How many 2025 Toyota Highlander vehicles in Pleasant Prairie, WI have no reported accidents or damage?

104 out of 104 for sale near Pleasant Prairie, WI have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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