New & Used 2026 Toyota Highlander for Sale nearWinterset, IA

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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:
Automatic
Mileage:
9,275
Stock #:
N23916
VIN:
5TDKDRBH7SS584286
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

9,275 mi

Home delivery from Chicago, IL
Price includes $328 shipping
Great Deal

$43,647

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
12,417
Stock #:
28871221
VIN:
5TDKDRBHXTS597518
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

XSE AWD

12,417 mi

Store transfer to Urbandale, IA
Price includes $149 shipping
Fair Deal

$49,147

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,551
Stock #:
29143696
VIN:
5TDKDRAH4SS555877
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$1,000

 

2025 Toyota Highlander

LE FWD

24,551 mi

Store transfer to Urbandale, IA
Price includes $149 shipping
Great Deal

$36,147

$35,147

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
Transmission:
Automatic
Mileage:
11,485
Stock #:
C6524P
VIN:
5TDKDRBH0SS582038
White 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Limited AWD

11,485 mi

Home delivery from White Bear Lake, MN
Price includes $265 shipping
Fair Deal

$50,214

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
33,421
Stock #:
29049747
VIN:
5TDKDRAH2SS551360
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

33,421 mi

Store transfer to Urbandale, IA
Free shipping to Urbandale, IA
Good Deal

$34,998

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:
7,193
Stock #:
6225
VIN:
5TDKDRBH9TS595677
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

7,193 mi

Home delivery from Jefferson City, MO
Price includes $332 shipping
Good Deal
Manufacturer certified

$47,130

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
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
3,958
Stock #:
T617592A
VIN:
5TDKDRBH0TS604959
White 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

3,958 mi

Home delivery from Memphis, TN
Price includes $900 shipping
Fair Deal

$53,350

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:
Automatic
Mileage:
34,583
Stock #:
RV8087P
VIN:
5TDKDRBH7SS588824
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

LE AWD

34,583 mi

Home delivery from Pasadena, MD
Price includes $1,406 shipping
Good Deal

$39,204

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
Combined gas mileage:
24 MPG
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 Urbandale, IA
Price includes $749 shipping
Good Deal

$35,747

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
Combined gas mileage:
24 MPG
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 $2,488 shipping
Fair Deal

$37,354

CarGurus Analysis:

2026 Toyota Highlander

  • With 807 currently listed for sale and an average price of $49,410, 36.2% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.7% of 2026 Highlander models on CarGurus are accident free.

Research summarized using AI

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:
7,697
Stock #:
S14041
VIN:
5TDKDRBH7TS610032
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

7,697 mi

Home delivery from Jefferson City, MO
Price includes $332 shipping
Great Deal
Manufacturer certified

$50,530

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:
11,172
Stock #:
T2034304B
VIN:
5TDKDRBHXTS596594
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XLE AWD

11,172 mi

Home delivery from Oklahoma City, OK
Price includes $439 shipping
Fair Deal

$47,929

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
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,514
Stock #:
55529
VIN:
5TDKDRBH5SS583766
Blue 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

22,514 mi

Home delivery from Denver, CO
Price includes $730 shipping
Fair Deal

$45,720

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
Combined gas mileage:
24 MPG
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 Urbandale, IA
Price includes $599 shipping
Fair Deal

$36,597

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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
4,199
Stock #:
28689703
VIN:
5TDKDRBH8TS596836
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Platinum AWD

4,199 mi

Store transfer to Urbandale, IA
Price includes $349 shipping
Good Deal

$53,347

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:
Black
Transmission:
Automatic
Mileage:
20,366
Stock #:
29120558
VIN:
5TDKDRBH7SS586393
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

20,366 mi

Store transfer to Urbandale, IA
Price includes $1,299 shipping
Good Deal

$44,297

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:
21,056
Stock #:
65575
VIN:
5TDKDRBHXSS591782
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

Platinum AWD

21,056 mi

Home delivery from Wall Township, NJ
Price includes $1,876 shipping
Fair Deal

$51,370

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,877
Stock #:
29001007
VIN:
5TDKDRAH5SS554673
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

30,877 mi

Store transfer to Urbandale, IA
Price includes $1,299 shipping
Fair Deal

$36,297

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:
20,178
Stock #:
6198
VIN:
5TDKDRBH2SS588858
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

Limited AWD

20,178 mi

Home delivery from Jefferson City, MO
Price includes $332 shipping
Fair Deal
Manufacturer certified

$49,630

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
Interior color:
Brown
Transmission:
Automatic
Mileage:
19,509
Stock #:
70206626
VIN:
5TDKDRBH2SS588438
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

Platinum AWD

19,509 mi

Store transfer to Urbandale, IA
Price includes $999 shipping
Fair Deal

$52,997

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 807 currently listed for sale and an average price of $49,410, 36.2% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.7% of 2026 Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Highlander stands out as a comfortable, practical midsize SUV that leans more toward everyday usefulness than excitement. Toyota says all-wheel drive was made standard across the lineup for 2026, and the Highlander’s appeal still rests on the same strengths that have long defined it: a smooth ride, strong practicality, and a reputation for reliability and safety. It also offers a generous amount of cargo space, with up to 84.3 cubic feet available with the seats folded down, which helps explain why it remains such a sensible family choice.

For 2026, the Highlander continues to offer both gas and hybrid powertrains. The gas version uses a 2.4-liter turbocharged four-cylinder making 265 horsepower and 310 pound-feet of torque, while the hybrid combines a 2.5-liter four-cylinder engine and an electric motor for 243 system horsepower. Toyota also equips every Highlander with an 8-inch touchscreen, USB inputs, Apple CarPlay, Android Auto, and Amazon Alexa, along with Toyota Safety Sense. The tradeoff is that the Highlander still isn’t especially engaging to drive, and Toyota’s tech remains a hassle to use, but buyers who value comfort, efficiency, and a well-rounded family SUV will still find a lot to like.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,434
    • Good/great deal percentage: 34.3%
    • User rating: 5 / 5
    • Total listings: 3,067
  • 2023 Toyota Highlander

    • Average price: $35,146
    • Good/great deal percentage: 34.3%
    • User rating: 4.75 / 5
    • Total listings: 3,822
  • 2021 Toyota Highlander

    • Average price: $29,861
    • Good/great deal percentage: 34.9%
    • User rating: 4.86 / 5
    • Total listings: 3,226

This analysis is based on CarGurus' proprietary market data from September 21, 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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