2008 Toyota Highlander for Sale in Madison, WI

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2008 Toyota Highlander Sport Review
by Adrian

The best mid-size SUV on the market!

I'm planning to buy this SUV sometime this year (hopefully) and have already gone ahead and test driven it. My test truck was an olive green Highlander Sport, with all the options. Unfortunately traffic was a bit heavy the day I tried it out, so I barely got a feeling of the power this thing packs: it's 270hp V6 is one of the most powerful out ther...

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2008 Toyota Highlander Limited 4WD Used Cars in Milwaukee, WI 53215

Good Deal
$2,164 BELOW
CarGurus IMV of $14,159

Price: $11,995

Mileage: 118,873

Location: Milwaukee, WI 53215

Average time on market: 27 days Certified Pre-Owned: No Transmission: Automatic Color: Burgundy Description: Used 2008 Toyota Highlander Limited 4WD for sale - $11,995, 118,873 miles with Leather Seats, Alloy Wheels
Avg. Dealer Rating: (19 reviews) "I was contacted immediately and invited to come in and take a test drive."
https://static.cargurus.com/images/forsale/2017/08/16/09/46/2008_toyota_highlander-pic-1390171017711029237-152x114.jpeg

2008 Toyota Highlander Sport 4WD Used Cars in McHenry, 60051

Good Deal
$1,402 BELOW
CarGurus IMV of $13,902

Price: $12,500

Mileage: 108,796

Location: McHenry, 60051

Average time on market: 19 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Overdrive Color: Black Description: Used 2008 Toyota Highlander Sport 4WD for sale - $12,500, 108,796 miles with Sport Package, Sunroof/Moonroof, Power Package, Bluetooth, Backup Camera, Aluminum Wheels, Tow Package, Climate Package
https://static.cargurus.com/images/forsale/2017/04/11/23/13/2008_toyota_highlander-pic-8334091985037956470-152x114.jpeg

2008 Toyota Highlander Limited Used Cars in Milwaukee, WI 53223

Good Deal
$1,329 BELOW
CarGurus IMV of $12,829

Price: $11,500

Mileage: 134,877

Location: Milwaukee, WI 53223

Average time on market: 21 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Blue Description: Used 2008 Toyota Highlander Limited for sale - $11,500, 134,877 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Alloy Wheels
Avg. Dealer Rating: (1 review) "The participant quickly contacted me, informed me when the vehicle was sold, and offered assistance with other vehicles."
https://static.cargurus.com/images/forsale/2017/07/15/01/16/2008_toyota_highlander-pic-8138511830859634056-152x114.jpeg

2008 Toyota Highlander Sport Used Cars in Franklin, WI 53132

Good Deal
$1,071 BELOW
CarGurus IMV of $11,570

Price: $10,499

Mileage: 130,817

Location: Franklin, WI 53132

Average time on market: 26 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Magnetic Gray Metallic Description: Used 2008 Toyota Highlander Sport for sale - $10,499, 130,817 miles with Backup Camera
Avg. Dealer Rating: (17 reviews) "Nice dealership with knowledgeable people."
https://static.cargurus.com/images/forsale/2017/07/21/06/13/2008_toyota_highlander-pic-923073974797816429-152x114.jpeg

2008 Toyota Highlander Sport 4WD Used Cars in Milwaukee, WI 53215

Good Deal
$1,064 BELOW
CarGurus IMV of $13,559

Price: $12,495

Mileage: 102,430

Location: Milwaukee, WI 53215

Average time on market: 19 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: White Description: Used 2008 Toyota Highlander Sport 4WD for sale - $12,495, 102,430 miles
Avg. Dealer Rating: (9 reviews) "I bought truck as is. Patty was no pressure and pleasant to deal with. Was able to find a compromise on cost and they have a small service Bay to address any problems. Not bad. Would recommend."
https://static.cargurus.com/images/forsale/2017/06/01/05/10/2007_toyota_highlander-pic-3720988254441407593-152x114.jpeg

2007 Toyota Highlander Used Cars in Milwaukee, WI 53225

Good Deal
$1,042 BELOW
CarGurus IMV of $9,037

Price: $7,995

Mileage: 130,977

Location: Milwaukee, WI 53225

Average time on market: 21 days Certified Pre-Owned: No Transmission: Automatic Color: Light Blue Description: Used 2007 Toyota Highlander for sale - $7,995, 130,977 miles with Steel Wheels
https://static.cargurus.com/images/forsale/2017/08/17/03/13/2007_toyota_highlander-pic-5792972207681725630-152x114.jpeg

