Used 2009 Toyota Highlander for Sale nearMilwaukee, WI

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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:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
156,178
VIN:
JTEES41AX82098822
Silver 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic

 

2008 Toyota Highlander

Base 4WD

156,178 mi

Muskego, WI
14 mi away
Fair Deal

$9,194

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:
Ash
Transmission:
5-Speed Automatic
Mileage:
158,703
Stock #:
20878
VIN:
JTEES43A382020878
Black 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic

 

2008 Toyota Highlander

Sport 4WD

158,703 mi

Home delivery from Ashtabula, OH
Price includes $465 shipping
Good Deal

$7,387

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
166,608
Stock #:
17349
VIN:
5TDZA3EHXAS002695
Gray 2010 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic Overdrive

 

2010 Toyota Highlander

Base

166,608 mi

Home delivery from Alsip, IL
Price includes $119 shipping
Great Deal

$7,495

Year:
2010
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:
Gray
Transmission:
5-Speed Automatic Overdrive
Mileage:
112,559
Stock #:
159331
VIN:
JTEDK3EH8A2159331
Black 2010 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive
Price drop

-$1,073

 

2010 Toyota Highlander

Limited 4WD

112,559 mi

Home delivery from Lombard, IL
Price includes $122 shipping
Good Deal

$12,189

$11,484

Year:
2010
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:
Automatic
Mileage:
194,274
Stock #:
P010599
VIN:
5TDJK3EH7AS010599
 2010 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2010 Toyota Highlander

SE 4WD

194,274 mi

Home delivery from Everett, WA
Price includes $1,682 shipping
Fair Deal

$9,732

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
143,065
Stock #:
10higlndertoyt3599s
VIN:
5TDBK3EH1AS002308
White 2010 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2010 Toyota Highlander

Base

143,065 mi

Home delivery from Indianapolis, IN
Price includes $312 shipping
Fair Deal

$10,238

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
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic Overdrive
Mileage:
183,029
Stock #:
17280
VIN:
JTEES41A582042867
Black 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive

 

2008 Toyota Highlander

Base 4WD

183,029 mi

Home delivery from Alsip, IL
Price includes $119 shipping
Good Deal

$6,495

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
148,047
Stock #:
023099
VIN:
5TDDK3EH1AS023099
Black 2010 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2010 Toyota Highlander

Limited 4WD

148,047 mi

Home delivery from Indianapolis, IN
Price includes $360 shipping
Fair Deal

$11,572

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
120,830
VIN:
JTEZA3EH6A2010425
Silver 2010 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic

 

2010 Toyota Highlander

Base

120,830 mi

Home delivery from Virginia Beach, VA
Price includes $1,132 shipping
Fair Deal

$11,226

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 $465 shipping
Fair Deal

$9,954

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
Red (Burgundy)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
6-Speed Automatic
Mileage:
181,015
VIN:
5TDZA3EH7AS002542
Red (Burgundy) 2010 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic

 

2010 Toyota Highlander

Base

181,015 mi

Home delivery from Virginia Beach, VA
Price includes $1,132 shipping
Fair Deal

$8,726

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:
Blue
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
5-Speed Automatic Overdrive
Mileage:
178,578
Stock #:
072066
VIN:
JTEES42A282072066
Blue 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive
Price drop

-$2,499

 

2008 Toyota Highlander

Limited 4WD

178,578 mi

Home delivery from Stafford, VA
Price includes $956 shipping
Fair Deal

$11,950

$9,450

About 2009 Toyota Highlander
4.9 Overall rating(8 reviews)
Anonymous says...
Jul 5, 2021
Reliable, drives great, good mileage, good ride. What more could you want. Also tows more than the same generation Honda pilot.
Nancy Y says...
Aug 18, 2009
Truly the most awesome vehicle I have owned. Solidly built and it glides on the road. And of course inside, all the bells & whistles make driving/riding an even nicer experience. You sit high to see everything on the road, lots of room shoulder to shoulder and front to back. There can't be anything else on the market even close in the same price range.
Cris B says...
Apr 21, 2021
Reverse camera screen is handy but small. Will upgrade the head unit to get a better back up screen. Love the leather seats! Checked the vin, it starts with J so it was built in Japan. Very high quality car!
Chrissy M says...
Sep 9, 2020
Best SUV ever. Great size and very economical. Best bang for your buck and dependable
Chloe W says...
Sep 27, 2023
Great car! I downsized from a Toyota minivan… and I’m missing the extra storage space and added nooks and compartments for storage… but other than that… I love it!
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 (Sand 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

Home delivery from Melrose Park, IL
Price includes $117 shipping
Fair Deal

$12,955

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
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
161,010
Stock #:
057030
VIN:
JTEDS41A982057030
Gold 2008 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2008 Toyota Highlander

