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Used Toyota Grand Highlander for Sale near Pittsfield, MA

93 results
Pittsfield, MA
2024 Toyota Grand Highlander XLE AWD Balise Ford of Wilbraham

2024 Toyota Grand Highlander

XLE AWD

25,522 miles

$41,477

Good Deal
Wilbraham, MA
44 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
25,522
Stock number:
F82624A
VIN:
5TDAAAB53RS023332

Sponsored

2024 Toyota Grand Highlander Platinum AWD

2024 Toyota Grand Highlander

Platinum AWD

44,661 miles

$44,488

Good Deal
Certified Pre-Owned
Nashua, NH
94 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream Off-White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,661
Stock number:
N25975C
VIN:
5TDAAAB55RS004314

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

20,464 miles

$41,986

Fair Deal
Northampton, MA
32 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:
20,464
Stock number:
SS087714R
VIN:
5TDAAAB5XSS087714

Sponsored

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

52,286 miles

$38,712

Good Deal
Bedford, MA
100 mi away
Year:
2024
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
Transmission:
8-Speed Automatic
Mileage:
52,286
Stock number:
26004A
VIN:
5TDAAAB55RS022277

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

25,398 miles

$40,985

Good Deal
Watertown, CT
60 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
25,398
Stock number:
X36010
VIN:
5TDAAAB52RS036010

2026 Toyota Grand Highlander Limited AWD

2026 Toyota Grand Highlander

Limited AWD

2,842 miles

$51,994

Good Deal
Certified Pre-Owned
Schenectady, NY
38 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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
2,842
Stock number:
TS116477T
VIN:
5TDAAAB52TS116477

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2024 Toyota Grand Highlander

XLE AWD

51,330 miles

$37,897

Good Deal
Store transfer to Albany, NY
1,198 mi away • Price includes $899 shipping Price includes $899 shipping
Year:
2024
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:
51,330
Stock number:
28013015
VIN:
5TDAAAB51RS025242

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2025 Toyota Grand Highlander

XLE FWD

6,588 miles

$41,209

Good Deal
Certified Pre-Owned
Hartford, CT
55 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
6,588
Stock number:
UP43058
VIN:
5TDAAAA53SS029865

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2024 Toyota Grand Highlander

XLE AWD

42,970 miles

$39,491

Good Deal
Certified Pre-Owned
Middletown, CT
67 mi away
Year:
2024
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:
42,970
Stock number:
A08487U
VIN:
5TDAAAB56RS050492

Preparing for a close up...

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2024 Toyota Grand Highlander

Platinum AWD

44,661 miles

$44,488

Good Deal
Certified Pre-Owned
Nashua, NH
94 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream Off-White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,661
Stock number:
N25975C
VIN:
5TDAAAB55RS004314

Preparing for a close up...

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2024 Toyota Grand Highlander

Platinum AWD

69,440 miles

$41,500

Good Deal
Nashua, NH
93 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,440
Stock number:
B26793A
VIN:
5TDAAAB55RS009853

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2024 Toyota Grand Highlander

XLE AWD

17,335 miles

$40,599

Great Deal
West Springfield, MA
38 mi away
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
17,335
Stock number:
GF537A
VIN:
5TDAAAB51RS015231

Preparing for a close up...

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2024 Toyota Grand Highlander

Platinum AWD

13,693 miles

$48,300

Good Deal
Pittsfield, MA
1 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
13,693
Stock number:
T52437A
VIN:
5TDAAAB54RS003302

Preparing for a close up...

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2024 Toyota Grand Highlander

XLE AWD

25,522 miles

$41,477

Good Deal
Wilbraham, MA
44 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
25,522
Stock number:
F82624A
VIN:
5TDAAAB53RS023332

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

17,307 miles

$42,995

Fair Deal
Certified Pre-Owned
Hudson, NY
25 mi away
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
17,307
Stock number:
25-108
VIN:
5TDAAAB58RS066290

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2025 Toyota Grand Highlander

XLE AWD

7,705 miles

$42,989

Good Deal
Stratford, CT
87 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 Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
7,705
Stock number:
U7406
VIN:
5TDAAAB55SS073834

Preparing for a close up...

