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Used 2019 Toyota Highlander for Sale near Madison, WI

156 results
Madison, WI
2018 Toyota Highlander Limited AWD James Chrysler Dodge Jeep Ram

2018 Toyota Highlander

Limited AWD

135,019 miles

$17,995

Great Deal
Hampshire, IL
80 mi away
Year:
2018
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
Transmission:
8-Speed Automatic
Mileage:
135,019
Stock number:
P0786A
VIN:
5TDDZRFH7JS867838

Sponsored

2018 Toyota Highlander LE Plus AWD

2018 Toyota Highlander

LE Plus AWD

124,205 miles

$16,998

Great Deal
Mundelein, IL
89 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
124,205
Stock number:
823753
VIN:
5TDBZRFH0JS823753

Sponsored

2019 Toyota Highlander SE AWD

2019 Toyota Highlander

SE AWD

136,133 miles

$20,688

Fair Deal
Palatine, IL
94 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
136,133
Stock number:
PS100935A
VIN:
5TDJZRFH4KS939891

Sponsored

2018 Toyota Highlander Limited AWD

2018 Toyota Highlander

Limited AWD

135,019 miles

$17,995

Great Deal
Hampshire, IL
80 mi away
Year:
2018
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
Transmission:
8-Speed Automatic
Mileage:
135,019
Stock number:
P0786A
VIN:
5TDDZRFH7JS867838

2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

153,414 miles

$16,987

Good Deal
Janesville, WI
31 mi away
Year:
2018
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:
Almond
Transmission:
8-Speed Automatic
Mileage:
153,414
Stock number:
KI6354A
VIN:
5TDJZRFH6JS846241

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

83,391 miles

$24,900

Good Deal
Barrington, IL
91 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
83,391
Stock number:
PHO3229A
VIN:
5TDJZRFHXKS571443

Preparing for a close up...

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2018 Toyota Highlander

XLE AWD

53,845 miles

$26,656

Fair Deal
Libertyville, IL
92 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
53,845
Stock number:
SB2468
VIN:
5TDJZRFH8JS552274

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2019 Toyota Highlander

XLE AWD

84,632 miles

$25,683

Fair Deal
Palatine, IL
95 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,632
Stock number:
65150A
VIN:
5TDJZRFH8KS568671

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Platinum AWD

84,160 miles

$30,900

Good Deal
Mchenry, IL
76 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red Pearl
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
Automatic
Mileage:
84,160
Stock number:
UT20925
VIN:
5TDFZRBH3LS036872

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2019 Toyota Highlander

Limited Platinum AWD

110,029 miles

$24,674

Good Deal
St Charles, IL
97 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:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
110,029
Stock number:
J12343A
VIN:
5TDDZRFH5KS922224

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

95,584 miles

$25,829

Fair Deal
Certified Pre-Owned
Madison, WI
4 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:
Alumina Jade Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
95,584
Stock number:
TS240106B
VIN:
5TDJZRFHXKS704153

Preparing for a close up...

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2018 Toyota Highlander

Limited AWD

123,014 miles

$19,998

Great Deal
Madison, WI
5 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
123,014
Stock number:
G4957
VIN:
5TDDZRFH8JS898693

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE FWD

45,642 miles

$25,547

Fair Deal
Store transfer to Madison, WI
875 mi away • Price includes $549 shipping Price includes $549 shipping
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
45,642
Stock number:
27982592
VIN:
5TDZZRFH7KS369517

Preparing for a close up...

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2019 Toyota Highlander

XLE AWD

87,662 miles

$24,388

Good Deal
Oshkosh, WI
77 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:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,662
Stock number:
1260
VIN:
5TDJZRFH6KS623280

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

122,655 miles

$19,935

Good Deal
Antioch, IL
78 mi away
Year:
2018
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:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
122,655
Stock number:
04T3500B
VIN:
5TDJZRFH1JS523070

Preparing for a close up...