Base

161,010 mi

Home delivery from La Marque, TX
Price includes $2,046 shipping
Good Deal

$8,066

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:
Silver
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic Overdrive
Mileage:
151,141
Stock #:
COA3174
VIN:
JTEES43A082011989
Silver 2008 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic Overdrive

 

2008 Toyota Highlander

Limited 4WD

151,141 mi

Home delivery from Alexandria, VA
Price includes $637 shipping
Great Deal

$8,231

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
Interior color:
Brown (Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
196,688
Stock #:
0347
VIN:
JTEDS43AX82022882
Black 2008 Toyota Highlander SUV / Crossover Front-Wheel Drive 5-Speed Automatic Overdrive

 

2008 Toyota Highlander

Sport

196,688 mi

Home delivery from Orlando, FL
Price includes $1,604 shipping
Good Deal

$6,902

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
171,569
Stock #:
11564
VIN:
5TDDK3EH2AS027145
Silver 2010 Toyota Highlander SUV / Crossover All-Wheel Drive 5-Speed Automatic

 

2010 Toyota Highlander

Limited 4WD

171,569 mi

Home delivery from Carol Stream, IL
Price includes $77 shipping
Good Deal

$9,072

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 (BEIGE)
Transmission:
Automatic
Mileage:
178,830
Stock #:
12579
VIN:
JTEES41A882033404
Green 2008 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2008 Toyota Highlander

Base 4WD

178,830 mi

Home delivery from Merrillville, IN
Price includes $168 shipping
Great Deal

$5,668

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:
221,336
Stock #:
Z5548A
VIN:
JTEES41A182047693
Vehicle photo unavailable

 

2008 Toyota Highlander

Base 4WD

221,336 mi

Home delivery from Riverside, IL
Price includes $124 shipping
No Rating

No Price Listed

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:
110,411
Stock #:
051926
VIN:
JTEDS41AX82051026
Gray 2008 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2008 Toyota Highlander

Base

110,411 mi

Home delivery from Rockford, IL
Price includes $123 shipping
High Priced

$12,486

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
164,597
Stock #:
27AS651T
VIN:
JTEDK3EH6A2166004
Black 2010 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2010 Toyota Highlander

Limited 4WD

164,597 mi

Home delivery from Merriam, KS
Price includes $449 shipping
High Priced

$13,042

Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
109,377
Stock #:
Pj0427
VIN:
5TDJK3EH7AS040427
Gray 2010 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2010 Toyota Highlander

SE 4WD

109,377 mi

Home delivery from Chantilly, VA
Price includes $920 shipping
High Priced

$15,616

Overview

Image Not Available

Apparently, Toyota has taken the old saying “If it ain’t broke, don’t fix it” to heart. Not much is brand new for the 2009 non-hybrid Highlander. A bit of tweaking in the headlight design is the extent of styling changes for this year. A hefty redesign in ’08, including a larger body and cabin plus a beefier engine, left the 2009 Highlander little to improve upon.

The non-hybrid Highlander still offers three trim levels: Base, Sport and Limited, each of which comes in FWD and AWD versions. Sport and Limited trims come with a standard 6-CD changer and 19-inch aluminum alloy wheels, and options include a sunroof, a DVD rear-seat entertainment system, and a navigation system. The Sport trim, with its MacPherson sport-type suspension, obviously provides a somewhat stiffer ride than the Base and Limited trims. The Highlander Limited has a 3.5-inch multi-function display standard as well as leather-trimmed seating.

The Highlander's 270-hp, 3.5-liter V6, coupled with a 5-speed transmission and standard on all trims, has been a hit with drivers and reviewers alike. This particular engine features a DOHC with four valves per cylinder and variable valve tuning. Its estimated 18/24 mpg city/highway is pretty much standard for the class. Highlander’s comfortable, Camry-inspired chassis and 5-star crash-test rating have also proven to be winners.

So what’s in the offing for Highlander in ’09? How ‘bout a four-cylinder model? The so-far unheralded four-cylinder Highlander, expected in mid-January, represents a significant departure from Toyota’s mantra that if drivers want a four-cylinder SUV, they’ll buy a RAV4.

An inline four-cylinder (I4) engine will be offered only on the FWD Base trim to start. Should it prove popular, Toyota will, understandably, offer the I4 in the Sport and Limited trims as well.

Borrowed from the just-introduced Venza, the Highlander’s 2.7-liter I4 will put out 189 hp and, paired up with a 6-speed automatic transmission, ought to equal the traditional V6 in performance, if not power. With an optional towing package, the I4 will have a capacity of 3,500 lbs, while the V6 can handle 5,000 lbs. Toyota claims the four-cylinder Highlander will achieve 20/26 mpg, and if those numbers prove accurate, it will wrest the Dodge Journey's mantle as the most economical gasoline-powered crossover.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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