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Used 2021 Toyota Highlander for Sale near Milwaukee, WI

247 results
Milwaukee, WI
2021 Toyota Highlander XLE AWD Porcaro Ford

2021 Toyota Highlander

XLE AWD

114,793 miles

$24,194

Good Deal
Racine, WI
22 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:
114,793
Stock number:
7864A
VIN:
5TDGZRBH0MS129757

Sponsored

2022 Toyota Highlander XLE AWD

2022 Toyota Highlander

XLE AWD

49,045 miles

$32,995

Great Deal
Greenfield, 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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
49,045
Stock number:
43T2113A
VIN:
5TDGZRBH4NS181300

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

117,639 miles

$25,300

Fair Deal
Milwaukee, WI
7 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
117,639
Stock number:
250768A
VIN:
5TDGZRBH6MS063392

Sponsored

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2022 Toyota Highlander

XLE AWD

28,608 miles

$34,260

Good Deal
Brookfield, WI
13 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:
White (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
28,608
Stock number:
PRS2799
VIN:
5TDGZRBH9NS594605

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2021 Toyota Highlander

Platinum AWD

30,927 miles

$38,998

Fair Deal
Sheboygan, WI
46 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
30,927
Stock number:
D414583C
VIN:
5TDFZRBH8MS156815

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2022 Toyota Highlander

XLE AWD

58,066 miles

$29,699

Great Deal
Gurnee, IL
45 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,066
Stock number:
GM29309R
VIN:
5TDGZRBH8NS221233

Preparing for a close up...

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2022 Toyota Highlander

XLE AWD

45,476 miles

$32,575

Good Deal
Brookfield, WI
13 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
45,476
Stock number:
PRS2788
VIN:
5TDGZRBH2NS590475

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Photos coming soon

2022 Toyota Highlander

XSE FWD

43,312 miles

$34,197

Good Deal
Store transfer to Milwaukee, WI
975 mi away • Price includes $1,199 shipping Price includes $1,199 shipping
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
43,312
Stock number:
28020854
VIN:
5TDLZRAH1NS113956

Preparing for a close up...

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2022 Toyota Highlander

Platinum AWD

70,623 miles

$32,499

Great Deal
Gurnee, IL
45 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
70,623
Stock number:
GM29578R
VIN:
5TDFZRBH4NS229941

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

47,578 miles

$33,495

Good Deal
Certified Pre-Owned
West Bend, WI
31 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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
47,578
Stock number:
T68055A
VIN:
5TDGZRBH7NS190993

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XSE AWD

56,892 miles

$33,554

Good Deal
Brookfield, WI
13 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:
Black
Transmission:
8-Speed Automatic
Mileage:
56,892
Stock number:
PRS2790
VIN:
5TDLZRBH1NS240589

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2021
  5. / Wisconsin
  6. / Milwaukee
Overview
Reviews
FAQs

CarGurus Analysis: 2021 Toyota Highlander

Picture of 2021 Toyota Highlander

Summary

  • With 4,592 currently listed for sale on CarGurus and an average price of $30,564.30, 34.6% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.8 / 5 stars and CarGurus experts gave it an 7.5 / 10.
  • 80.2% of 2021 Highlander models on CarGurus are accident free.
  • The 2021 Toyota Highlander provided a comfortable and spacious ride, bolstered by an array of standard safety features, though it faced some competition due to its uninspired styling and base engine performance.

Why it stands out

The 2021 Toyota Highlander stood out in the competitive three-row SUV market due to its exceptional ride quality and spacious interior, making it a comfortable choice for families. It also led the way in safety by incorporating additional technology as standard equipment, enhancing its appeal to safety-conscious buyers. While its styling and base engine received mixed reviews, the overall design offered a reliable and practical option for those seeking a versatile vehicle.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
  • 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.
  • 2019 Toyota Highlander: This year offers $24,132.82 average price, 37% good/great deals, 4.6/5 user rating, 3,154 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.

4.9 Overall rating

(44 reviews)
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.

Rob K
5.0
Reviewed a 2021 Toyota Highlander on Jan 22, 2024

I tried the 2023 Platinum Highlander and I was really disappointed in the engine performance! Thats why I stepped back to a 2021 Platinum, for the bigger, more powerful 6-cyl! With all other items being equal, I would definitely be more inclined to purchase a 21 or 22 Platinum with the 3.5L 6cyl engine. Excellent vehicle! We currently have a 2010 with 150+K miles and its been an excellent vehicle, its just time to get my wife a newer car!

Anonymous
5.0
Reviewed a 2021 Toyota Highlander on Mar 01, 2024

Great ride. Fantastic features, its loaded. Gets very good gas mileage. Dont hear outside noises. Love the sun roof & powered lift gate. Its lacking nothing!

Jimmy K
5.0
Reviewed a 2021 Toyota Highlander on May 31, 2024

Drives great and has all the tech you need. I have a limited V6.

2021 Toyota Highlander FAQs

How much does the 2021 Toyota Highlander cost in Milwaukee, WI?

The average 2021 Toyota Highlander costs about $30,485.61. The average price has decreased by -7.8% since last year. The 247 for sale near Milwaukee, WI on CarGurus, range from $20,044 to $46,998 in price.

Is the 2021 Toyota Highlander a good car?

CarGurus experts gave the 2021 Toyota Highlander an overall rating of 7.5/10 and 2021 Toyota Highlander owners have rated the vehicle a 4.8/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many 2021 Toyota Highlander vehicles in Milwaukee, WI have no reported accidents or damage?

247 out of 247 for sale near Milwaukee, WI have no reported accidents or damage.

Is the 2021 Toyota Highlander safe?

CarGurus experts gave the 2021 Toyota Highlander a safety rating of 10/10.

What is the fuel economy of the 2021 Toyota Highlander?

Depending on the engine and options, the 2021 Toyota Highlander gets between 23 and 23 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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