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New & Used 2026 Toyota Highlander for Sale near Winona, MN

72 results

Year:
2025
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:
27,366
Stock #:
PL26915
VIN:
5TDKDRBH4SS587971
 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival
Maplewood Toyota

Sponsored by Maplewood Toyota

2025 Toyota Highlander

XLE AWD

27,366 mi

Maplewood, MN
91 mi away
Fair Deal
Manufacturer certified

$46,327

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:
Black
Transmission:
Automatic
Mileage:
41,184
Stock #:
2BD0017P
VIN:
5TDKDRBH4SS576551
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

Sponsored Listing

2025 Toyota Highlander

XSE AWD

41,184 mi

Burnsville, MN
88 mi away
Great Deal

$39,348

$38,348

Year:
2025
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:
25,493
Stock #:
PL26857
VIN:
5TDKDRBH8SS587908
 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

25,493 mi

Maplewood, MN
91 mi away
Fair Deal
Manufacturer certified

$45,631

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:
Black
Transmission:
Automatic
Mileage:
41,184
Stock #:
2BD0017P
VIN:
5TDKDRBH4SS576551
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2025 Toyota Highlander

XSE AWD

41,184 mi

Burnsville, MN
88 mi away
Great Deal

$39,348

$38,348

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:
Black
Transmission:
Automatic
Mileage:
35,389
Stock #:
2BD0037P
VIN:
5TDKDRBH3SS582406
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2025 Toyota Highlander

XSE AWD

35,389 mi

Burnsville, MN
88 mi away
Great Deal

$41,348

$40,348

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:
15,050
Stock #:
C20313
VIN:
5TDKDRBH9SS586279
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$3,972

 

2025 Toyota Highlander

XSE AWD

15,050 mi

Home delivery from Cedar Rapids, IA
Free home delivery
Good Deal

$49,372

$45,400

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:
Black
Transmission:
Automatic
Mileage:
28,991
Stock #:
PL26477
VIN:
5TDKDRBH8SS576682
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

28,991 mi

Maplewood, MN
91 mi away
Great Deal
Manufacturer certified

$42,707

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:
8,056
Stock #:
TS601793
VIN:
5TDKDRBHXTS601793
Black 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

8,056 mi

Home delivery from Crystal Lake, IL
Price includes $327 shipping
Good Deal

$44,581

CarGurus Analysis:

2026 Toyota Highlander

  • With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.3% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.

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:
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 $850 shipping
Great Deal

$42,504

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 $1,752 shipping
Good Deal

$46,642

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:
Automatic
Mileage:
38,923
Stock #:
2BD0053P
VIN:
5TDKDRBH6SS579872
Blue 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$900

Sponsored Listing

2025 Toyota Highlander

XSE AWD

38,923 mi

Burnsville, MN
88 mi away
Good Deal

$42,949

$42,049

Page 1 of 4

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 838 currently listed for sale and an average price of $50,007.00, 38.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.3% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to deliver a comfortable and practical driving experience, boasting ample cargo space and advanced safety features that have become hallmarks of this SUV.

Why it stands out

The 2026 Toyota Highlander stands out in the competitive midsize SUV market through its blend of spaciousness, reliability, and a strong safety reputation. It has a solid record of comfort and practicality, with up to 84.3 cubic feet of cargo space available with the seats folded down. While its driving dynamics may not excite buyers, the Highlander's sedan-like ride, quiet interior, and efficient hybrid options have made it a favored choice for families. The introduction of more upscale features over the years, such as enhanced infotainment systems and robust safety protocols via Toyota Safety Sense, ensures that it remains a frontrunner. The Highlander has maintained its affordability and reliability, standing as a wise long-term investment for those in the market for a used SUV.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,151.00
    • Good/great deal percentage: 36.1%
    • User rating: 5 / 5
    • Total listings: 4,033
  • 2023 Toyota Highlander

    • Average price: $36,362.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,615
  • 2021 Toyota Highlander

    • Average price: $30,529.00
    • Good/great deal percentage: 35.0%
    • User rating: 4.86 / 5
    • Total listings: 3,229

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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