New & Used 2026 Toyota Highlander for Sale nearMiddletown, MO

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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:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
27,457
Stock #:
60263
VIN:
5TDKDRAHXSS553924
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

27,457 mi

Florissant, MO
60 mi away
Good Deal

$35,398

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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
30,490
Stock #:
60506
VIN:
5TDKDRBH6SS587602
Blue 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2025 Toyota Highlander

XSE AWD

30,490 mi

Florissant, MO
60 mi away
Fair Deal

$42,999

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:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
27,457
Stock #:
60263
VIN:
5TDKDRAHXSS553924
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

27,457 mi

Florissant, MO
60 mi away
Good Deal

$35,398

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
40,951
Stock #:
R66114A
VIN:
5TDKDRBH7SS579721
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

40,951 mi

Home delivery from Waukee, IA
Price includes $322 shipping
Good Deal

$40,708

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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,031
Stock #:
29147597
VIN:
5TDKDRAH3SS552033
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

34,031 mi

Store transfer to Saint Peters, MO
Price includes $1,099 shipping
Fair Deal

$37,097

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,572
Stock #:
577767
VIN:
5TDKDRBHXSS577767
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

19,572 mi

Home delivery from Marietta, GA
Price includes $1,046 shipping
Good Deal

$43,134

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
8,706
Stock #:
D5835L
VIN:
5TDKDRBH1SS590939
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

8,706 mi

Home delivery from Dublin, OH
Price includes $664 shipping
Fair Deal

$46,964

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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,917
Stock #:
VW1335A
VIN:
5TDKDRBH4SS589154
Heavy Metal 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

Platinum AWD

21,917 mi

Home delivery from Peoria, IL
Price includes $212 shipping
Good Deal

$50,913

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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,563
Stock #:
28832243
VIN:
5TDKDRAH4SS552073
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

27,563 mi

Store transfer to Saint Peters, MO
Price includes $899 shipping
Good Deal

$36,897

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 $316 shipping
Good Deal

$37,830

CarGurus Analysis:

2026 Toyota Highlander

  • With 808 currently listed for sale and an average price of $49,630.00, 35.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.4% 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:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,930
Stock #:
PR556012
VIN:
5TDKDRAH4SS556012
Blueprint 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

24,930 mi

Home delivery from Marina Del Rey, CA
Price includes $2,695 shipping
Fair Deal

$37,805

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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
30,490
Stock #:
60506
VIN:
5TDKDRBH6SS587602
Blue 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

30,490 mi

Florissant, MO
60 mi away
Fair Deal

$42,999

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
Interior color:
Black
Transmission:
Automatic
Mileage:
6,438
Stock #:
70134644
VIN:
5TDKDRBH9TS600473
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

6,438 mi

Store transfer to Saint Peters, MO
Price includes $199 shipping
Fair Deal

$48,197

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:
6,599
Stock #:
6224
VIN:
5TDKDRBH5TS601393
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

6,599 mi

Jefferson City, MO
62 mi away
Great Deal
Manufacturer certified

$46,279

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:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,515
Stock #:
6071
VIN:
5TDKDRAH1SS555156
White (Wind Chill Pearl) 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE FWD

14,515 mi

Jefferson City, MO
62 mi away
Good Deal
Manufacturer certified

$42,799

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
Transmission:
Automatic
Mileage:
4,043
Stock #:
28689703
VIN:
5TDKDRBH8TS596836
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

4,043 mi

Store transfer to Saint Peters, MO
Price includes $1,199 shipping
Fair Deal

$54,197

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:
Blue
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
3,725
Stock #:
29040642
VIN:
5TDKDRAH5SS557816
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

XLE FWD

3,725 mi

Store transfer to Saint Peters, MO
Price includes $549 shipping
Fair Deal

$45,547

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
9,873
Stock #:
29024798
VIN:
5TDKDRBH1SS588236
White 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Limited AWD

9,873 mi

Store transfer to Saint Peters, MO
Price includes $799 shipping
Fair Deal

$51,797

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 808 currently listed for sale and an average price of $49,630.00, 35.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.4% of 2026 Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Highlander stands out as a practical, comfort-focused midsize SUV that emphasizes everyday usability over excitement. Toyota’s current-generation Highlander is described as one of the most comfortable and practical vehicles on the market, with upscale styling and interior features, and it remains a strong choice for buyers who value a smooth ride, good cargo capacity, and a reputation for reliability and safety. It is also available with both gas and hybrid powertrains, giving shoppers a choice between conventional performance and better efficiency.

For 2026, all-wheel drive is standard across the lineup. The Highlander also comes with an 8-inch touchscreen, USB inputs, Apple CarPlay, Android Auto, and Amazon Alexa, along with Toyota Safety Sense. Cargo space is a major strength, with up to 84.3 cubic feet available with the seats folded down, and the model’s hybrid version can deliver 35 mpg combined. Those strengths help explain why the Highlander appeals to families looking for a well-rounded SUV that can handle daily duties with ease.

The tradeoff is that the Highlander is still not especially engaging to drive. The source describes it as lacking vigor, with soft suspension tuning and numb, uncommunicative steering, and it also notes that the third row is tiny. Even so, the 2026 Highlander’s blend of comfort, practicality, efficiency, and strong safety credentials makes it distinctive in a segment where many rivals try to be more adventurous but not necessarily more useful.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,419.00
    • Good/great deal percentage: 35.0%
    • User rating: 5 / 5
    • Total listings: 3,274
  • 2023 Toyota Highlander

    • Average price: $35,611.00
    • Good/great deal percentage: 34.2%
    • User rating: 4.75 / 5
    • Total listings: 3,914
  • 2022 Toyota Highlander

    • Average price: $32,986.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.5 / 5
    • Total listings: 4,351

This analysis is based on CarGurus' proprietary market data from August 17, 2026, CarGurus experts' opinions, and generative AI.

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