CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Highlander for Sale near Milwaukee, WI

522 results
Milwaukee, WI
2021 Toyota Highlander XSE AWD Palmen Kia of Kenosha

2021 Toyota Highlander

XSE AWD

80,354 miles

$28,000

Good Deal
Kenosha, WI
33 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 (Charcoal)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,354
Stock number:
M25529A
VIN:
5TDJZRBH7MS149011

Sponsored

2021 Toyota Highlander LE AWD

2021 Toyota Highlander

LE AWD

74,769 miles

$25,998

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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
74,769
Stock number:
P22537
VIN:
5TDBZRBH4MS526608

Sponsored

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

101,248 miles

$22,956

Fair Deal
Menomonee Falls, WI
10 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:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
101,248
Stock number:
H21333A
VIN:
5TDJZRFH0KS733306

Sponsored

2018 Toyota Highlander SE AWD

2018 Toyota Highlander

SE AWD

153,134 miles

$15,990

Good Deal
Mequon, WI
13 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
153,134
Stock number:
260262B
VIN:
5TDJZRFH8JS857693

2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

70,497 miles

$29,200

Great 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:
70,497
Stock number:
LV565
VIN:
5TDLZRBH2MS147269

2018 Toyota Highlander SE AWD

2018 Toyota Highlander

SE AWD

114,012 miles

$20,461

Good Deal
Greenfield, WI
7 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
114,012
Stock number:
153460A
VIN:
5TDJZRFH8JS524619

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

72,065 miles

$24,995

Great Deal
Milwaukee, WI
10 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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black, Fabric Seat Trim
Transmission:
8-Speed Automatic
Mileage:
72,065
Stock number:
T52762A
VIN:
5TDKDRAH2PS515126

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

119,710 miles

$20,999

Good Deal
Saukville, WI
24 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:
Automatic
Mileage:
119,710
Stock number:
E17566A
VIN:
5TDJZRFH3KS621227

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

80,354 miles

$28,000

Good Deal
Kenosha, WI
33 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 (Charcoal)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,354
Stock number:
M25529A
VIN:
5TDJZRBH7MS149011

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

160,596 miles

$15,981

Good Deal
Cedarburg, WI
20 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
160,596
Stock number:
26127A
VIN:
5TDJZRFH1JS870382

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

56,430 miles

$29,799

Good Deal
Brookfield, WI
13 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,430
Stock number:
PSW1075
VIN:
5TDKDRBH8RS540047

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

56,380 miles

$27,700

Great Deal
Lake Geneva, WI
41 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:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
56,380
Stock number:
30P1045
VIN:
5TDKDRAH8PS502767

Preparing for a close up...

Photos coming soon

2014 Toyota Highlander

Limited AWD

161,230 miles

$13,995

Good Deal
Kenosha, WI
31 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:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
161,230
Stock number:
9502
VIN:
5TDDKRFHXES034044

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE Plus FWD

93,800 miles

$21,297

Great Deal
Store transfer to Milwaukee, WI
1,217 mi away • Price includes $1,299 shipping Price includes $1,299 shipping
Year:
2019
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
93,800
Stock number:
28243721
VIN:
5TDZZRFH7KS322097

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

22,859 miles

$36,097

Fair Deal
Store transfer to Milwaukee, WI
1,049 mi away • Price includes $1,099 shipping Price includes $1,099 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:
Blue
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
22,859
Stock number:
28394170
VIN:
5TDKDRAH9PS018039

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

77,373 miles

$29,715

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
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
77,373
Stock number:
P2805
VIN:
5TDGZRBH6MS137409

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

SE AWD

114,012 miles

$20,461

Good Deal
Greenfield, WI
7 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
114,012
Stock number:
153460A
VIN:
5TDJZRFH8JS524619

Sponsored

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

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,192 currently listed for sale on CarGurus and an **average price of $32,510.00**, 32.3% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.7% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, a suite of advanced safety features, and a choice between fuel-efficient hybrid models and powerful gas engine options. ## Why it stands out The 2022 Toyota Highlander is a standout choice among midsize SUVs, combining a reputation for reliability with family-friendly features. Its spacious cabin accommodates up to eight passengers, making it an ideal vehicle for larger families. The recent model year includes enhancements in features and comfort, such as an upgraded infotainment system and standard safety technologies like Toyota Safety Sense, which includes automatic emergency braking and lane-keeping assistance. The Highlander's available hybrid variant also appeals to eco-conscious buyers, providing excellent fuel economy without sacrificing practicality or comfort. Overall, the 2022 model year emphasizes Toyota's commitment to quality and safety, making it a versatile option for everyday use. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,633.00 - Good/great deal percentage: 31.9% - User rating: 4.36 / 5 - Total listings: 4,283 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,110.00 - Good/great deal percentage: 34.8% - User rating: 4.48 / 5 - Total listings: 2,572 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, 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.

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

James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

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

The average Toyota Highlander costs about $26,900.04. The average price has decreased by -6.6% since last year. The 522 for sale near Milwaukee, WI on CarGurus, range from $4,104 to $54,826 in price.

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

522 out of 522 for sale near Milwaukee, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

  • 2027 Toyota Highlander in Milwaukee WI

  • 2026 Toyota Highlander in Milwaukee WI

  • 2025 Toyota Highlander in Milwaukee WI

  • 2024 Toyota Highlander in Milwaukee WI

  • 2023 Toyota Highlander in Milwaukee WI

  • 2022 Toyota Highlander in Milwaukee WI

  • Used Toyota Highlander for Sale Under $10,000 Near Milwaukee

  • Used Toyota Highlander for Sale Under $15,000 Near Milwaukee

  • Used Toyota Highlander for Sale Under $20,000 Near Milwaukee

  • Used Toyota Highlander for Sale Under $25,000 Near Milwaukee

  • Used Toyota Highlander for Sale Under $30,000 Near Milwaukee

  • Used Toyota Highlander for Sale Under $40,000 Near Milwaukee

  • Used White Toyota Highlander for Sale

  • Used Blue Toyota Highlander for Sale

  • Used Red Toyota Highlander for Sale

  • Used Black Toyota Highlander for Sale

  • Used Silver Toyota Highlander for Sale

  • Used Gray Toyota Highlander for Sale

  • Toyota Highlander XLE AWD in Milwaukee WI

  • Toyota Highlander LE AWD

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XLE

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Toyota Highlander L FWD

  • Toyota Highlander Limited FWD

  • Toyota Sedans for Sale in Milwaukee WI

  • Toyota SUVs & Crossovers for Sale in Milwaukee WI

  • Old Toyota Pickups for Sale in Milwaukee WI

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Milwaukee WI

  • Toyota Trucks for Sale in Milwaukee WI

  • Best 3-Row SUVs For Sale in Milwaukee WI

  • Used Toyota Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Highlander in Milwaukee WI

  • Certified Used Toyota Highlander in Milwaukee WI

  • Cadillac SRX in Milwaukee WI

  • Ford Escape in Milwaukee WI

  • Hyundai Veracruz in Milwaukee WI

  • Toyota Highlander in Kenosha WI

  • Toyota Highlander in Fond du Lac WI

  • Toyota Highlander in Janesville WI

  • Toyota Highlander in Palatine IL

  • Toyota Highlander in Madison WI

  • Toyota Highlander in Rockford IL

  • Toyota Highlander in Chicago IL

  • Toyota Highlander in Muskegon MI

  • Toyota Highlander in Appleton WI

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Serra Toyota MKE

  • Toyota of Fox Lake

  • Heiser Toyota

  • Kenosha Toyota

  • Classic Toyota

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.