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Used Toyota Grand Highlander for Sale near Milton, WI

113 results
Milton, WI
2025 Toyota Grand Highlander XLE AWD Toyota of Brookfield

2025 Toyota Grand Highlander

XLE AWD

15,993 miles

$42,487

Good Deal
Brookfield, WI
44 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
15,993
Stock number:
PRS2849
VIN:
5TDAAAB53SS083178

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

24,517 miles

$41,395

Good Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
24,517
Stock number:
JU17860
VIN:
5TDAAAB50SS078181

Sponsored

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

10,928 miles

$47,738

Fair Deal
Certified Pre-Owned
Waukegan, IL
61 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,928
Stock number:
T28919A
VIN:
5TDAAAB57RS035502

Sponsored

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

40,122 miles

$38,543

Great Deal
Libertyville, IL
61 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Storm Cloud
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
40,122
Stock number:
7251191A
VIN:
5TDAAAB57RS031062

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

9,395 miles

$44,995

Fair Deal
Certified Pre-Owned
West Allis, WI
47 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
9,395
Stock number:
G93798
VIN:
5TDAAAB54SS087546

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

35,442 miles

$39,999

Good Deal
Oshkosh, WI
86 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
35,442
Stock number:
1238
VIN:
5TDAAAB5XRS052911

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

15,772 miles

$43,995

Fair Deal
Certified Pre-Owned
West Allis, WI
47 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
15,772
Stock number:
G93795
VIN:
5TDAAAB53SS091295

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

13,895 miles

$43,175

Fair Deal
Chicago, IL
85 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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
Transmission:
8-Speed Automatic
Mileage:
13,895
Stock number:
P13614
VIN:
5TDAAAB55SS087409

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

15,037 miles

$43,995

Fair Deal
West Allis, WI
47 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
15,037
Stock number:
G93894
VIN:
5TDAAAB57SS088559

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

13,859 miles

$43,685

Fair Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
13,859
Stock number:
JU17981
VIN:
5TDAAAB51SS078156

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

17,809 miles

$42,130

Good Deal
Chicago, IL
85 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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 (Blk)
Transmission:
8-Speed Automatic
Mileage:
17,809
Stock number:
P13616
VIN:
5TDAAAB54SS088311

Preparing for a close up...

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2025 Toyota Grand Highlander

Platinum AWD

10,347 miles

$55,097

Fair Deal
Store transfer to Madison, WI
953 mi away • Price includes $1,099 shipping Price includes $1,099 shipping
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,347
Stock number:
28474228
VIN:
5TDAAAB55SS099494

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

15,993 miles

$42,487

Good Deal
Brookfield, WI
44 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
15,993
Stock number:
PRS2849
VIN:
5TDAAAB53SS083178

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE FWD

30,802 miles

$42,247

Fair Deal
Store transfer to Madison, WI
398 mi away • Price includes $249 shipping Price includes $249 shipping
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
30,802
Stock number:
28157077
VIN:
5TDAAAA59SS020510

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

29,012 miles

$42,998

Fair Deal
Brookfield, WI
43 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Dapple Gray
Transmission:
8-Speed Automatic
Mileage:
29,012
Stock number:
29355B
VIN:
5TDAAAB59RS035890

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

23,854 miles

$41,495

Good Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
23,854
Stock number:
JU17979
VIN:
5TDAAAB57SS078162

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,942 miles

$43,395

Fair Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
16,942
Stock number:
JU17980
VIN:
5TDAAAB5XSS079113

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,517 miles

$42,488

Good Deal
West Allis, WI
47 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
16,517
Stock number:
G93781
VIN:
5TDAAAB50SS091366

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

10,928 miles

$47,738

Fair Deal
Certified Pre-Owned
Waukegan, IL
61 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,928
Stock number:
T28919A
VIN:
5TDAAAB57RS035502

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

27,391 miles

$46,990

Fair Deal
Chicago, IL
84 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,391
Stock number:
P16725
VIN:
5TDAAAB53RS044326

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

18,487 miles

$42,685

Fair Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
18,487
Stock number:
JU17967
VIN:
5TDAAAB56SS079531

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

21,697 miles

$42,488

Fair Deal
West Allis, WI
47 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
Blk/Black
Transmission:
8-Speed Automatic
Mileage:
21,697
Stock number:
G93702
VIN:
5TDAAAB58SS083547

