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Used Toyota Highlander for Sale near Pleasant Prairie, WI

373 results
Pleasant Prairie, WI
2021 Toyota Highlander Limited AWD Elgin Toyota

2021 Toyota Highlander

Limited AWD

71,820 miles

$28,490

Great Deal
Streamwood, IL
40 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:
Gray
Transmission:
Automatic
Mileage:
71,820
Stock number:
P20969
VIN:
5TDDZRBH8MS530184

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

95,240 miles

$26,999

Fair Deal
Muskego, WI
29 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:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
95,240
Stock number:
MW537859
VIN:
5TDGZRBHXMS537859

Sponsored

2023 Toyota Highlander L AWD

2023 Toyota Highlander

L AWD

36,897 miles

$31,222

Good Deal
Huntley, IL
39 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
36,897
Stock number:
V2978
VIN:
5TDKDRBH3PS017872

Sponsored

2013 Toyota Highlander

2013 Toyota Highlander

121,212 miles

$12,875

Good Deal
Hoffman Estates, IL
35 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:
121,212
Stock number:
451144A
VIN:
5TDZK3EH0DS130414

2022 Toyota Highlander LE AWD

2022 Toyota Highlander

LE AWD

33,032 miles

$31,497

Fair Deal
Store transfer to Kenosha, WI
551 mi away • Price includes $499 shipping Price includes $499 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,032
Stock number:
28191049
VIN:
5TDBZRBH2NS597260

2011 Toyota Highlander Base

2011 Toyota Highlander

Base

179,973 miles

$8,250

Good Deal
Crystal Lake, IL
30 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
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
179,973
Stock number:
V55517A
VIN:
5TDZA3EH5BS015212

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2019 Toyota Highlander

XLE AWD

36,629 miles

$28,549

Good Deal
Mt Pleasant, WI
14 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:
36,629
Stock number:
KS627018
VIN:
5TDJZRFH2KS627018

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2022 Toyota Highlander

LE AWD

44,930 miles

$27,795

Good Deal
Lombard, IL
47 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
44,930
Stock number:
1670045678
VIN:
5TDBZRBH8NS255036

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2019 Toyota Highlander

SE AWD

49,175 miles

$26,537

Good Deal
Barrington, IL
30 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:
49,175
Stock number:
650090B
VIN:
5TDJZRFH2KS577351

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2020 Toyota Highlander

Limited FWD

99,239 miles

$23,999

Great Deal
Lake Villa, IL
12 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
99,239
Stock number:
LV473
VIN:
5TDYZRAH0LS026505

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2017 Toyota Highlander

XLE AWD

82,348 miles

$22,577

Fair Deal
Antioch, IL
12 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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2019 Toyota Highlander

XLE AWD

88,520 miles

$22,933

Good Deal
West Allis, WI
32 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:
Blk/Black
Transmission:
8-Speed Automatic
Mileage:
88,520
Stock number:
F93337
VIN:
5TDJZRFH9KS617795

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2024 Toyota Highlander

LE AWD

37,824 miles

$31,849

Good Deal
Lincolnwood, IL
36 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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,824
Stock number:
P4629
VIN:
5TDKDRBH2RS563341

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2015 Toyota Highlander

LE Plus AWD

117,110 miles

$15,500

Good Deal
McHenry, IL
23 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
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
117,110
Stock number:
1219
VIN:
5TDBKRFH2FS089189

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2023 Toyota Highlander

Platinum AWD

20,236 miles

$41,588

Great Deal
St Charles, IL
47 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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2019 Toyota Highlander

XLE AWD

76,016 miles

$23,950

Good Deal
East Dundee, IL
36 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:
76,016
Stock number:
K8540
VIN:
5TDJZRFH6KS984668

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2020 Toyota Highlander

Limited AWD

109,889 miles

$24,600

Good Deal
Brookfield, WI
41 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
109,889
Stock number:
P84286
VIN:
5TDDZRBH8LS002787

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2019 Toyota Highlander

XLE AWD

73,084 miles

$24,247

Great Deal
Store transfer to Kenosha, WI
300 mi away • Price includes $249 shipping Price includes $249 shipping
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:
73,084
Stock number:
27430398
VIN:
5TDJZRFH9KS952331

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2020 Toyota Highlander

LE AWD

69,976 miles

$23,986

Good Deal
Glendale Heights, IL
44 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,976
Stock number:
70003080T
VIN:
5TDBZRBH5LS003080

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2018 Toyota Highlander

SE AWD

83,268 miles

$22,995

Good Deal
Northbrook, IL
26 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:
83,268
Stock number:
ND3102
VIN:
5TDJZRFH5JS880381

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2015 Toyota Highlander

LE

105,981 miles

$15,458

Fair Deal
Barrington, IL
30 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Creme Brulee Mica
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
105,981
Stock number:
260656AA
VIN:
5TDZARFH5FS016450

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2022 Toyota Highlander

XLE AWD

70,786 miles

$29,290

Great Deal
Elgin, IL
39 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
70,786
Stock number:
14395P
VIN:
5TDHZRBH6NS169072

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2023 Toyota Highlander

XLE AWD

26,861 miles

$35,495

Good Deal
St. Charles, IL
46 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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,861
Stock number:
S22929A
VIN:
5TDKDRBH4PS029576

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

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,308 currently listed for sale on CarGurus and an average price of $33,572.40, 35.5% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 83.7% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander featured an impressive 84.3 cubic feet of cargo space with seats folded down, making it highly versatile for families and adventures.

Why it stands out

The 2022 Toyota Highlander stands out in the family SUV segment due to its spacious three-row seating, making it ideal for families needing ample room for passengers and cargo. It features a robust V6 engine that delivers reliable performance, coupled with standard safety technologies that enhance peace of mind on the road. With a variety of trims available, the Highlander caters to diverse preferences and budgets while maintaining Toyota's reputation for reliability and efficiency.

Other model years to consider

For buyers considering the Toyota Highlander, model years 2015 and 2021 stand out as attractive options. The 2015 Highlander combines a competitive average price with an impressive user rating of 4.8/5 and a high percentage of good deals, making it a strong value proposition for those seeking reliability and satisfaction. Similarly, the 2021 model offers modern features at a reasonable price point while maintaining high user satisfaction ratings, positioning it well in today’s marketplace.

Other noteworthy alternatives include the 2019 Highlander, which offers solid user feedback and value for money, as well as the 2016 version, which has an appealing price point along with high user ratings. These models collectively provide diverse options that cater to different budgets while ensuring consistent quality and satisfaction among users.

Model years to approach with caution

The Toyota Highlander model years 2014, 2018, and 2011 should be approached with caution due to several financial and quality considerations. Despite decent user ratings, a significant percentage of these models are categorized as not providing good or great deals, indicating potential overpricing in the market. Furthermore, as newer models become available, availability constraints for earlier years may limit options for buyers seeking a balance between quality and price.

These recommendations are based on CarGurus' proprietary market data from December 17, 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 Pleasant Prairie, WI?

The average Toyota Highlander costs about $27,253.19. The average price has decreased by -7% since last year. The 376 for sale near Pleasant Prairie, WI on CarGurus, range from $2,499 to $51,090 in price.

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

376 out of 376 for sale near Pleasant Prairie, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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