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2024 Toyota Grand Highlander

Limited AWD

18,139 miles

$47,237

Fair Deal
Smithfield, RI
97 mi away
Year:
2024
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:
18,139
Stock number:
251660A
VIN:
5TDAAAB57RS058018

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

40,153 miles

$44,544

Fair Deal
Greenfield, MA
34 mi away
Year:
2024
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:
Black
Transmission:
8-Speed Automatic
Mileage:
40,153
Stock number:
T2314A
VIN:
5TDAAAB56RS030470

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

29,863 miles

$40,804

Good Deal
Smithfield, RI
97 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,863
Stock number:
JD76141
VIN:
5TDAAAB50SS076141

Sponsored

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

CarGurus recommends the 2025 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,626 currently listed for sale on CarGurus and an **average price of $44,115.00**, 33.6% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2025 Toyota Grand Highlander 4.64 / 5 stars. - **94.2% of 2025 Grand Highlander models on CarGurus are accident free**. - The 2025 Toyota Grand Highlander features spacious “adult-sized” third-row seating, impressive fuel-efficient powertrains, and a host of well-equipped trims. ## Why it stands out The 2025 Toyota Grand Highlander stands out as a spacious and practical family crossover, perfectly fitting between the standard Highlander and the larger Sequoia. Offering an invigorating blend of comfort and capability, it provides ample room for adults in the third row—a notable differentiator in the three-row SUV market. Its efficient powertrains, including gas and hybrid options, cater to eco-conscious buyers without compromising on performance. Additionally, the Grand Highlander has been designed with a more modern aesthetic and enhanced interior, making it a compelling option for families needing versatility without the drawbacks of a full-size SUV. ## Other model years to consider - **[2024 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2024-Toyota-Grand-Highlander-c32790)** - Average price: $44,202.00 - Good/great deal percentage: 34.0% - User rating: 4.64 / 5 - Total listings: 1,564 - **[2023 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-Toyota-Grand-Highlander-d3314)** - Average price: $44,419.00 - Good/great deal percentage: 33.6% - Total listings: 1,626 These recommendations are based on CarGurus' proprietary market data from February 17, 2026, CarGurus experts' opinions, and generative AI.

4.7 Overall rating

(14 reviews)
Shanta C
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024

Great suv with lots of space and safety features.

Nick A
5.0
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024

The car is amazing. Not much of a discount though.

ashleigh D
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 02, 2024

I had a 2013 Buick enclave (which I absolutely loved but once it hit 100K nothing but mechanical problems) . I traded it in for a 2022 Highlander. I was miserable going from a larger suv to a much smaller one ( I didn’t realize how much smaller it actually was). So after having the highlander for less than two years , I traded it in for the Grand highlander. And it’s the absolute perfect size! I love it. No complaints so far. I almost bought a brand new top of the line telluride (that thing was fine and had every feature you could imagine) …. But after talking to a few mechanics I decided to spend a little more and get the Toyota.

Anonymous
5.0
Reviewed a 2024 Toyota Grand Highlander on May 21, 2024

It should be on $56000 out dealer price . Little high compared in online price

Patrick C
5.0
Reviewed a 2024 Toyota Grand Highlander on May 11, 2024

Great family vehicle comfortable and excellent leg room

Toyota Grand Highlander FAQs

How much does the Toyota Grand Highlander cost in Pittsfield, MA?

The average Toyota Grand Highlander costs about $44,404.21. The average price has decreased by -8.4% since last year. The 61 for sale near Pittsfield, MA on CarGurus, range from $35,998 to $59,745 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and Toyota Grand Highlander owners have rated the vehicle a 4.6/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

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

61 out of 61 for sale near Pittsfield, MA have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Grand Highlander in Pittsfield MA

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