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Used Toyota Highlander for Sale near Middleton, WI

237 results
Middleton, WI
2019 Toyota Highlander XLE AWD Driven Auto of Dundee

2019 Toyota Highlander

XLE AWD

117,288 miles

$21,980

Fair Deal
East Dundee, IL
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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
8-Speed Automatic
Mileage:
117,288
Stock number:
T2082
VIN:
5TDJZRFH2KS602801

Sponsored

2018 Toyota Highlander Limited Platinum AWD

2018 Toyota Highlander

Limited Platinum AWD

80,978 miles

$27,992

Fair Deal
Appleton, WI
96 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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,978
Stock number:
86023
VIN:
5TDDZRFH2JS802198

Sponsored

2018 Toyota Highlander Limited AWD

2018 Toyota Highlander

Limited AWD

123,014 miles

$20,420

Good Deal
Madison, WI
4 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

Sponsored

2017 Toyota Highlander XLE AWD

2017 Toyota Highlander

XLE AWD

93,795 miles

$21,692

Good Deal
Mount Carroll, IL
75 mi away
Year:
2017
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:
93,795
Stock number:
03X436A
VIN:
5TDJZRFH1HS385055

2022 Toyota Highlander LE AWD

2022 Toyota Highlander

LE AWD

74,252 miles

$26,777

Good Deal
Madison, WI
8 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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
74,252
Stock number:
24P4571
VIN:
5TDBZRBHXNS250341

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

119,710 miles

$20,999

Good Deal
Saukville, WI
82 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:
Black
Transmission:
Automatic
Mileage:
119,710
Stock number:
E17566A
VIN:
5TDJZRFH3KS621227

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2018 Toyota Highlander

SE AWD

114,012 miles

$20,461

Good Deal
Greenfield, WI
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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
114,012
Stock number:
153460A
VIN:
5TDJZRFH8JS524619

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2018 Toyota Highlander

XLE AWD

160,596 miles

$15,981

Good Deal
Cedarburg, WI
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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
160,596
Stock number:
26127A
VIN:
5TDJZRFH1JS870382

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2021 Toyota Highlander

XSE AWD

70,497 miles

$29,200

Great Deal
Lake Villa, IL
88 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:
Black
Transmission:
Automatic
Mileage:
70,497
Stock number:
LV565
VIN:
5TDLZRBH2MS147269

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2023 Toyota Highlander

Limited AWD

48,620 miles

$36,231

Great Deal
Dubuque, IA
76 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
48,620
Stock number:
25T245C
VIN:
5TDKDRBHXPS024074

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2018 Toyota Highlander

Limited AWD

123,014 miles

$20,420

Good Deal
Madison, WI
4 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

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2021 Toyota Highlander

LE AWD

99,863 miles

$21,995

Great Deal
Hortonville, WI
96 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
99,863
Stock number:
4861
VIN:
5TDBZRBH0MS543048

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2021 Toyota Highlander

XSE AWD

80,354 miles

$28,000

Great Deal
Kenosha, WI
92 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:
Black (Charcoal)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,354
Stock number:
M25529A
VIN:
5TDJZRBH7MS149011

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2011 Toyota Highlander

Base

132,500 miles

$10,799

Good Deal
Elgin, IL
99 mi away
Year:
2011
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:
Gray
Transmission:
5-Speed Automatic
Mileage:
132,500
Stock number:
070624
VIN:
5TDBK3EH8BS070624

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2022 Toyota Highlander

XLE AWD

57,788 miles

$30,990

Good Deal
Middleton, WI
1 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
Transmission:
8-Speed Automatic
Mileage:
57,788
Stock number:
50953
VIN:
5TDGZRBHXNS165635

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2024 Toyota Highlander

LE AWD

56,430 miles

$29,799

Good Deal
Brookfield, WI
68 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,430
Stock number:
PSW1075
VIN:
5TDKDRBH8RS540047

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2019 Toyota Highlander

SE AWD

112,597 miles

$20,765

Great Deal
Rockford, IL
64 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:
Blue
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
112,597
Stock number:
12425
VIN:
5TDJZRFHXKS939426

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2023 Toyota Highlander

L FWD

72,065 miles

$24,995

Great Deal
Milwaukee, WI
74 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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black, Fabric Seat Trim
Transmission:
8-Speed Automatic
Mileage:
72,065
Stock number:
T52762A
VIN:
5TDKDRAH2PS515126

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2021 Toyota Highlander

XSE AWD

59,427 miles

$31,800

Good Deal
Milwaukee, WI
80 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,427
Stock number:
7797
VIN:
5TDLZRBHXMS128839

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2013 Toyota Highlander

SE AWD

194,300 miles

$8,790

Good Deal
Deerfield, WI
23 mi away
Year:
2013
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
194,300
Stock number:
1535
VIN:
5TDBK3EH3DS263279

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2019 Toyota Highlander

XLE AWD

90,909 miles

$22,997

Good Deal
Waukesha, WI
66 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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
90,909
VIN:
5TDJZRFH8KS623524

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2017 Toyota Highlander

XLE AWD

96,955 miles

$21,105

Good Deal
Milwaukee, WI
80 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
96,955
Stock number:
RSL8233A
VIN:
5TDJZRFH0HS391607

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2014 Toyota Highlander

LE

132,528 miles

$12,799

Good Deal
Gurnee, IL
94 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
6-Speed Automatic Overdrive
Mileage:
132,528
Stock number:
GV29816A
VIN:
5TDZKRFH9ES030833

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  1. Home
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  3. / Toyota Highlander
  4. / Wisconsin
  5. / Middleton
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,445 currently listed for sale on CarGurus and an **average price of $32,524.00**, 32.8% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.5% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious interior with a comfortable ride, solid fuel efficiency, and advanced safety features like Toyota Safety Sense. ## Why it stands out The 2022 Toyota Highlander stands out in the competitive midsize SUV market thanks to its blend of practicality, comfort, and reliability. With a redesign that emphasizes both interior space and a smooth driving experience, this model caters to families and individuals looking for a dependable vehicle. The introduction of hybrid technology in this generation enhances its fuel economy, while the spacious cabin provides ample room for passengers and cargo alike. Additionally, the inclusion of advanced safety features has solidified the Highlander's reputation as a safe and secure option for any driver. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,272.00 - Good/great deal percentage: 33.6% - User rating: 4.82 / 5 - Total listings: 3,016 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,159.00 - Good/great deal percentage: 34.8% - User rating: 4.57 / 5 - Total listings: 2,580 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,061.00 - Good/great deal percentage: 34.4% - User rating: 4.48 / 5 - Total listings: 2,823 These recommendations are based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

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

James S
4.0
Reviewed a 2008 Toyota Highlander on 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!

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Middleton, WI?

The average Toyota Highlander costs about $26,647.42. The average price has decreased by -7.6% since last year. The 539 for sale near Middleton, WI on CarGurus, range from $4,099 to $54,756 in price.

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

539 out of 539 for sale near Middleton, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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