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Used 2021 Toyota Highlander for Sale nearKenosha, WI

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217 vehicles found

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Year:
2021
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
Transmission:
Automatic
Mileage:
89,272
Stock #:
4171
VIN:
5TDGZRAH2MS534598
Silver 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
AUTOS OF CHICAGO

Sponsored by AUTOS OF CHICAGO

2021 Toyota Highlander

XLE FWD

89,272 mi

Arlington Heights, IL
34 mi away
Great Deal

$25,690

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:
71,575
Stock #:
D68534A
VIN:
5TDFZRBH9NS191557
Black 2022 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2022 Toyota Highlander

Platinum AWD

71,575 mi

Streamwood, IL
44 mi away
Fair Deal

$36,358

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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
89,930
Stock #:
29142
VIN:
5TDCZRBHXMS530280
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$700

 

2021 Toyota Highlander

L AWD

89,930 mi

Home delivery from Cambridge, OH
Price includes $554 shipping
Great Deal

$24,131

$23,430

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,927
VIN:
5TDGZRBH8NS594174
Red (Ruby Flare Pearl) 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2022 Toyota Highlander

XLE AWD

17,927 mi

Home delivery from Lynnwood, WA
Price includes $1,700 shipping
Fair Deal

$39,691

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:
Automatic
Mileage:
27,202
Stock #:
27866JF
VIN:
5TDGZRBH2MS065009
Midnight Black Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2021 Toyota Highlander

XLE AWD

27,202 mi

Home delivery from Maumee, OH
Price includes $448 shipping
Good Deal

$33,696

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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,670
Stock #:
9D0439A
VIN:
5TDLZRBH4MS065320
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

XSE AWD

65,670 mi

Home delivery from Cleveland, OH
Price includes $731 shipping
Good Deal

$33,169

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
51,952
Stock #:
912
VIN:
5TDJZRAH3MS048517
Black 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

XSE FWD

51,952 mi

Home delivery from Jacksonville, FL
Price includes $1,371 shipping
Good Deal

$33,759

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:
Black
Transmission:
8-Speed Automatic
Mileage:
52,785
Stock #:
H0045A
VIN:
5TDGZRBH8MS156091
Moon Dust 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2021 Toyota Highlander

XLE AWD

52,785 mi

Lincolnwood, IL
41 mi away
Great Deal

$30,373

$29,373

CarGurus Analysis:

2021 Toyota Highlander

4.9

  • With 3,248 currently listed for sale and an average price of $30,445.00, 36.1% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.

  • 77.6% of 2021 Highlander models on CarGurus are accident free.

  • The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a popular choice for families.

Research summarized using AI

 

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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,720
Stock #:
056928
VIN:
5TDJZRBH0MS056928
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2021 Toyota Highlander

XSE AWD

79,720 mi

Home delivery from Scottsdale, AZ
Price includes $2,243 shipping
Fair Deal

$32,238

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:
Pearl
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
60,289
Stock #:
1052552
VIN:
5TDGZRBH2NS578083
Pearl 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2022 Toyota Highlander

XLE AWD

60,289 mi

Home delivery from Cincinnati, OH
Price includes $582 shipping
Good Deal

$33,878

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,513
Stock #:
071387
VIN:
5TDLZRAH9MS071387
Black 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE FWD

70,513 mi

Home delivery from Marietta, GA
Price includes $620 shipping
Fair Deal

$32,019

CarGurus Analysis: 2021 Toyota Highlander

7.5
of 10
overall
Look and feel8/10
Technology7/10
Performance6/10
Safety10/10
Form & function7/10
Cost effectiveness7/10
Image Not Available

Summary

  • With 3,248 currently listed for sale and an average price of $30,445.00, 36.1% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.

  • 77.6% of 2021 Highlander models on CarGurus are accident free.

  • The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a popular choice for families.

Why it stands out

The 2021 Toyota Highlander continues to be a top contender in the three-row SUV market, thanks to its blend of comfort, reliability, and safety features. With a powerful 3.5-liter V6 engine producing 295 horsepower, it offers a smooth and predictable driving experience, ideal for family outings. The Highlander stands out with its stylish design, which includes a bold front grille and sleek lines that differentiate it from competitors. Inside, the Highlander boasts a high-quality interior with ample space for passengers and cargo, making it practical for everyday use. Additionally, the introduction of the XSE trim adds a sportier aesthetic without compromising comfort. While some users have noted concerns about fuel economy and technology features, the overall package remains appealing for those prioritizing safety and comfort.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,166.00
    • Good/great deal percentage: 38.0%
    • User rating: 5 / 5
    • Total listings: 3,845
  • 2023 Toyota Highlander

    • Average price: $36,159.00
    • Good/great deal percentage: 37.2%
    • User rating: 4.75 / 5
    • Total listings: 4,496
  • 2022 Toyota Highlander

    • Average price: $33,455.00
    • Good/great deal percentage: 36.6%
    • User rating: 4.44 / 5
    • Total listings: 4,837

This analysis is based on CarGurus' proprietary market data from July 13, 2026, CarGurus experts' opinions, and generative AI.

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