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New & Used 2026 Toyota Highlander for Sale near Wolfeboro, NH

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114 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,088
Stock #:
PH79038
VIN:
5TDKDRBH0SS579527
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

Westboro Toyota

Sponsored by Westboro Toyota

2025 Toyota Highlander

XSE AWD

30,088 mi

Westborough, MA
93 mi away
Good Deal

$45,290

$44,290

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
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
18,812
Stock #:
56581
VIN:
5TDKDRAH7SS554674
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

18,812 mi

Lynn, MA
80 mi away
Good Deal

$35,798

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:
23,181
Stock #:
56622
VIN:
5TDKDRAH8SS554442
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

23,181 mi

Lynn, MA
80 mi away
Good Deal

$35,198

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 $604 shipping
Great Deal

$45,054

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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
11,470
Stock #:
T50025A
VIN:
5TDKDRBH6SS580133
Vehicle photo unavailable

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2025 Toyota Highlander

XLE AWD

11,470 mi

Rochester, NH
21 mi away
Fair Deal

$46,221

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:
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 $1,372 shipping
Good Deal

$43,026

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:
24,377
Stock #:
PH78974
VIN:
5TDKDRBH2SS583840
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,201

 

2025 Toyota Highlander

XSE AWD

24,377 mi

Westborough, MA
93 mi away
Great Deal
Manufacturer certified

$45,890

$44,689

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:
32,467
Stock #:
PH79065
VIN:
5TDKDRBH0SS586185
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

Sponsored Listing

2025 Toyota Highlander

XSE AWD

32,467 mi

Westborough, MA
93 mi away
Good Deal

$45,389

$44,389

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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