CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

New & Used 2026 Toyota Grand Highlander for Sale near Middleton, WI

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

2025 Toyota Grand Highlander

Limited FWD

8,879 miles

$49,990

Fair 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

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

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

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

21,096 miles

$42,977

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,096
Stock number:
G93872
VIN:
5TDAAAB55SS087913

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

17,825 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,825
Stock number:
G93840
VIN:
5TDAAAB59SS095495

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

21,697 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:
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

17,259 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,259
Stock number:
G93789
VIN:
5TDAAAB53SS092740

Preparing for a close up...

Photos coming soon

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...

Photos coming soon

2025 Toyota Grand Highlander

Limited FWD

8,879 miles

$49,990

Fair 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...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

21,772 miles

$43,998

Fair Deal
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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,772
Stock number:
J3553
VIN:
5TDAAAB54SS092679

Preparing for a close up...

Photos coming soon

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...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

19,624 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:
19,624
Stock number:
G93797
VIN:
5TDAAAB52SS083172

Preparing for a close up...

Photos coming soon

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

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

15,155 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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,155
Stock number:
G93792
VIN:
5TDAAAB56SS090206

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

9,395 miles

$44,995

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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9,395
Stock number:
G93798
VIN:
5TDAAAB54SS087546

Preparing for a close up...

Photos coming soon

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...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

20,263 miles

$43,988

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:
20,263
Stock number:
G93873
VIN:
5TDAAAB56SS095406

Preparing for a close up...

Photos coming soon

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

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

19,950 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:
19,950
Stock number:
G93673
VIN:
5TDAAAB52SS087819

Preparing for a close up...

Photos coming soon

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

  1. Home
  2. / Used Cars
  3. / Toyota Grand Highlander
  4. / 2026
  5. / Wisconsin
  6. / Middleton
Overview
FAQs
Picture of 2026 Toyota Grand Highlander

This three-row crossover SUV offers plenty of space and hybrid powertrain options.

Summary: Toyota offers a total of four SUVs with three rows of seats, so it might be tough to decide which one is right for you and your family. While the adventurous will likely gravitate to the 4Runner or Sequoia, those who enjoy soccer games and Target runs should stick to the Highlander or Grand Highlander. Both are excellent choices, but if you’ve got bigger kids with more gear, then the 2026 Toyota Grand Highlander should be on your shortlist.

The Grand Highlander was introduced for the 2024 model year and enters 2026 unchanged. In addition to good fuel economy and lots of power, it provides plenty of space for cargo and people—even in the third row. However, the exterior styling feels stale and some of the infotainment features require a subscription.

Verdict: Despite a few small foibles, the 2026 Toyota Grand Highlander is perfect for active families who need a bit of extra space and comfort.

2026 Toyota Grand Highlander FAQs

How much does the 2026 Toyota Grand Highlander cost in Middleton, WI?

The average 2026 Toyota Grand Highlander costs about $52,403.25. The average price has decreased by -2% since last year. The 28 for sale near Middleton, WI on CarGurus, range from $39,998 to $56,320 in price.

Is the 2026 Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and 2026 Toyota Grand Highlander owners have rated the vehicle a 0/5 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 2026 Toyota Grand Highlander vehicles in Middleton, WI have no reported accidents or damage?

28 out of 28 for sale near Middleton, WI have no reported accidents or damage.

Is the 2026 Toyota Grand Highlander safe?

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

What is the fuel economy of the 2026 Toyota Grand Highlander?

Depending on the engine and options, the 2026 Toyota Grand Highlander gets between 22 and 24 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

  • 2025 Toyota Grand Highlander in Middleton WI

  • 2024 Toyota Grand Highlander

  • Toyota Grand Highlander XLE AWD

  • Toyota Grand Highlander XLE FWD

  • Toyota Grand Highlander Platinum AWD

  • Toyota Grand Highlander Limited AWD

  • Toyota Grand Highlander Limited FWD

  • Toyota Grand Highlander LE AWD in Middleton WI

  • Toyota Grand Highlander LE FWD in Middleton WI

  • 2026 Toyota Grand Highlander in Madison WI

  • 2026 Toyota Grand Highlander in Janesville WI

  • 2026 Toyota Grand Highlander in Rockford IL

  • 2026 Toyota Grand Highlander in Fond du Lac WI

  • 2026 Toyota Grand Highlander in Dubuque IA

  • 2026 Toyota Grand Highlander in Milwaukee WI

  • 2026 Toyota Grand Highlander in Kenosha WI

  • 2026 Toyota Grand Highlander in Clinton IA

  • 2026 Toyota Grand Highlander in Appleton WI

  • Toyota Grand Highlander in Middleton WI

  • Toyota Sedans for Sale in Middleton WI

  • Toyota SUVs & Crossovers for Sale in Middleton WI

  • Old Toyota Pickups for Sale in Middleton WI

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Middleton WI

  • Toyota Trucks for Sale in Middleton WI

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Hesser Toyota

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.