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2019 Toyota Highlander

SE AWD

79,532 miles

$26,998

Fair Deal
Certified Pre-Owned
Plover, WI
96 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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
79,532
Stock number:
T1328A
VIN:
5TDJZRFH5KS617017

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

XLE AWD

136,374 miles

$21,891

Good Deal
Crystal Lake, IL
80 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
136,374
Stock number:
LV55201A
VIN:
5TDGZRBH4LS512552

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

77,019 miles

$25,500

Good Deal
Elgin, IL
87 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:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
77,019
Stock number:
E16353A
VIN:
5TDJZRFH7KS585963

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2019
  5. / Wisconsin
  6. / Madison
Overview
Reviews
FAQs

CarGurus Analysis: 2019 Toyota Highlander

Picture of 2019 Toyota Highlander ## Summary - With 2,166 currently listed for sale and an **average price of $23,467.00**, 34.8% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2019 Toyota Highlander 4.57 / 5 stars. - **65.3% of 2019 Highlander models on CarGurus are accident free**. - The 2019 Toyota Highlander is praised for its comfort and spaciousness, along with strong safety features and reliable performance. ## Why it stands out The 2019 Toyota Highlander remains a top choice among midsize SUVs for families, emphasizing comfort and safety. Many reviews commend its spacious interior, reliability, and a robust suite of standard safety features. This model year benefits from Toyota’s long-standing commitment to quality, as evidenced by its high user ratings. Although it may not excite with dynamic driving performance, its smooth ride and spacious seating make it a practical choice for daily commuting and family road trips. Additionally, the Highlander's high accident-free percentage (65.3%) speaks volumes about its durability and safety performance. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $33,089.00 - Good/great deal percentage: 30.5% - User rating: 4.58 / 5 - Total listings: 3,898 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,417.00 - Good/great deal percentage: 31.6% - User rating: 4.36 / 5 - Total listings: 3,970 - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,730.00 - Good/great deal percentage: 34.2% - User rating: 4.76 / 5 - Total listings: 1,144 This analysis is based on CarGurus' proprietary market data from March 23, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(83 reviews)
Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

Suzanne M
5.0
Reviewed a 2019 Toyota Highlander on Oct 11, 2024

It’s roomy, has all the bells and whistles. Nice smooth ride. Takes a little time to manipulate all the “bells and whistles”. Also aesthetically good .

Candice O
4.0
Reviewed a 2019 Toyota Highlander on Jul 22, 2024

Drives very nicely, compared to new ford explorer which drove terrible and had constant bells. Front seats are terrible compared to 2004 Highlander. Headrests are so forward I had to be unsafe and turn them around so I did not constantly have a headache while driving. Will have to buy cushions to correct this. No knee room in passenger seat as dash board very low. Has decent size cup holders in front compared to small ones in new Highlander. Back seat is larger and more comfortable for kids than old Highlander, stealing from the 3rd row. Storage is about the same.

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Jan 16, 2022

Our family absolutely LOVES this vehicle. Glad that we bought it. No regrets.

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Dec 07, 2021

My 2019 Highlander LE/LE Plus is phenomenal!! It’s everything and more of what I hoped to find. I truly wouldn’t want anything more in the way of it’s already awesome features than it has. With only 13.,500 miles on it and Toyota Certified PreOwned Status, it’s perfect. It’s my second Highlander and they are amazing vehicles!!

2019 Toyota Highlander FAQs

How much does the 2019 Toyota Highlander cost in Madison, WI?

The average 2019 Toyota Highlander costs about $23,490.31. The average price has decreased by -5.6% since last year. The 139 for sale near Madison, WI on CarGurus, range from $16,159 to $36,998 in price.

How many 2019 Toyota Highlander vehicles in Madison, WI have no reported accidents or damage?

129 out of 139 for sale near Madison, WI have no reported accidents or damage.

What is the fuel economy of the 2019 Toyota Highlander?

Depending on the engine and options, the 2019 Toyota Highlander gets between 22 and 23 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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