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Used 2008 Toyota Highlander for Sale near Chicago, IL

36 results

Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
174,107
Stock #:
DS4669A
VIN:
JTEES42A492149439
Magnetic Gray Metallic 2009 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive
New arrival
McGrath Honda

Sponsored by McGrath Honda

2009 Toyota Highlander

Limited 4WD

174,107 mi

St. Charles, IL
32 mi away
Fair Deal

$9,999

Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
155 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
193,611
Stock #:
WBA-141473
VIN:
JTEGP21A770141473
Black 2007 Toyota Highlander SUV / Crossover Front-Wheel Drive 5-Speed Automatic
Price drop

-$451

Sponsored Listing

2007 Toyota Highlander

Base

193,611 mi

Merrillville, IN
31 mi away
Good Deal

$6,050

$5,599

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic Overdrive
Mileage:
163,715
Stock #:
08989700
VIN:
JTEES42A982089897
 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive

 

2008 Toyota Highlander

Limited 4WD

163,715 mi

Calumet City, IL
19 mi away
Good Deal

$8,516

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
134,511
Stock #:
24987
VIN:
JTEDS41A882024987
Gray 2008 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2008 Toyota Highlander

Base

134,511 mi

Home delivery from Gallatin, TN
Price includes $384 shipping
Fair Deal

$9,873

About 2008 Toyota Highlander
4.7 Overall rating(15 reviews)
James S says...
Jul 16, 2024
We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!
Birch T says...
Jul 1, 2024
Fantastic car with an affordable price. Very happy with it!
Jay B says...
Apr 14, 2014
All around if you have a larger family you can't go wrong with the 2008 highlander. Easy to drive. Safe with the side curtain air bags. Plenty of power. Good MPG. Lots of interior seating space. Stow and go walk through seating keeps the kids off the 2nd row of seats and if you need more seating just pull out the other seat. Use Synthetic oil and you will have it for years. I have a hitch attachment that I can put on for long trips that add storage if needed. All around Excellent SUV.
Anonymous says...
Nov 16, 2011
It is my dream car. Fun to drive, passengers love it too because its comfortable and has individual heated seats and back row controls for heat and ac. The styling is fantastic, it is a great looking car inside and out. I live in Illinois and it handles all the horrible weather we get. Wondergul handling, killer sound system, I love, love, love my Highlander!
Mike P says...
Aug 23, 2009
Great vehicle. Roomy, built well, good pickup and great new shape. Good mileage, well though out layout, seats fit good, all the features needed for a non-minivan family.

 

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
85,719
Stock #:
17596
VIN:
JTEDS43A782067472
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2008 Toyota Highlander

Sport

85,719 mi

Elgin, IL
34 mi away
Fair Deal

$12,495

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Green
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
188,018
Stock #:
M1309A
VIN:
JTEES41A782099250
Green 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive

 

2008 Toyota Highlander

Base 4WD

188,018 mi

Home delivery from Orange, MA
Price includes $1,178 shipping
Fair Deal

$8,170

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gold
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
5-Speed Automatic
Mileage:
77,475
VIN:
JTEDS41A882046682
Gold 2008 Toyota Highlander SUV / Crossover Front-Wheel Drive 5-Speed Automatic

 

2008 Toyota Highlander

Base

77,475 mi

Melrose Park, IL
12 mi away
Fair Deal

$12,838

Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic Overdrive
Mileage:
230,101
Stock #:
3612
VIN:
JTEDS43AX92072182
Vehicle photo unavailable

Preparing for a close up...

Photos coming soon

 

2009 Toyota Highlander

Sport

230,101 mi

Home delivery from Caseyville, IL
Price includes $463 shipping
Fair Deal

$7,713

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Classic Silver Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
177,015
Stock #:
SP1141
VIN:
JTEES42A282105423
Classic Silver Metallic 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive
New arrival

 

2008 Toyota Highlander

Limited 4WD

177,015 mi

Home delivery from Indianapolis, IN
Price includes $256 shipping
Fair Deal

$9,018

Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
5-Speed Automatic
Mileage:
228,948
Stock #:
WBA-102540
VIN:
JTEES41A082102540
Black 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic
Price drop

-$451

Sponsored Listing

2008 Toyota Highlander

Base 4WD

228,948 mi

Merrillville, IN
31 mi away
Great Deal

$5,050

$4,599

Page 1 of 2

2008 Toyota Highlander test drive

9.2
of 10
overall
Look and feel9/10
Technology10/10
Performance10/10
Safety9/10
Form & function10/10
Cost effectiveness7/10
Image Not Available

After a successful 7-year run, the original-recipe Toyota Highlander gets replaced for 2008 by an all-new version that sets the bar ever higher for midsize crossover SUVs.

Arguably, the Toyota Highlander established the blueprint for all family-sized, 3-row crossover SUVs to follow. Its combination of reliability, quality, performance, and safety ensured that competitors came to the game ready for battle. And now, the redesigned 2008 Toyota Highlander moves the goalposts. It comes in base, Sport, and Limited trim levels, all powered by a V6 engine driving the front or all four wheels.

Read full review

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