2007 Toyota Highlander Limited V6 AWD Used Cars in Libertyville, IL 60048

Good Deal
$873 BELOW
CarGurus IMV of $11,355

Price: $10,482

Mileage: 96,392

Location: Libertyville, IL 60048

Average time on market: 20 days Certified Pre-Owned: No Transmission: Automatic Color: Gold Description: Used 2007 Toyota Highlander Limited V6 AWD for sale - $10,482, 96,392 miles
Avg. Dealer Rating: (30 reviews) "Yes, the dealer responded to me. The car that I was inquiring about had already been sold. They sent me a list of cars within my budget."
https://static.cargurus.com/images/forsale/2017/05/17/19/43/2008_toyota_highlander-pic-7171930254074343681-152x114.jpeg

2008 Toyota Highlander Sport 4WD Used Cars in Palatine, IL 60074

Fair Deal
$733 BELOW
CarGurus IMV of $12,233

Price: $11,500

Mileage: 133,110

Location: Palatine, IL 60074

Average time on market: 19 days Certified Pre-Owned: No Transmission: Automatic Color: Black Description: Used 2008 Toyota Highlander Sport 4WD for sale - $11,500, 133,110 miles with Leather Seats, Sunroof/Moonroof, Alloy Wheels
Avg. Dealer Rating: (14 reviews) "Great people to work with. Amauri was the person I dealt with, he was very thorough and pleasant to work. I recommend them for your next purchase. "
https://static.cargurus.com/images/forsale/2017/08/17/00/54/2008_toyota_highlander-pic-6723084254190456443-152x114.jpeg

2008 Toyota Highlander Limited 4WD Used Cars in West Allis, WI 53227

Fair Deal
$969 BELOW
CarGurus IMV of $15,364

Price: $14,395

Mileage: 100,463

Location: West Allis, WI 53227

Average time on market: 27 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Blue Description: Used 2008 Toyota Highlander Limited 4WD for sale - $14,395, 100,463 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Aluminum Wheels, Tow Package
Avg. Dealer Rating: (61 reviews) "Yes, Wilde Toyota Scion responded. My wife and I visited the dealership. We received a warm welcome, test drove vehicle. But we decided to purchase a different vehicle from the same dealership. It was a very positive experience."
https://static.cargurus.com/images/forsale/2017/06/29/19/32/2008_toyota_highlander-pic-7796843465683311795-152x114.jpeg

2008 Toyota Highlander Limited 4WD Used Cars in Stockton, IL 61085

Fair Deal
$560 BELOW
CarGurus IMV of $13,510

Price: $12,950

Mileage: 138,000

Location: Stockton, IL 61085

Average time on market: 27 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Black Description: Used 2008 Toyota Highlander Limited 4WD for sale - $12,950, 138,000 miles with Leather Seats, Backup Camera, Sunroof/Moonroof, Alloy Wheels
Avg. Dealer Rating: (4 reviews) "Helpful."
https://static.cargurus.com/images/forsale/2017/01/03/00/02/2007_toyota_highlander-pic-2568132896155340036-152x114.jpeg

2007 Toyota Highlander Sport V6 AWD Used Cars in Mundelein, IL 60060

Fair Deal
$501 BELOW
CarGurus IMV of $9,996

Price: $9,495

Mileage: 108,500

Location: Mundelein, IL 60060

Average time on market: 26 days Certified Pre-Owned: No Transmission: Automatic Color: Millenium Silver Metallic Description: Used 2007 Toyota Highlander Sport V6 AWD for sale - $9,495, 108,500 miles with Aluminum Wheels
Avg. Dealer Rating: (9 reviews) "Ended up buying from here, it was a very easy and relaxed experience. Hector is very nice and not pushy at all. Would recommend."
https://static.cargurus.com/images/forsale/2017/07/26/11/27/2009_toyota_highlander-pic-2295899454484197480-152x114.jpeg

