CarGurus Header
Location:

Include delivery listings?

Used Toyota Grand Highlander for Sale near Pittsfield, MA

118 results

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:
Cream
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,997
Stock #:
26211NA
VIN:
5TDAAAB53RS010015
Cream 2024 Toyota Grand Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
McGee Toyota of Putnam

Sponsored by McGee Toyota of Putnam

2024 Toyota Grand Highlander

Platinum AWD

29,997 mi

Putnam, CT
79 mi away
Fair Deal

$49,887

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:
White (Cloud)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
42,190
Stock #:
T52828A
VIN:
5TDAAAB5XRS009170
White (Cloud) 2024 Toyota Grand Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 Toyota Grand Highlander

Limited AWD

42,190 mi

Pittsfield, MA
1 mi away
Good Deal
Manufacturer certified

$44,557

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:
Black
Transmission:
8-Speed Automatic
Mileage:
19,443
Stock #:
T53136A
VIN:
5TDAAAB59SS075778
Storm Cloud 2025 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Grand Highlander

XLE AWD

19,443 mi

Pittsfield, MA
1 mi away
Fair Deal
Manufacturer certified

$47,576

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:
29,226
Stock #:
28052915
VIN:
5TDAAAB59SS084559
Silver 2025 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Grand Highlander

XLE AWD

29,226 mi

Store transfer to Albany, NY
Price includes $1,399 shipping
Fair Deal

$45,397

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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,298
Stock #:
23685
VIN:
5TDAAAB50RS017293
Price drop

-$2,180

 

2024 Toyota Grand Highlander

Platinum AWD

36,298 mi

Cos Cob, CT
99 mi away
Good Deal
Manufacturer certified

$49,443

$47,263

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:
White (Cloud)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
42,190
Stock #:
T52828A
VIN:
5TDAAAB5XRS009170
White (Cloud) 2024 Toyota Grand Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Grand Highlander

Limited AWD

42,190 mi

Pittsfield, MA
1 mi away
Good Deal
Manufacturer certified

$44,557

Recommended model year:

2024 Toyota Grand Highlander

5.0

Shop 2024 Toyota Grand Highlander »
  • With 1,459 currently listed for sale and an average price of $46,392.00, 34.1% of 2024 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2024 Toyota Grand Highlander 5 / 5 stars.

  • 92.1% of 2024 Grand Highlander models on CarGurus are accident free.

  • The 2024 Toyota Grand Highlander features two hybrid powertrains, delivers excellent fuel efficiency, and an incredibly spacious interior, making it an appealing choice for families.

Research summarized using AI

 

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:
14,483
Stock #:
28711510
VIN:
5TDAAAA58SS028047
Red 2025 Toyota Grand Highlander XLE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

XLE FWD

14,483 mi

Store transfer to Albany, NY
Price includes $149 shipping
Fair Deal

$47,147

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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
50,639
Stock #:
RS005679
VIN:
5TDAAAB56RS005679
Celestial Silver Metallic 2024 Toyota Grand Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$953

 

2024 Toyota Grand Highlander

Platinum AWD

50,639 mi

Manchester, NH
98 mi away
Great Deal
Manufacturer certified

$44,477

$43,524

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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
50,530
Stock #:
S268100A
VIN:
5TDAAAB53RS012797
Blueprint 2024 Toyota Grand Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Grand Highlander

Limited AWD

50,530 mi

Littleton, MA
91 mi away
Good Deal
Manufacturer certified

$44,308

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:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
56,134
Stock #:
625597A
VIN:
5TDAAAB53RS021550
Midnight Black Metallic 2024 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Grand Highlander

XLE AWD

56,134 mi

Wappingers Falls, NY
69 mi away
Good Deal
Manufacturer certified

$39,990

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 LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

LE FWD

6,080 mi

Store transfer to Albany, NY
Price includes $799 shipping
Fair Deal

$43,797

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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,506
Stock #:
260973A
VIN:
5TDAAAB50RS039164
Celestial Silver Metallic 2024 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Grand Highlander

XLE AWD

35,506 mi

Claremont, NH
77 mi away
Good Deal
Manufacturer certified

$44,404

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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,050
Stock #:
UP43156
VIN:
5TDAAAB57RS030302
Storm Cloud 2024 Toyota Grand Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Grand Highlander

Platinum AWD

26,050 mi

Hartford, CT
55 mi away
Great Deal
Manufacturer certified

$46,897

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5,016
Stock #:
30547SA
VIN:
5TDAAAB52TS128984
Gray 2026 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Grand Highlander

XLE AWD

5,016 mi

Glens Falls, NY
63 mi away
Good Deal

$47,000

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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,506
Stock #:
260973A
VIN:
5TDAAAB50RS039164
Celestial Silver Metallic 2024 Toyota Grand Highlander XLE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2024 Toyota Grand Highlander

XLE AWD

35,506 mi

Claremont, NH
77 mi away
Good Deal
Manufacturer certified

$44,404

Page 1 of 6

FAQs

How much does the Toyota Grand Highlander cost in Pittsfield, MA?
The average Toyota Grand Highlander costs about $47,521.70. The average price has increased by 5% since last year. The 73 for sale near Pittsfield, MA on CarGurus, range from $34,657 to $59,242 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 5/5 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?
73 out of 73 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.

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer