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

180 results
Pittsfield, MA
2025 Toyota Grand Highlander XLE AWD Westboro Toyota

2025 Toyota Grand Highlander

XLE AWD

16,330 miles

$43,000

Good Deal
Westborough, MA
83 mi away
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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
16,330
Stock number:
PA78335
VIN:
5TDAAAB51SS083020

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

20,097 miles

$44,986

Fair Deal
Certified Pre-Owned
Manchester, CT
58 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,097
Stock number:
LT9275
VIN:
5TDAAAB57SS079554

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

7,489 miles

$45,049

Good Deal
Greenfield, MA
34 mi away
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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
7,489
Stock number:
TL121A
VIN:
5TDAAAB57SS086147

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

7,489 miles

$45,049

Good Deal
Greenfield, MA
34 mi away
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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
7,489
Stock number:
TL121A
VIN:
5TDAAAB57SS086147

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

LE AWD

9,911 miles

$42,998

Fair Deal
Auburn, MA
73 mi away
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:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
Automatic
Mileage:
9,911
Stock number:
A286637A
VIN:
5TDAAAB50SS080822

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

25,011 miles

$45,097

Fair Deal
Store transfer to Albany, NY
367 mi away • Price includes $99 shipping Price includes $99 shipping
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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
25,011
Stock number:
28191039
VIN:
5TDAAAB58SS078204

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

LE FWD

414 miles

$44,997

Fair Deal
Store transfer to Albany, NY
2,386 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
414
Stock number:
28040052
VIN:
5TDAAAA54SS033794

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

20,097 miles

$44,986

Fair Deal
Certified Pre-Owned
Manchester, CT
58 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,097
Stock number:
LT9275
VIN:
5TDAAAB57SS079554

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

15,587 miles

$43,000

Good Deal
Westborough, MA
83 mi away
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:
15,587
Stock number:
PA78336
VIN:
5TDAAAB59SS083220

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,330 miles

$43,000

Good Deal
Westborough, MA
83 mi away
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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
16,330
Stock number:
PA78335
VIN:
5TDAAAB51SS083020

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $44,843

$43,343

Kingston, NY
51 mi away
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:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
2
Stock number:
TS114600
VIN:
5TDAAAB59TS114600

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $45,518

$42,150

Putnam, CT
79 mi away
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:
Storm Cloud
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Stock number:
26375
VIN:
5TDAAAB51TS117460

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $57,343

$53,242

Littleton, MA
91 mi away
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:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Portobello Leather
Transmission:
8-Speed Dual Clutch
Mileage:
5
Stock number:
266904
VIN:
5TDAAAB53TS115743

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $54,828

$50,880

Littleton, MA
91 mi away
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:
Storm Cloud
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
266895
VIN:
5TDAAAB58TS115236

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $57,023

$52,947

Littleton, MA
91 mi away
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:
Storm Cloud
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Portobello
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
266897
VIN:
5TDAAAB56TS116644

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $45,818

$45,818

Mount Kisco, NY
88 mi away
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:
White (WIND CHILL PEARL)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
1
Stock number:
2616826
VIN:
5TDAAAB51TS114896

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $48,218

$47,718

Kingston, NY
51 mi away
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:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
2
Stock number:
TS116872
VIN:
5TDAAAB58TS116872

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $45,993

$45,993

Mount Kisco, NY
88 mi away
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:
White (WIND CHILL PEARL)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
1
Stock number:
2616855
VIN:
5TDAAAB54TS115251

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $56,645

$56,645

Manchester, CT
58 mi away
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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Portobello
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
T26436
VIN:
5TDAAAB50TS118051

Preparing for a close up...

Photos coming soon

2026 Toyota Grand Highlander

New car | MSRP $58,723

$54,321

Littleton, MA
91 mi away
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:
Blueprint
Fuel type:
Gasoline
Interior color:
Black Leather
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock number:
267100
VIN:
5TDAAAB52TS119055

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

15,587 miles

$43,000

Good Deal
Westborough, MA
83 mi away
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:
15,587
Stock number:
PA78336
VIN:
5TDAAAB59SS083220

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Grand Highlander
  4. / 2026
  5. / Massachusetts
  6. / Pittsfield
FAQs

2026 Toyota Grand Highlander FAQs

How many 2026 Toyota Grand Highlander vehicles in Pittsfield, MA have no reported accidents or damage?

14 out of 18 for sale near Pittsfield, MA have no reported accidents or damage.

What is the fuel economy of the 2026 Toyota Grand Highlander?

Depending on the engine and options, the 2026 Toyota Grand Highlander gets between 22 and 24 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

  • 2025 Toyota Grand Highlander in Pittsfield MA

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