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Used Toyota Grand Highlander for Sale near Middleton, WI

76 results
Middleton, WI
2025 Toyota Grand Highlander Limited FWD Zeigler Toyota of Racine

2025 Toyota Grand Highlander

Limited FWD

8,879 miles

$49,990

Good Deal
Mt Pleasant, WI
84 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
8,879
Stock number:
SS029004
VIN:
5TDAAAA56SS029004

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

24,476 miles

$42,999

Fair Deal
Waukesha, WI
67 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,476
Stock number:
8GM5B5
VIN:
5TDAAAB53SS085934

Sponsored

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

4,256 miles

$47,288

Great Deal
Dekalb, IL
90 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,256
Stock number:
T26-113A
VIN:
5TDAAAB57RS062781

Sponsored

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

20,854 miles

$41,749

Good Deal
Dixon, IL
87 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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,854
Stock number:
GS185B
VIN:
5TDAAAB5XRS049958

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

4,256 miles

$47,288

Great Deal
Dekalb, IL
90 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,256
Stock number:
T26-113A
VIN:
5TDAAAB57RS062781

Preparing for a close up...

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2025 Toyota Grand Highlander

Limited FWD

8,879 miles

$49,990

Good Deal
Mt Pleasant, WI
84 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
8,879
Stock number:
SS029004
VIN:
5TDAAAA56SS029004

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

16,517 miles

$42,488

Good Deal
West Allis, WI
75 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

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2025 Toyota Grand Highlander

XLE AWD

18,798 miles

$43,488

Fair Deal
Certified Pre-Owned
West Allis, WI
75 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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
18,798
Stock number:
G93851
VIN:
5TDAAAB59SS094704

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2025 Toyota Grand Highlander

XLE AWD

15,772 miles

$43,995

Fair Deal
Certified Pre-Owned
West Allis, WI
75 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

15,155 miles

$42,995

Good Deal
West Allis, WI
75 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:
15,155
Stock number:
G93792
VIN:
5TDAAAB56SS090206

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2024 Toyota Grand Highlander

XLE AWD

34,302 miles

$40,998

Good Deal
Certified Pre-Owned
Madison, WI
5 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,302
Stock number:
PTS055857
VIN:
5TDAAAB51RS055857

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2025 Toyota Grand Highlander

LE AWD

26,454 miles

$40,997

Good Deal
Store transfer to Madison, WI
877 mi away • Price includes $999 shipping Price includes $999 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:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
26,454
Stock number:
28046103
VIN:
5TDAAAB5XSS080827

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

21,551 miles

$42,488

Fair Deal
West Allis, WI
75 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:
21,551
Stock number:
G93788
VIN:
5TDAAAB5XSS088149

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2024 Toyota Grand Highlander

XLE AWD

37,533 miles

$41,995

Fair Deal
Certified Pre-Owned
Monroe, WI
36 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:
BLUEPRINT
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
DAPPLE GRAY/BLACK
Transmission:
8-Speed Automatic
Mileage:
37,533
Stock number:
C6107A
VIN:
5TDAAAB5XRS020413

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2025 Toyota Grand Highlander

XLE AWD

17,472 miles

$42,991

Fair Deal
West Allis, WI
75 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:
17,472
Stock number:
G93786
VIN:
5TDAAAB55SS095140

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

17,615 miles

$42,995

Fair Deal
West Allis, WI
75 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:
17,615
Stock number:
G93782
VIN:
5TDAAAB59SS088207

Preparing for a close up...

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2024 Toyota Grand Highlander

XLE AWD

35,442 miles

$40,998

Good Deal
Oshkosh, WI
78 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

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2025 Toyota Grand Highlander

XLE AWD

19,747 miles

$43,488

Fair Deal
Certified Pre-Owned
West Allis, WI
75 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:
19,747
Stock number:
G93811
VIN:
5TDAAAB59SS094556

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,960 miles

$43,488

Fair Deal
Certified Pre-Owned
West Allis, WI
75 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:
16,960
Stock number:
G93658
VIN:
5TDAAAB57SS091087

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

18,971 miles

$43,488

Fair Deal
West Allis, WI
75 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:
18,971
Stock number:
G93774
VIN:
5TDAAAB57SS087072

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

13,937 miles

$44,990

Fair Deal
Certified Pre-Owned
Kenosha, WI
88 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,937
Stock number:
J3518
VIN:
5TDAAAB59SS092662

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

CarGurus recommends the 2025 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,654 currently listed for sale on CarGurus and an **average price of $44,475.00**, 34.8% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **4.64 / 5 stars**. - **94.4% of 2025 Grand Highlander models on CarGurus are accident free**. - The 2025 Toyota Grand Highlander stands out with its “adult-sized” third-row seating, a spacious interior, and impressive fuel efficiency from its four-cylinder powertrains. ## Why it stands out The 2025 Toyota Grand Highlander fills a unique niche in Toyota's SUV lineup, offering more space and practicality compared to the standard Highlander without the bulk and higher ownership costs associated with larger SUVs like the Sequoia. Its interior is designed with family comfort in mind, featuring “adult-sized” third-row seating that enhances its capability as a family vehicle. The Grand Highlander is available with both gas and hybrid powertrains, delivering excellent fuel economy for its class. This model year appeals to buyers looking for a well-equipped, spacious crossover that combines the attributes of a minivan and an SUV, providing generous cargo capacity and smart technology without compromising comfort or style. ## Other model years to consider - **[2024 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2024-Toyota-Grand-Highlander-c32790)** - Average price: $44,259.00 - Good/great deal percentage: 35.1% - User rating: 4.64 / 5 - Total listings: 1,588 - **[2023 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-Toyota-Grand-Highlander-d3314)** - Average price: Not available - Good/great deal percentage: Not available - User rating: Not available - Total listings: Not available These recommendations are based on CarGurus' proprietary market data from February 23, 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 Middleton, WI?

The average Toyota Grand Highlander costs about $44,518.88. The average price has decreased by -8.1% since last year. The 48 for sale near Middleton, WI on CarGurus, range from $35,998 to $56,998 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 Middleton, WI have no reported accidents or damage?

48 out of 48 for sale near Middleton, 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 Middleton WI

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