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Certified Toyota Highlander for Sale near Chesterton, IN

13 results
Chesterton, IN
2023 Toyota Highlander XLE AWD Art Hill Ford Lincoln Mazda

2023 Toyota Highlander

XLE AWD

57,194 miles

$35,000

Fair Deal
Certified Pre-Owned
Merrillville, IN
19 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,194
Stock number:
F3605C
VIN:
5TDKDRBHXPS519827

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

29,202 miles

$33,900

Good Deal
Certified Pre-Owned
Calumet City, IL
28 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:
29,202
Stock number:
P7121
VIN:
5TDKDRBH6RS562550

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

40,321 miles

$39,447

Fair Deal
Certified Pre-Owned
Hodgkins, IL
44 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,321
Stock number:
P11885
VIN:
5TDKDRBH8RS559374

Sponsored

2023 Toyota Highlander XLE FWD

2023 Toyota Highlander

XLE FWD

73,150 miles

$28,900

Great Deal
Certified Pre-Owned
Matteson, IL
37 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
73,150
Stock number:
P524681
VIN:
5TDKDRAH9PS524681

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

29,202 miles

$33,900

Good Deal
Certified Pre-Owned
Calumet City, IL
28 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:
29,202
Stock number:
P7121
VIN:
5TDKDRBH6RS562550

2019 Toyota Highlander LE AWD

2019 Toyota Highlander

LE AWD

89,569 miles

$20,999

Good Deal
Certified Pre-Owned
Mishawaka, IN
45 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
89,569
Stock number:
YKS969553
VIN:
5TDBZRFH7KS969553

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

28,110 miles

$35,995

Fair Deal
Certified Pre-Owned
Frankfort, IL
42 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Opulent Amber
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,110
Stock number:
48525
VIN:
5TDGZRBH0NS225079

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XSE AWD

92,904 miles

$29,777

Good Deal
Certified Pre-Owned
Hodgkins, IL
44 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
Automatic
Mileage:
92,904
Stock number:
P11696A
VIN:
5TDJZRBH3NS178717

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

42,090 miles

$36,444

Fair Deal
Certified Pre-Owned
Chicago, IL
43 mi away
Year:
2023
Make:
Toyota
Model:
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:
42,090
Stock number:
69E11039
VIN:
5TDKDRBH4PS025141

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

57,194 miles

$35,000

Fair Deal
Certified Pre-Owned
Merrillville, IN
19 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,194
Stock number:
F3605C
VIN:
5TDKDRBHXPS519827

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

49,945 miles

$31,999

Fair Deal
Certified Pre-Owned
Tinley Park, IL
41 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
49,945
Stock number:
463321
VIN:
5TDGZRBH9MS150266

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L AWD

29,385 miles

$35,871

Fair Deal
Certified Pre-Owned
Hodgkins, IL
44 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,385
Stock number:
N26283A
VIN:
5TDKDRBH4PS504904

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

40,321 miles

$39,447

Fair Deal
Certified Pre-Owned
Hodgkins, IL
44 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,321
Stock number:
P11885
VIN:
5TDKDRBH8RS559374

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

20,618 miles

$39,999

High Price
Certified Pre-Owned
Tinley Park, IL
41 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
20,618
Stock number:
P10153
VIN:
5TDGZRBH1NS596283

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE AWD

47,896 miles

$39,995

Overpriced
Certified Pre-Owned
Frankfort, IL
42 mi away
Year:
2023
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:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
47,896
Stock number:
MK1995
VIN:
5TDKDRBH9PS508608

Preparing for a close up...

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2019 Toyota Highlander

Limited AWD

74,852 miles

$31,999

Overpriced
Certified Pre-Owned
Tinley Park, IL
41 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
74,852
Stock number:
P10117
VIN:
5TDDZRFH7KS979881

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XSE AWD

92,904 miles

$29,777

Good Deal
Certified Pre-Owned
Hodgkins, IL
44 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
Automatic
Mileage:
92,904
Stock number:
P11696A
VIN:
5TDJZRBH3NS178717

Sponsored

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