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,942 miles

$43,395

Fair Deal
Des Plaines, IL
73 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
16,942
Stock number:
JU17980
VIN:
5TDAAAB5XSS079113

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Grand Highlander
  4. / Wisconsin
  5. / Milton
Overview
Reviews
FAQs

CarGurus recommends the 2025 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,567 currently listed for sale on CarGurus and an **average price of $44,815.00**, 33.7% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2025 Toyota Grand Highlander 4.64 / 5 stars. - **94.6% of 2025 Grand Highlander models on CarGurus are accident free**. - The 2025 Toyota Grand Highlander offers adult-sized third-row seating, impressive fuel efficiency with its hybrid powertrains, and a spacious interior designed for family comfort. ## Why it stands out The 2025 Toyota Grand Highlander is a standout option in the crowded three-row SUV market, positioned well between the regular Highlander and the full-size Sequoia. This model offers significant advantages in space and comfort, with an emphasis on practicality for families, featuring "adult-sized" third-row seating which is often lacking in competitors. The Grand Highlander's range of efficient powertrains, including hybrid options, enhances its appeal by addressing both performance and fuel economy. Additionally, its modern, stylish design and robust safety features make it a popular choice among buyers seeking a reliable and spacious family SUV. ## Other model years to consider - **[2024 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2024-Toyota-Grand-Highlander-c32790)** - Average price: $44,496.00 - Good/great deal percentage: 33.8% - User rating: 4.64 / 5 - Total listings: 1,504 - **[2023 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2025-Toyota-Grand-Highlander-c33811)** - Average price: $44,658.00 - Good/great deal percentage: 33.7% - Total listings: 1,567 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.

4.7 Overall rating

(14 reviews)
Shanta C
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024

Great suv with lots of space and safety features.

Nick A
5.0
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024

The car is amazing. Not much of a discount though.

ashleigh D
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 02, 2024

I had a 2013 Buick enclave (which I absolutely loved but once it hit 100K nothing but mechanical problems) . I traded it in for a 2022 Highlander. I was miserable going from a larger suv to a much smaller one ( I didn’t realize how much smaller it actually was). So after having the highlander for less than two years , I traded it in for the Grand highlander. And it’s the absolute perfect size! I love it. No complaints so far. I almost bought a brand new top of the line telluride (that thing was fine and had every feature you could imagine) …. But after talking to a few mechanics I decided to spend a little more and get the Toyota.

Anonymous
5.0
Reviewed a 2024 Toyota Grand Highlander on May 21, 2024

It should be on $56000 out dealer price . Little high compared in online price

Patrick C
5.0
Reviewed a 2024 Toyota Grand Highlander on May 11, 2024

Great family vehicle comfortable and excellent leg room

Toyota Grand Highlander FAQs

How much does the Toyota Grand Highlander cost in Milton, WI?

The average Toyota Grand Highlander costs about $44,915.11. The average price has decreased by -7.2% since last year. The 59 for sale near Milton, WI on CarGurus, range from $39,696 to $56,358 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and Toyota Grand Highlander owners have rated the vehicle a 4.6/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Toyota Grand Highlander vehicles in Milton, WI have no reported accidents or damage?

59 out of 59 for sale near Milton, WI have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Grand Highlander in Milton WI

  • 2025 Toyota Grand Highlander in Milton WI

  • 2024 Toyota Grand Highlander

  • Used Toyota Grand Highlander for Sale Under $10,000 Near Milton

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  • Used Toyota Grand Highlander for Sale Under $20,000 Near Milton

  • Used Toyota Grand Highlander for Sale Under $25,000 Near Milton

  • Used Toyota Grand Highlander for Sale Under $30,000 Near Milton

  • Used Toyota Grand Highlander for Sale Under $40,000 Near Milton

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  • Toyota Grand Highlander XLE AWD

  • Toyota Grand Highlander XLE FWD

  • Toyota Grand Highlander Platinum AWD

  • Toyota Grand Highlander Limited AWD

  • Toyota Grand Highlander LE FWD in Milton WI

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  • Toyota Grand Highlander LE AWD in Milton WI

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  • Used Toyota Grand Highlander for Sale with Low Mileage

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