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Used Toyota Highlander for Sale near Madison, WI

297 results
Madison, WI
2023 Toyota Highlander L FWD Elgin Volkswagen

2023 Toyota Highlander

L FWD

38,829 miles

$33,727

Fair Deal
Elgin, IL
90 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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
38,829
Stock number:
P2947A
VIN:
5TDKDRAH1PS507826

Sponsored

2023 Toyota Highlander L FWD

2023 Toyota Highlander

L FWD

56,380 miles

$27,700

Great Deal
Lake Geneva, WI
59 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:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
56,380
Stock number:
30P1045
VIN:
5TDKDRAH8PS502767

Sponsored

2024 Toyota Highlander

2024 Toyota Highlander

Limited AWD

37,200 miles

$40,990

Fair Deal
Middleton, WI
7 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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
37,200
Stock number:
51100
VIN:
5TDKDRBH0RS547039

Sponsored

2023 Toyota Highlander XLE FWD

2023 Toyota Highlander

XLE FWD

70,771 miles

$29,214

Good Deal
Elkhorn, WI
50 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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
70,771
Stock number:
06P2408
VIN:
5TDKDRAH5PS010889

2023 Toyota Highlander L FWD

2023 Toyota Highlander

L FWD

56,380 miles

$27,700

Great Deal
Lake Geneva, WI
59 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:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
56,380
Stock number:
30P1045
VIN:
5TDKDRAH8PS502767

2023 Toyota Highlander LE FWD

2023 Toyota Highlander

LE FWD

63,146 miles

$26,671

Great Deal
Elkhorn, WI
50 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:
White (Wind Chill Pearl)
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
63,146
Stock number:
06X1340
VIN:
5TDKDRAH3PS504507

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2011 Toyota Highlander

Base

132,500 miles

$10,499

Good Deal
Elgin, IL
92 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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2018 Toyota Highlander

XLE AWD

122,655 miles

$20,460

Fair 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

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2021 Toyota Highlander

XSE AWD

69,932 miles

$29,998

Good Deal
Elgin, IL
90 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
69,932
Stock number:
4570A
VIN:
5TDJZRBHXMS159628

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2024 Toyota Highlander

LE AWD

56,430 miles

$29,771

Good Deal
Brookfield, WI
62 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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2024 Toyota Highlander

LE AWD

37,255 miles

$33,542

Good Deal
Dubuque, IA
78 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,255
Stock number:
N32599
VIN:
5TDKDRBH4RS529479

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2024 Toyota Highlander

LE AWD

55,750 miles

$28,996

Great Deal
Brookfield, WI
62 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:
55,750
Stock number:
PML1476
VIN:
5TDKDRBH9RS535522

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2024 Toyota Highlander

LE AWD

41,313 miles

$32,900

Good Deal
Certified Pre-Owned
Brookfield, WI
62 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
41,313
Stock number:
PSW1077
VIN:
5TDKDRBH2RS562626

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2019 Toyota Highlander

SE AWD

112,597 miles

$20,765

Great Deal
Rockford, IL
58 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

Limited AWD

48,620 miles

$35,266

Great Deal
Dubuque, IA
79 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

XLE AWD

160,596 miles

$15,981

Good Deal
Cedarburg, WI
72 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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2014 Toyota Highlander

XLE AWD

152,903 miles

$14,901

Fair Deal
Beloit, WI
43 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
152,903
Stock number:
90081B
VIN:
5TDJKRFH0ES010418

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2018 Toyota Highlander

XLE AWD

153,414 miles

$17,799

Fair 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

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2018 Toyota Highlander

Limited AWD

123,014 miles

$20,326

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

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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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2023 Toyota Highlander

L FWD

72,065 miles

$25,095

Great Deal
Milwaukee, WI
68 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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2019 Toyota Highlander

XLE AWD

119,710 miles

$20,999

Good Deal
Saukville, 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:
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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2022 Toyota Highlander

XSE AWD

29,748 miles

$37,453

Good Deal
Kenosha, WI
81 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
Automatic
Mileage:
29,748
Stock number:
KB3240
VIN:
5TDJZRBH1NS179154

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

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 3,958 currently listed for sale on CarGurus and an **average price of $32,739.00**, 31.5% 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. - **82.2% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander is commended for its safety, comfort, and the ability to deliver a smooth ride, along with a range of trims and features that cater to various family needs. ## Why it stands out The 2022 Toyota Highlander excels as a family-friendly SUV, combining essential capabilities with a touch of style. It offers a spacious three-row seating configuration, robust V6 performance, and a suite of advanced safety features, all designed to meet the demands of family life. With options for all-wheel drive and impressive towing capacity, it stands ready for both daily commutes and weekend adventures. Additionally, the Highlander's modern interior, equipped with user-friendly technology, provides convenience for busy families. Its reputation for reliability and comfort further solidifies its appeal to buyers looking for a dependable vehicle to carry their loved ones. ## Other model years to consider - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,640.00 - Good/great deal percentage: 37.8% - User rating: 4.76 / 5 - Total listings: 1,197 - **[2016 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2016-Toyota-Highlander-c25184)** - Average price: $17,934.00 - Good/great deal percentage: 37.6% - User rating: 4.63 / 5 - Total listings: 1,614 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,223.00 - Good/great deal percentage: 35.2% - User rating: 4.57 / 5 - Total listings: 2,380 These recommendations are based on CarGurus' proprietary market data from March 9, 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 Madison, WI?

The average Toyota Highlander costs about $27,254.33. The average price has decreased by -5.3% since last year. The 501 for sale near Madison, WI on CarGurus, range from $4,084 to $55,503 in price.

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

501 out of 501 for sale near Madison, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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