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New & Used 2026 Toyota Grand Highlander for Sale near Boston, MA

194 results

Year:
2025
Make:
Toyota
Model:
Grand 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:
27,848
Stock #:
083882T
VIN:
5TDAAAB50SS083882
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
AutoMax Preowned Framingham

Sponsored by AutoMax Preowned Framingham

2025 Toyota Grand Highlander

XLE AWD

27,848 mi

Framingham, MA
20 mi away
Good Deal

$44,995

Year:
2025
Make:
Toyota
Model:
Grand 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:
18,490
Stock #:
PA78964
VIN:
5TDAAAB56SS083448
Pearl 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Grand Highlander

XLE AWD

18,490 mi

Westborough, MA
30 mi away
Fair Deal

$48,390

Year:
2026
Make:
Toyota
Model:
Grand 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:
2,579
Stock #:
TS111325
VIN:
5TDAAAB59TS111325
Celestial Silver Metallic 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Grand Highlander

XLE AWD

2,579 mi

Danvers, MA
14 mi away
Good Deal
Manufacturer certified

$48,262

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
35,824
Stock #:
28774429
VIN:
5TDAAAA53SS030238
Blue 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

XLE FWD

35,824 mi

Store transfer to Danvers, MA
Price includes $1,999 shipping
Fair Deal

$42,997

Year:
2026
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5,036
Stock #:
TW552374A
VIN:
5TDAAAB52TS123610

 

2026 Toyota Grand Highlander

Limited AWD

5,036 mi

Warwick, RI
47 mi away
Good Deal

$53,499

Year:
2026
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,500
Stock #:
TW552322A
VIN:
5TDAAAB54TS124614

 

2026 Toyota Grand Highlander

Limited AWD

4,500 mi

Warwick, RI
47 mi away
Good Deal

$53,999

Year:
2025
Make:
Toyota
Model:
Grand 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,787
Stock #:
267794A
VIN:
5TDAAAB51SS094356
Heavy Metal 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

15,787 mi

Littleton, MA
25 mi away
Good Deal
Manufacturer certified

$53,877

CarGurus Analysis:

2026 Toyota Grand Highlander

  • With 686 currently listed for sale and an average price of $53,088.00, 32.5% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.9% of 2026 Grand Highlander models on CarGurus are accident free.

  • The 2026 Toyota Grand Highlander offers a spacious interior suitable for families, hybrid powertrain options, and a suite of standard safety features.

Research summarized using AI

 

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pearl
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
41,326
Stock #:
N40220A
VIN:
5TDAAAB52SS082166
Pearl 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

41,326 mi

Woburn, MA
10 mi away
Fair Deal
Manufacturer certified

$51,244

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Storm Cloud
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,240
Stock #:
SS071941
VIN:
5TDAAAB57SS071941
Storm Cloud 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

29,240 mi

Manchester, NH
45 mi away
Good Deal
Manufacturer certified

$52,986

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
6,080
Stock #:
28888739
VIN:
5TDAAAA50SS023232
Blue 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

LE FWD

6,080 mi

Store transfer to Danvers, MA
Price includes $1,399 shipping
Fair Deal

$44,397

Year:
2025
Make:
Toyota
Model:
Grand 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:
17,752
Stock #:
28385699
VIN:
5TDAAAB56SS082946
Silver 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

XLE AWD

17,752 mi

Store transfer to Danvers, MA
Price includes $599 shipping
Good Deal

$45,597

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
7,951
Stock #:
28825380
VIN:
5TDAAAA52SS023877
Red 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

Limited FWD

7,951 mi

Store transfer to Danvers, MA
Price includes $1,499 shipping
Fair Deal

$51,497

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
18,495
Stock #:
28713133
VIN:
5TDAAAA55SS026840
Red 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

XLE FWD

18,495 mi

Store transfer to Danvers, MA
Price includes $1,999 shipping
Fair Deal

$44,997

Year:
2025
Make:
Toyota
Model:
Grand 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,787
Stock #:
267794A
VIN:
5TDAAAB51SS094356
Heavy Metal 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Grand Highlander

Platinum AWD

15,787 mi

Littleton, MA
25 mi away
Good Deal
Manufacturer certified

$53,877

Page 1 of 9

CarGurus Analysis: 2026 Toyota Grand Highlander

7.7
of 10
overall
Look and feel7/10
Technology8/10
Performance7/10
Safety8/10
Form & function8/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 686 currently listed for sale and an average price of $53,088.00, 32.5% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.9% of 2026 Grand Highlander models on CarGurus are accident free.

  • The 2026 Toyota Grand Highlander offers a spacious interior suitable for families, hybrid powertrain options, and a suite of standard safety features.

Why it stands out

The 2026 Toyota Grand Highlander emerges as a compelling choice for families needing a spacious, three-row SUV. It is particularly appealing because of its interior comfort, safety features, and a range of hybrid powertrain options that enhance fuel efficiency. While some might find the exterior styling uninspired, the Grand Highlander emphasizes functionality and practicality without compromising on comfort. The inclusion of advanced safety technologies as standard helps to ensure peace of mind when driving. According to expert reviews, the Grand Highlander is an excellent option when balancing space, performance, and efficiency for active families. With its spacious third row and impressive accident-free rate, buyers can feel confident in its value and safety.

Other model years to consider

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

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