Used 2024 Toyota Highlander for Sale nearMilwaukee, WI

Filters (3)

Location:

Only show listings in WI?

Include delivery listings?

144 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
36,836
Stock #:
02T3033A
VIN:
5TDKDRBH4PS017055
Gray 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Kunes Chevrolet-Cadillac of Delavan

Sponsored by Kunes Chevrolet-Cadillac of Delavan

2023 Toyota Highlander

Limited AWD

36,836 mi

Delavan, WI
46 mi away
Fair Deal

$41,480

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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
53,755
Stock #:
28900387
VIN:
5TDKDRAH1PS501153
Gray 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2023 Toyota Highlander

LE FWD

53,755 mi

Store transfer to Milwaukee, WI
Price includes $1,799 shipping
Good Deal

$29,797

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,171
Stock #:
P5466
VIN:
5TDKDRBH8RS534409
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2024 Toyota Highlander

LE AWD

22,171 mi

Home delivery from Monroe, WI
Price includes $93 shipping
Great Deal

$33,506

$32,506

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
Interior color:
Red (BURGUNDY)
Transmission:
Automatic
Mileage:
90,454
Stock #:
70300313
VIN:
5TDKDRBH8PS001649
White 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XSE AWD

90,454 mi

Store transfer to Milwaukee, WI
Price includes $1,499 shipping
Good Deal

$32,497

CarGurus Analysis:

2024 Toyota Highlander

5.0

  • With 25 currently listed for sale and an average price of $40,921, 28.0% of 2024 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 92% of 2024 Toyota Highlander listings on CarGurus are accident free.

Research summarized using AI

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,709
Stock #:
T31898
VIN:
5TDKDRBH3PS031898
Silver 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2023 Toyota Highlander

LE AWD

98,709 mi

Home delivery from Lafayette, IN
Price includes $280 shipping
Great Deal

$23,266

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
56,061
Stock #:
U4052A
VIN:
5TDKDRBH1PS503094
Silver 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$700

 

2023 Toyota Highlander

XLE AWD

56,061 mi

Waukegan, IL
46 mi away
Good Deal

$34,555

$33,855

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,605
Stock #:
29128147
VIN:
5TDKDRBH2RS547138
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

31,605 mi

Store transfer to Milwaukee, WI
Price includes $1,199 shipping
Good Deal

$38,197

Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,009
Stock #:
S519258
VIN:
5TDKDRAH6PS519258
 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE FWD

25,009 mi

Home delivery from Houston, TX
Price includes $1,521 shipping
Great Deal

$31,744

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:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,617
Stock #:
P1560
VIN:
5TDKDRAHXPS513656
Blueprint 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$886

 

2023 Toyota Highlander

L FWD

43,617 mi

Home delivery from Peoria, IL
Price includes $274 shipping
Good Deal

$29,073

$28,186

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:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
48,435
Stock #:
TPP3288
VIN:
5TDKDRBHXRS536436
Celestial Silver Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,039

Sponsored Listing

2024 Toyota Highlander

XSE AWD

48,435 mi

Milwaukee, WI
10 mi away
Fair Deal

$39,533

$38,494

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
36,836
Stock #:
02T3033A
VIN:
5TDKDRBH4PS017055
Gray 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Kunes Chevrolet-Cadillac of Delavan

Sponsored by Kunes Chevrolet-Cadillac of Delavan

2023 Toyota Highlander

Limited AWD

36,836 mi

Delavan, WI
46 mi away
Fair Deal

$41,480

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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
53,755
Stock #:
28900387
VIN:
5TDKDRAH1PS501153
Gray 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2023 Toyota Highlander

LE FWD

53,755 mi

Store transfer to Milwaukee, WI
Price includes $1,799 shipping
Good Deal

$29,797

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,171
Stock #:
P5466
VIN:
5TDKDRBH8RS534409
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2024 Toyota Highlander

LE AWD

22,171 mi

Home delivery from Monroe, WI
Price includes $93 shipping
Great Deal

$33,506

$32,506

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
Interior color:
Red (BURGUNDY)
Transmission:
Automatic
Mileage:
90,454
Stock #:
70300313
VIN:
5TDKDRBH8PS001649
White 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XSE AWD

90,454 mi

Store transfer to Milwaukee, WI
Price includes $1,499 shipping
Good Deal

$32,497

CarGurus Analysis:

2024 Toyota Highlander

5.0

  • With 25 currently listed for sale and an average price of $40,921, 28.0% of 2024 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 92% of 2024 Toyota Highlander listings on CarGurus are accident free.

