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Used Toyota Highlander for Sale near Madison, WI

436 results
Madison, WI
2019 Toyota Highlander XLE AWD Dart Motors LLC

2019 Toyota Highlander

XLE AWD

94,064 miles

$24,999

Fair Deal
Mchenry, IL
78 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:
8-Speed Automatic
Mileage:
94,064
Stock number:
1837
VIN:
5TDJZRFH8KS567830

Sponsored

2012 Toyota Highlander Base AWD

2012 Toyota Highlander

Base AWD

193,702 miles

$7,888

Great Deal
Jefferson, WI
30 mi away
Year:
2012
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic
Mileage:
193,702
Stock number:
171874
VIN:
5TDBK3EH8CS171874

Sponsored

2012 Toyota Highlander Base AWD

2012 Toyota Highlander

Base AWD

162,515 miles

$10,995

Fair Deal
Kenosha, WI
85 mi away
Year:
2012
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:
Black (Charcoal)
Transmission:
5-Speed Automatic
Mileage:
162,515
Stock number:
9419
VIN:
5TDBK3EH1CS107756

Sponsored

2018 Toyota Highlander Limited AWD

2018 Toyota Highlander

Limited AWD

157,710 miles

$17,758

Great Deal
Dubuque, IA
77 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:
Black
Transmission:
8-Speed Automatic
Mileage:
157,710
Stock number:
T250992A
VIN:
5TDDZRFH9JS497220

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

88,483 miles

$24,112

Good Deal
Dubuque, IA
78 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:
Ash
Transmission:
Automatic
Mileage:
88,483
Stock number:
26023B
VIN:
5TDJZRFH2KS584283

2011 Toyota Highlander Base

2011 Toyota Highlander

Base

132,500 miles

$10,799

Fair 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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2017 Toyota Highlander

XLE AWD

82,348 miles

$22,977

Fair Deal
Antioch, IL
77 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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
82,348
Stock number:
21033N
VIN:
5TDJZRFH4HS513336

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2014 Toyota Highlander

Limited AWD

160,058 miles

$12,495

Great Deal
Dekalb, IL
86 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:
Attitude Black Metallic 218
Fuel type:
Gasoline
Interior color:
Black 20
Transmission:
6-Speed Automatic Overdrive
Mileage:
160,058
Stock number:
S009113
VIN:
5TDDKRFHXES009113

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2022 Toyota Highlander

LE FWD

10,243 miles

$30,800

Great Deal
Dubuque, IA
79 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,243
Stock number:
321830A
VIN:
5TDZZRAH6NS560955

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2023 Toyota Highlander

XSE FWD

37,791 miles

$37,997

Fair Deal
Store transfer to Madison, WI
1,606 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
Automatic
Mileage:
37,791
Stock number:
27734611
VIN:
5TDKDRAH8PS014662

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2012 Toyota Highlander

Base AWD

193,702 miles

$7,888

Great Deal
Jefferson, WI
30 mi away
Year:
2012
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic
Mileage:
193,702
Stock number:
171874
VIN:
5TDBK3EH8CS171874

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2021 Toyota Highlander

LE AWD

35,500 miles

$28,989

Great Deal
Dubuque, IA
78 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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
35,500
Stock number:
P25384
VIN:
5TDBZRBH7MS149322

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2013 Toyota Highlander

121,192 miles

$13,995

Fair Deal
Hoffman Estates, IL
96 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic Overdrive
Mileage:
121,192
Stock number:
451144A
VIN:
5TDZK3EH0DS130414

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2013 Toyota Highlander

Limited AWD

131,621 miles

$13,970

Fair Deal
East Dubuque, IL
74 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:
Magnetic Gray Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
131,621
Stock number:
DS221825
VIN:
5TDDK3EH2DS221825

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2022 Toyota Highlander

XSE AWD

24,410 miles

$39,397

Fair Deal
Store transfer to Madison, WI
706 mi away • Price includes $399 shipping Price includes $399 shipping
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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,410
Stock number:
28042358
VIN:
5TDLZRBH7NS256392

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2014 Toyota Highlander

XLE AWD

184,562 miles

$12,955

Fair Deal
Neenah, WI
90 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:
Gray
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
184,562
Stock number:
D41586B
VIN:
5TDJKRFHXES015819

