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New & Used 2026 Toyota Highlander for Sale nearSimpson, IL

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41 vehicles found

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $1,490 shipping
Good Deal

$45,940

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,681
Stock #:
7K3415P
VIN:
5TDKDRAHXSS554779
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$840

 

2025 Toyota Highlander

XLE FWD

30,681 mi

Home delivery from Iuka, MS
Free home delivery
Fair Deal

$42,252

$41,412

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
11,079
Stock #:
260270A
VIN:
5TDKDRAH9SS553848
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE FWD

11,079 mi

Home delivery from Paris, TX
Price includes $704 shipping
Fair Deal

$43,396

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
48,883
Stock #:
AH552334
VIN:
5TDKDRAH6SS552334
Heavy Metal 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE FWD

48,883 mi

Home delivery from Nashville, TN
Price includes $130 shipping
Good Deal

$38,644

Year:
2025
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
Transmission:
8-Speed Automatic
Mileage:
61,923
Stock #:
578534
VIN:
5TDKDRBH3SS578534
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

61,923 mi

Home delivery from Smyrna, TN
Price includes $158 shipping
Fair Deal

$41,052

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
2,789
Stock #:
141941A
VIN:
5TDKDRBH0TS606601
Red (Ruby Flare Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

2,789 mi

Home delivery from Wynne, AR
Price includes $390 shipping
Fair Deal

$52,470

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:
7,478
Stock #:
6063
VIN:
5TDKDRBH1TS595706
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

7,478 mi

Home delivery from Jefferson City, MO
Price includes $302 shipping
Fair Deal
Manufacturer certified

$50,580

Year:
2025
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:
Black
Transmission:
8-Speed Automatic
Mileage:
35,695
Stock #:
19241
VIN:
5TDKDRBH2SS578038
Pearl 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

LE AWD

35,695 mi

Home delivery from Paris, KY
Price includes $622 shipping
Good Deal

$38,308

Year:
2025
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:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $704 shipping
Good Deal

$42,358

CarGurus Analysis:

2026 Toyota Highlander

  • With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 94.5% of 2026 Highlander models on CarGurus are accident free.

Research summarized using AI

 

Year:
2025
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:
Black
Transmission:
8-Speed Automatic
Mileage:
41,843
Stock #:
66535
VIN:
5TDKDRBH5SS578115
Pearl 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE AWD

41,843 mi

Home delivery from Paris, KY
Price includes $622 shipping
Fair Deal

$38,308

Year:
2025
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:
32,981
Stock #:
P23593
VIN:
5TDKDRBH8SS582059
Blueprint 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

32,981 mi

Evansville, IN
78 mi away
Fair Deal
Manufacturer certified

$43,834

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,968
Stock #:
44151
VIN:
5TDKDRAH9SS551968
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

24,968 mi

Home delivery from Lubbock, TX
Price includes $2,385 shipping
Fair Deal

$37,986

Year:
2025
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:
10,042
Stock #:
1TT89976
VIN:
5TDKDRBH2SS589976
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

10,042 mi

Home delivery from Greensboro, NC
Price includes $697 shipping
Good Deal

$46,291

Year:
2025
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:
21,955
Stock #:
RJC3207
VIN:
5TDKDRBH2SS586429
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$2,593

 

2025 Toyota Highlander

XSE AWD

21,955 mi

Home delivery from Mount Juliet, TN
Price includes $151 shipping
Great Deal

$45,987

$43,394

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:
3
Stock #:
TS611389
VIN:
5TDKDRBH9TS611389
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

Home delivery from Memphis, TN
Price includes $600 shipping

New car

TSRP $56,692

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:
0089
Fuel type:
Gasoline
Transmission:
8-Speed Automatic Overdrive
Mileage:
0
Stock #:
TS29J376
VIN:
5TDKDRBH9TS29J376
0089 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic Overdrive
New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Evansville, IN
78 mi away

New car

TSRP $56,243

$55,743

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:
0089
Fuel type:
Gasoline
Transmission:
8-Speed Automatic Overdrive
Mileage:
0
Stock #:
TS30J082
VIN:
5TDKDRBH0TS30J082
0089 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic Overdrive
New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Evansville, IN
78 mi away

New car

TSRP $58,216

$57,716

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 (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black leather trim
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock #:
TS30J679
VIN:
5TDKDRBH2TS30J679
White (Wind Chill Pearl) 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Limited AWD

New car

Home delivery from Columbia, TN
Price includes $236 shipping

New car

TSRP $54,957

$57,782

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 929 currently listed for sale and an average price of $50,200.00, 37.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 94.5% of 2026 Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Highlander continues to be a top choice in the crossover segment, thanks to its blend of spaciousness, comfort, and reliability. Having pioneered the midsize crossover market, the Highlander offers a smooth, car-like driving experience aided by its unibody construction, which enhances fuel efficiency and handling compared to traditional body-on-frame SUVs. This model year, with an average price of $50,200, features a thoughtful design that emphasizes interior versatility, making it an ideal family vehicle. While its performance may not excite driving enthusiasts, the Highlander's ample cargo space, advanced safety features, and reputation for reliability make it appealing to practical buyers. The 2026 model also benefits from a high accident-free percentage, reinforcing its standing as a reliable and safe option for families.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,141.00
    • Good/great deal percentage: 36.5%
    • User rating: 5 / 5
    • Total listings: 4,139
  • 2023 Toyota Highlander

    • Average price: $36,279.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,691
  • 2014 Toyota Highlander

    • Average price: $16,094.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,198

This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.

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