Research summarized using AI

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,709
Stock #:
T31898
VIN:
5TDKDRBH3PS031898
Silver 2023 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2023 Toyota Highlander

LE AWD

98,709 mi

Home delivery from Lafayette, IN
Price includes $280 shipping
Great Deal

$23,266

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
56,061
Stock #:
U4052A
VIN:
5TDKDRBH1PS503094
Silver 2023 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$700

 

2023 Toyota Highlander

XLE AWD

56,061 mi

Waukegan, IL
46 mi away
Good Deal

$34,555

$33,855

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,605
Stock #:
29128147
VIN:
5TDKDRBH2RS547138
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

31,605 mi

Store transfer to Milwaukee, WI
Price includes $1,199 shipping
Good Deal

$38,197

Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,009
Stock #:
S519258
VIN:
5TDKDRAH6PS519258
 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE FWD

25,009 mi

Home delivery from Houston, TX
Price includes $1,521 shipping
Great Deal

$31,744

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:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,617
Stock #:
P1560
VIN:
5TDKDRAHXPS513656
Blueprint 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$886

 

2023 Toyota Highlander

L FWD

43,617 mi

Home delivery from Peoria, IL
Price includes $274 shipping
Good Deal

$29,073

$28,186

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:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
48,435
Stock #:
TPP3288
VIN:
5TDKDRBHXRS536436
Celestial Silver Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,039

Sponsored Listing

2024 Toyota Highlander

XSE AWD

48,435 mi

Milwaukee, WI
10 mi away
Fair Deal

$39,533

$38,494

CarGurus Analysis: 2024 Toyota Highlander

Image Not Available

Summary

  • With 25 currently listed for sale and an average price of $40,921, 28.0% of 2024 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.

  • 92% of 2024 Toyota Highlander listings on CarGurus are accident free.

Why it stands out

The 2024 Toyota Highlander stands out as a comfortable, practical midsize SUV that leans more toward everyday usefulness than excitement. Toyota’s fourth-generation redesign brought more upscale styling and interior features, and the SUV’s body was reinforced to make it more comfortable on the road. It also remains a genuinely versatile family vehicle, with up to 84.3 cubic feet of cargo space when the seats are folded down.

For 2024, the Highlander’s appeal is helped by a broad mix of standard equipment and available upgrades. Every Highlander comes with an 8-inch touchscreen, USB inputs, Apple CarPlay and Android Auto, Amazon Alexa, and Toyota Safety Sense. The lineup also includes gas and hybrid powertrains, with front-wheel drive standard and all-wheel drive optional. The hybrid is especially appealing for buyers who want efficiency, since it can deliver 35 mpg combined.

At the same time, the Highlander is not the most engaging SUV to drive. Toyota’s own formula here emphasizes a smooth ride and easy ownership rather than sharp handling, and the steering is generally numb and uncommunicative. The third row is also described as tiny, so shoppers who need adult-sized space in the back may want to look carefully at how they plan to use it. Even so, the 2024 Highlander remains a strong choice for buyers who value comfort, practicality, safety, and efficiency over flash.

Other model years to consider

  • 2014 Toyota Highlander
    • Average price: $15,248
    • Good/great deal percentage: 50%
    • User rating: 4.8 / 5
    • Total listings: 10
  • 2016 Toyota Highlander
    • Average price: $18,725
    • Good/great deal percentage: 28.0%
    • User rating: 4.9 / 5
    • Total listings: 25
  • 2023 Toyota Highlander
    • Average price: $34,960
    • Good/great deal percentage: 28.6%
    • User rating: 4.8 / 5
    • Total listings: 28

Similar models to consider

  • 2024 Honda Pilot
    • Average price: $39,373
    • Good/great deal percentage: 43.1%
    • User rating: 4.4 / 5
    • Total listings: 58
  • 2024 Ford Explorer
    • Average price: $34,416
    • Good/great deal percentage: 26.5%
    • User rating: 3 / 5
    • Total listings: 155
  • 2024 Chevrolet Traverse
    • Average price: $37,860
    • Good/great deal percentage: 22.2%
    • User rating: 5 / 5
    • Total listings: 81

This analysis is based on CarGurus' proprietary market data from November 9, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.