Used Toyota Highlander for Sale nearCudahy, WI

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28 vehicles found

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Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,220
Stock #:
P3906
VIN:
5TDKDRBH6TS595930
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 Toyota Highlander

Platinum AWD

19,220 mi

Kenosha, WI
27 mi away
Fair Deal
Manufacturer certified

$53,979

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Mileage:
3
Stock #:
261087T
VIN:
5TDKDRBH7TS620897
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive

 

2026 Toyota Highlander

XSE AWD

Milwaukee, WI
4 mi away

New car

TSRP $53,258

$54,256

Year:
2026
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
Transmission:
Automatic
Mileage:
2
Stock #:
T0F623073
VIN:
5TDKDRBH9TS623073
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Davenport, IA
Price includes $246 shipping

New car

TSRP $56,383

$56,809

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1
Stock #:
T0F623095
VIN:
5TDKDRBH8TS623095
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

Home delivery from Davenport, IA
Price includes $246 shipping

New car

TSRP $49,088

No Price Listed

Year:
2026
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:
Black
Transmission:
Automatic
Mileage:
12,246
Stock #:
29002751
VIN:
5TDKDRBH2TS606146
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

12,246 mi

Store transfer to Milwaukee, WI
Price includes $449 shipping
Fair Deal

$48,447

Year:
2026
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:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
TA6572
VIN:
5TDKDRBH4TS621943
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Ottawa, IL
Price includes $121 shipping

New car

TSRP $57,616

$58,150

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
0
Stock #:
K6447
VIN:
5TDKDRBH6TS615240
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

Fox Lake, IL
42 mi away

New car

TSRP $57,352

$58,133

Year:
2026
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:
19,595
Stock #:
F604598S
VIN:
5TDKDRBH5TS604598
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

19,595 mi

Home delivery from Preston, ID
Price includes $1,820 shipping
Fair Deal

$48,694

Year:
2026
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
Transmission:
Automatic
Mileage:
7,117
Stock #:
602319
VIN:
5TDKDRBH9TS602319
White 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

7,117 mi

Home delivery from Sandy, UT
Price includes $1,868 shipping
Fair Deal

$49,152

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,220
Stock #:
P3906
VIN:
5TDKDRBH6TS595930
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

19,220 mi

Kenosha, WI
27 mi away
Fair Deal
Manufacturer certified

$53,979

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
T53866
VIN:
5TDKDRBHXTS622899
Vehicle photo unavailable
New arrival

 

2026 Toyota Highlander

Platinum AWD

Milwaukee, WI
17 mi away

New car

TSRP $57,402

$57,901

Year:
2026
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
Transmission:
Automatic
Mileage:
12,392
Stock #:
U27566
VIN:
5TDKDRBH4TS604138
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

12,392 mi

Home delivery from El Paso, IL
Price includes $399 shipping
Good Deal

$46,774

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
21,091
Stock #:
603191
VIN:
5TDKDRBH3TS603191
Vehicle photo unavailable
New arrival

 

2026 Toyota Highlander

XLE AWD

21,091 mi

Oostburg, WI
47 mi away
Fair Deal

$47,597

Year:
2026
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
Transmission:
Automatic
Mileage:
12,700
Stock #:
UM11371
VIN:
5TDKDRBH0TS606386
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

12,700 mi

Home delivery from Pontiac, IL
Price includes $399 shipping
Good Deal

$46,774

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
AT617332
VIN:
5TDKDRBHXTS617332
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Gorham, NH
Price includes $1,678 shipping

New car

TSRP $57,442

$60,918

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,220
Stock #:
P3906
VIN:
5TDKDRBH6TS595930
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 Toyota Highlander

Platinum AWD

19,220 mi

Kenosha, WI
27 mi away
Fair Deal
Manufacturer certified

$53,979

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Mileage:
3
Stock #:
261087T
VIN:
5TDKDRBH7TS620897
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive

 

2026 Toyota Highlander

XSE AWD

Milwaukee, WI
4 mi away

New car

TSRP $53,258

$54,256

Year:
2026
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
Transmission:
Automatic
Mileage:
2
Stock #:
T0F623073
VIN:
5TDKDRBH9TS623073
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Davenport, IA
Price includes $246 shipping