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2018 Toyota Highlander

XLE AWD

122,012 miles

$20,497

Good Deal
Store transfer to Madison, WI
793 mi away • Price includes $499 shipping Price includes $499 shipping
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:
Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
122,012
Stock number:
28095366
VIN:
5TDJZRFH5JS546965

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2020 Toyota Highlander

XLE FWD

89,797 miles

$25,797

Fair Deal
Store transfer to Madison, WI
1,656 mi away • Price includes $1,799 shipping Price includes $1,799 shipping
Year:
2020
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:
Black
Transmission:
Automatic
Mileage:
89,797
Stock number:
28147005
VIN:
5TDGZRAH8LS011326

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2024 Toyota Highlander

LE AWD

36,667 miles

$33,000

Good Deal
Neenah, WI
89 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,667
Stock number:
KPPS16105
VIN:
5TDKDRBH1RS550838

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2018 Toyota Highlander

Limited AWD

99,052 miles

$23,447

Good Deal
Store transfer to Madison, WI
791 mi away • Price includes $449 shipping Price includes $449 shipping
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:
Automatic
Mileage:
99,052
Stock number:
27362834
VIN:
5TDDZRFHXJS816205

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2015 Toyota Highlander

Limited AWD

135,979 miles

$15,495

Great Deal
Waukesha, WI
59 mi away
Year:
2015
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
Transmission:
6-Speed Automatic Overdrive
Mileage:
135,979
Stock number:
W3264
VIN:
5TDDKRFH6FS192317

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2023 Toyota Highlander

Platinum AWD

20,236 miles

$42,488

Good Deal
St Charles, IL
97 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,236
Stock number:
C9400
VIN:
5TDKDRBHXPS003290

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2023 Toyota Highlander

L FWD

71,630 miles

$28,243

Fair Deal
Oak Creek, 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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
71,630
Stock number:
44P1632
VIN:
5TDKDRAH1PS020206

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  1. Home
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  5. / Madison
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,414 currently listed for sale on CarGurus and an average price of $33,925.20, 34.3% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 84.3% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander offered an impressive 84.3 cubic feet of cargo space with the rear seats folded down, enhancing its practicality for families.

Why it stands out

The 2022 Toyota Highlander sets itself apart in the competitive midsize SUV market with its impressive blend of versatility and reliability, making it an ideal choice for families. Equipped with a robust V6 engine and a spacious three-row configuration, it offers ample room for passengers and cargo while maintaining excellent fuel efficiency, especially in its hybrid variant. Additionally, the standard suite of advanced safety features ensures peace of mind on the road, reinforcing Toyota's commitment to quality and safety that has garnered high ratings from both experts and users alike.

Other model years to consider

The 2015 and 2016 Toyota Highlander models present excellent alternatives for buyers seeking a balance of affordability and positive user feedback. With average prices around $16,847 and $18,380 respectively, both years maintain high user ratings of 4.8/5 and 4.6/5, while also enjoying strong availability of good deals at 34% and 38%.

Additionally, the 2019 model stands out as a moderately suitable choice due to its competitive pricing of approximately $24,133 and a solid user rating of 4.6/5, along with an impressive deal availability at 37%. These options provide a range of price points while ensuring favorable reviews from current owners.

Model years to approach with caution

When considering the Toyota Highlander, buyers should closely examine various model years due to differing market positioning and user feedback patterns. The 2010 and 2011 models stand out for their relatively high user ratings of 4.5/5 and 4.4/5, respectively, but a significant percentage of listings are not categorized as good deals, indicating that careful negotiation may be necessary. In contrast, earlier models like the 2005 Highlander have garnered an impressive user rating of 4.6/5 but come with a lower average price, though they also face challenges in deal quality.

These recommendations are based on CarGurus' proprietary market data from December 3, 2025, 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.

Kristy E
5.0
Reviewed a 2010 Toyota Highlander on Jan 25, 2024

Great car that has a reputation for durability. Love the features.

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

Toyota Highlander FAQs

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

The average Toyota Highlander costs about $27,649.92. The average price has decreased by -5.2% since last year. The 636 for sale near Madison, WI on CarGurus, range from $3,987 to $49,499 in price.

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

636 out of 636 for sale near Madison, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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