New & Used 2026 Toyota Highlander for Sale near Winnetka, IL

50 results

Winnetka, IL

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2025 Toyota Highlander

XLE AWD

13,719 miles

$42,990

Fair Deal

Streamwood, IL

24 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 2.4L I4
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 13,719
Stock number:: RT64562
VIN:: 5TDKDRBH8SS578349

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2025 Toyota Highlander

27,781 miles

$35,939

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 27,781
Stock number:: 16656619
VIN:: 5TDKDRAH0SS551180

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2025 Toyota Highlander

21,385 miles

$36,829

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Magnetic Gray
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 21,385
Stock number:: 16673886
VIN:: 5TDKDRAH2SS554968

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2025 Toyota Highlander

32,537 miles

$35,278

Good Deal

9 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:: 32,537
Stock number:: 16671087
VIN:: 5TDKDRAH0SS554810

2025 Toyota Highlander

LE FWD

34,922 miles

$34,247

Good Deal

Store transfer to Glencoe, IL

418 mi away Price includes $249 shipping Price includes $249 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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,922
Stock number:: 28430909
VIN:: 5TDKDRAH8SS551881

2026 Toyota Highlander

XSE AWD

318 miles

$51,897

Fair Deal

Store transfer to Glencoe, IL

1,762 mi away Price includes $1,899 shipping Price includes $1,899 shipping

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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 318
Stock number:: 28040335
VIN:: 5TDKDRBH2TS595374

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2025 Toyota Highlander

21,285 miles

$36,843

Good Deal

9 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:: 21,285
Stock number:: 16676048
VIN:: 5TDKDRAH8SS554926

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2025 Toyota Highlander

XLE AWD

13,719 miles

$42,990

Fair Deal

Streamwood, IL

24 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 2.4L I4
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 13,719
Stock number:: RT64562
VIN:: 5TDKDRBH8SS578349

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2026 Toyota Highlander

XLE AWD

2,532 miles

$47,495

Fair Deal

Certified Pre-Owned

Libertyville, IL

15 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:: 2,532
Stock number:: TS599453
VIN:: 5TDKDRBH7TS599453

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2025 Toyota Highlander

LE FWD

27,279 miles

$35,033

Fair Deal

Des Plaines, IL

9 mi away

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:: Black
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 27,279
Stock number:: 61164
VIN:: 5TDKDRAH2SS554100

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2025 Toyota Highlander

24,719 miles

$36,366

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Magnetic Gray
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 24,719
Stock number:: 16624740
VIN:: 5TDKDRAH8SS553033

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2025 Toyota Highlander

26,148 miles

$36,167

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Midnight Black
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 26,148
Stock number:: 16657710
VIN:: 5TDKDRAH9SS554028

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2025 Toyota Highlander

20,829 miles

$36,906

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Midnight Black
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 20,829
Stock number:: 16663230
VIN:: 5TDKDRAH1SS553889

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2025 Toyota Highlander

XLE AWD

14,661 miles

$41,400

Great Deal

Schererville, IN

43 mi away

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:: 14,661
Stock number:: SDE588499
VIN:: 5TDKDRBH0SS588499

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2025 Toyota Highlander

28,636 miles

$36,465

Fair Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 28,636
Stock number:: 16619634
VIN:: 5TDKDRBH2SS579268

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2025 Toyota Highlander

21,385 miles

$36,829

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Magnetic Gray
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 21,385
Stock number:: 16673886
VIN:: 5TDKDRAH2SS554968

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2025 Toyota Highlander

18,476 miles

$37,234

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 18,476
Stock number:: 16680372
VIN:: 5TDKDRAH7SS555534

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2025 Toyota Highlander

27,781 miles

$35,939

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 27,781
Stock number:: 16656619
VIN:: 5TDKDRAH0SS551180

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2025 Toyota Highlander

19,408 miles

$37,104

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 19,408
Stock number:: 16642763
VIN:: 5TDKDRAH9SS552876

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2025 Toyota Highlander

19,812 miles

$37,048

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 19,812
Stock number:: 16662379
VIN:: 5TDKDRAHXSS553924

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2025 Toyota Highlander

21,702 miles

$36,786

Good Deal

9 mi away

Year:: 2025
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Exterior color:: Blueprint
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 21,702
Stock number:: 16666481
VIN:: 5TDKDRAHXSS554412

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2025 Toyota Highlander

Platinum AWD

11,181 miles

$49,900

Good Deal

Certified Pre-Owned

Naperville, IL

32 mi away

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:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 11,181
Stock number:: R5276
VIN:: 5TDKDRBH9SS582927

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2025 Toyota Highlander

32,537 miles

$35,278

Good Deal

9 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:: 32,537
Stock number:: 16671087
VIN:: 5TDKDRAH0SS554810

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FAQs

2026 Toyota Highlander FAQs

How many 2026 Toyota Highlander vehicles in Winnetka, IL have no reported accidents or damage?

34 out of 34 for sale near Winnetka, IL have no reported accidents or damage.

What is the fuel economy of the 2026 Toyota Highlander?

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

What fuel types are available?

Gasoline engines are available.

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