2009 Toyota Highlander Sport 4WD Used Cars in Rockford, IL 61112

Fair Deal
$440 BELOW
CarGurus IMV of $9,290

Price: $8,850

Mileage: 189,804

Location: Rockford, IL 61112

Average time on market: 31 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Overdrive Color: Magnetic Gray Metallic Description: Used 2009 Toyota Highlander Sport 4WD for sale - $8,850, 189,804 miles with Value Package, Backup Camera, Sunroof/Moonroof, Extra Value Package, Alloy Wheels, Climate Package
Avg. Dealer Rating: (15 reviews) "Bought a car there! Sam was wonderful to deal with. Patient and not high pressure, which I loved. Patti in finance was wonderful as well. I will definitely go back there next time we need a car."
https://static.cargurus.com/images/forsale/2017/08/17/06/00/2009_toyota_highlander-pic-4694966352099305098-152x114.jpeg

2009 Toyota Highlander Limited 4WD Used Cars in Shaumburg, IL 60164

Fair Deal
$394 BELOW
CarGurus IMV of $17,382

Price: $16,988

Mileage: 77,127

Location: Shaumburg, IL 60164

Average time on market: 32 days Certified Pre-Owned: No Transmission: Automatic Color: Silver Description: Used 2009 Toyota Highlander Limited 4WD for sale - $16,988, 77,127 miles with Leather Seats, Backup Camera, Alloy Wheels
Avg. Dealer Rating: (31 reviews) "They got back to me quickly regarding my question. Quoted a reasonable price on the vehicle."
https://static.cargurus.com/images/forsale/2017/07/27/17/08/2008_toyota_highlander-pic-1898639135089477206-152x114.jpeg

2008 Toyota Highlander Limited 4WD Used Cars in Palatine, IL 60074

Fair Deal
$256 BELOW
CarGurus IMV of $16,251

Price: $15,995

Mileage: 79,390

Location: Palatine, IL 60074

Average time on market: 27 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Black Description: Used 2008 Toyota Highlander Limited 4WD for sale - $15,995, 79,390 miles with Backup Camera, Leather Seats, Sunroof/Moonroof, Alloy Wheels
https://static.cargurus.com/images/forsale/2017/07/15/02/25/2008_toyota_highlander-pic-9066402882882735124-152x114.jpeg

2008 Toyota Highlander Limited 4WD Used Cars in Palatine, IL 60074

Fair Deal
$112 BELOW
CarGurus IMV of $14,002

Price: $13,890

Mileage: 126,309

Location: Palatine, IL 60074

Average time on market: 27 days Certified Pre-Owned: No Transmission: Automatic Color: Gold Description: Used 2008 Toyota Highlander Limited 4WD for sale - $13,890, 126,309 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (14 reviews) "I purchased a 2004 Toyota 4Runner from Dmitriy and truly had an amazing experience. I live in Michigan and purchased the truck sight unseen. I had several questions for Dmitriy and he consistently fulfilled all of them. Not only that, but he did so almost immediately. Whenever I emailed, he responded within minutes...every time!!! I asked for several extra pictures concerned about rust in the wheel areas on the insides of each of the doors and had 16 new pics sent within 5 minutes. I wondered if the rear window dropped and while we were on the phone, he went out to the truck, started it and checked. He was flexible with price, asked his mechanic to check it over, and was polite, respectful and truly wanted me (the buyer) to be pleased with my purchase. I NEVER felt like I was being pushed or bamboozled in any way. Without the intent to stereotype, some dealers don't treat women like they know a great deal about cars, etc. and Dmitriy NEVER made me feel that way...refreshing. :) I am VERY pleased with my truck, with Dmitriy and Car City overall. I had my truck shipped to me and they worked with my shipper making sure all legal mumbo jumbo crossing state lines would be accurate. I would HIGHLY RECOMMEND CarCity in Palatine, IL to ANYONE and feel confident that you will have the same positive (so very rare with most dealerships) experience I had. While I am one to keep a vehicle for 15+ years, I would most definitely consider purchasing my next one through CarCity. :)"
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Used Toyota Highlander By Year

Vehicle Deals Starting Price Total Available
2017 Toyota Highlander 10 Great Deals $27,974 14,022 listings
2016 Toyota Highlander 41 Great Deals $23,991 1,191 listings
2015 Toyota Highlander 96 Great Deals $19,500 2,287 listings
2014 Toyota Highlander 46 Great Deals $19,488 1,248 listings
2013 Toyota Highlander 63 Great Deals $11,995 1,042 listings
2012 Toyota Highlander 31 Great Deals $11,987 663 listings
2011 Toyota Highlander 10 Great Deals $11,495 429 listings
2010 Toyota Highlander 10 Great Deals $7,380 374 listings
2009 Toyota Highlander 9 Great Deals $6,995 270 listings
2008 Toyota Highlander 35 Great Deals $5,000 784 listings