New car

TSRP $56,383

$56,809

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1
Stock #:
T0F623095
VIN:
5TDKDRBH8TS623095
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

Home delivery from Davenport, IA
Price includes $246 shipping

New car

TSRP $49,088

No Price Listed

Year:
2026
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:
Black
Transmission:
Automatic
Mileage:
12,246
Stock #:
29002751
VIN:
5TDKDRBH2TS606146
Gray 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

12,246 mi

Store transfer to Milwaukee, WI
Price includes $449 shipping
Fair Deal

$48,447

Year:
2026
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:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
TA6572
VIN:
5TDKDRBH4TS621943
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Ottawa, IL
Price includes $121 shipping

New car

TSRP $57,616

$58,150

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
0
Stock #:
K6447
VIN:
5TDKDRBH6TS615240
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

Fox Lake, IL
42 mi away

New car

TSRP $57,352

$58,133

Year:
2026
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:
19,595
Stock #:
F604598S
VIN:
5TDKDRBH5TS604598
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

19,595 mi

Home delivery from Preston, ID
Price includes $1,820 shipping
Fair Deal

$48,694

Year:
2026
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
Transmission:
Automatic
Mileage:
7,117
Stock #:
602319
VIN:
5TDKDRBH9TS602319
White 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

7,117 mi

Home delivery from Sandy, UT
Price includes $1,868 shipping
Fair Deal

$49,152

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,220
Stock #:
P3906
VIN:
5TDKDRBH6TS595930
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

19,220 mi

Kenosha, WI
27 mi away
Fair Deal
Manufacturer certified

$53,979

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
T53866
VIN:
5TDKDRBHXTS622899
Vehicle photo unavailable
New arrival

 

2026 Toyota Highlander

Platinum AWD

Milwaukee, WI
17 mi away

New car

TSRP $57,402

$57,901

Year:
2026
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
Transmission:
Automatic
Mileage:
12,392
Stock #:
U27566
VIN:
5TDKDRBH4TS604138
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

12,392 mi

Home delivery from El Paso, IL
Price includes $399 shipping
Good Deal

$46,774

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
21,091
Stock #:
603191
VIN:
5TDKDRBH3TS603191
Vehicle photo unavailable
New arrival

 

2026 Toyota Highlander

XLE AWD

21,091 mi

Oostburg, WI
47 mi away
Fair Deal

$47,597

Year:
2026
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
Transmission:
Automatic
Mileage:
12,700
Stock #:
UM11371
VIN:
5TDKDRBH0TS606386
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XLE AWD

12,700 mi

Home delivery from Pontiac, IL
Price includes $399 shipping
Good Deal

$46,774

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
AT617332
VIN:
5TDKDRBHXTS617332
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Gorham, NH
Price includes $1,678 shipping

New car

TSRP $57,442

$60,918

2027 Toyota Highlander Price Trends

CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.

See more price trends
AVG Price
Not Available
2027 Toyota Highlander
Index Price
$28,475
1.2%
All used vehicles

2027 Toyota Highlander Pricing Analysis

Pricing Analysis by Model Year

Key Insights

  • New-Car Premium: The 2026 model year shows an 8.6% premium over its starting MSRP, indicating strong demand for newer models.
  • Steepest Depreciation: The 2016 Highlander has experienced the steepest depreciation at -40.2%, highlighting significant value loss over time.
  • Years Priced Above Starting MSRP: The 2026 and 2025 models are the only years priced above their starting MSRPs, suggesting limited inventory or high demand for these specific years.

Model Year Pricing

Model YearStarting MSRPAvg PriceAvg Price vs Starting MSRP
2026$46,270$50,228+8.6%
2025$40,320$42,304+4.9%
2024$39,270$39,099-0.4%
2023$36,620$34,697-5.3%
2022$35,855$32,148-10.3%
2021$35,085$29,799-15.1%
2020$34,600$27,914-19.3%
2019$31,830$23,324-26.7%
2018$31,230$21,648-30.7%
2017$30,630$20,096-34.4%
2016$30,490$18,233-40.2%

These recommendations are based on CarGurus' proprietary market data from October 28, 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.

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