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Used 2021 Toyota Highlander for Sale near Milwaukee, WI

131 results
Milwaukee, WI
2021 Toyota Highlander XLE AWD Toyota of Fox Lake

2021 Toyota Highlander

XLE AWD

41,845 miles

$33,614

Fair Deal
Fox Lake, IL
47 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
41,845
Stock number:
P2815
VIN:
5TDGZRBH1MS071433

Sponsored

2022 Toyota Highlander XSE AWD

2022 Toyota Highlander

XSE AWD

83,935 miles

$31,804

Good Deal
Fox Lake, 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:
Black
Transmission:
Automatic
Mileage:
83,935
Stock number:
XP2801
VIN:
5TDJZRBH6NS172233

Sponsored

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

59,427 miles

$32,097

Good 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,427
Stock number:
7797
VIN:
5TDLZRBHXMS128839

Sponsored

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

70,585 miles

$30,442

Good Deal
Lake Villa, IL
44 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,585
Stock number:
LV565
VIN:
5TDLZRBH2MS147269

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

59,427 miles

$32,097

Good 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
59,427
Stock number:
7797
VIN:
5TDLZRBHXMS128839

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

95,240 miles

$26,299

Good Deal
Muskego, WI
14 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

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum AWD

39,174 miles

$41,995

Fair Deal
Certified Pre-Owned
Milwaukee, WI
7 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 Leather
Transmission:
Automatic
Mileage:
39,174
Stock number:
U8505A
VIN:
5TDFZRBH4NS236792

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Platinum AWD

56,343 miles

$35,697

Great Deal
Store transfer to Milwaukee, WI
754 mi away • Price includes $699 shipping Price includes $699 shipping
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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
56,343
Stock number:
28199591
VIN:
5TDFZRBH4MS063788

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum AWD

59,900 miles

$39,100

Fair 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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
59,900
Stock number:
43X529
VIN:
5TDFZRBH2NS166239

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 2,581 currently listed for sale and an **average price of $29,846.00**, 32.5% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Toyota Highlander 4.82 / 5 stars. - **77.9% of 2021 Highlander models on CarGurus are accident free**. - The 2021 Toyota Highlander offers a spacious interior, enhanced safety features, and a smooth ride, making it a popular choice among family vehicles. ## Why it stands out The 2021 Toyota Highlander remains a strong contender in the competitive three-row SUV market, known for its comfort and reliability. With its spacious interior and high-quality materials, the Highlander has garnered praise for delivering a comfortable ride that appeals to families. The vehicle showcases an impressive suite of standard safety features, including Toyota Safety Sense 2.5+, which enhances its appeal by prioritizing consumer safety. Despite some criticisms regarding its uninspired styling and base engine performance, it offers an overall great experience highlighted by a smooth ride and well-equipped interior, which drivers appreciate. With a powerful 3.5-liter V6 engine providing 295 horsepower and traditional Toyota reliability, the Highlander balances performance with functionality, making it a practical choice for those seeking a family SUV. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $33,235.00 - Good/great deal percentage: 31.7% - User rating: 4.58 / 5 - Total listings: 3,956 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,661.00 - Good/great deal percentage: 32.8% - User rating: 4.36 / 5 - Total listings: 3,970 - **[2014 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2014-Toyota-Highlander-c24278)** - Average price: $15,688.00 - Good/great deal percentage: 36.6% - User rating: 4.25 / 5 - Total listings: 1,043 This analysis is based on CarGurus' proprietary market data from March 30, 2026, 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.

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.

Terry S
3.0
Reviewed a 2021 Toyota Highlander on May 29, 2024

They seem to be good from all other reviews but this particular one had a very bad smoke smell might be able to get the smell out dont know but seems ok other than that

Tony T
5.0
Reviewed a 2021 Toyota Highlander on Jul 05, 2022

Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.

2021 Toyota Highlander FAQs

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

The average 2021 Toyota Highlander costs about $29,845.56. The average price has decreased by -5.8% since last year. The 131 for sale near Milwaukee, WI on CarGurus, range from $22,266 to $44,998 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?

131 out of 131 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 EV battery range).

What fuel types are available?

Gasoline engines are available.

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