Certified Toyota Grand Highlander for Sale nearPittsfield, MA
48 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 61,129
- Stock #:
- TP8532
- VIN:
- 5TDAAAB56SS100264
Sponsored by Imperial Toyota
2025 Toyota Grand Highlander
XLE AWD
61,129 mi
Milford, MA
91 mi away
Good Deal
$39,967
- 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:
- Light Gray
- Transmission:
- Automatic
- Mileage:
- 31,453
- Stock #:
- HTAPTS116473
- VIN:
- 5TDAAAB55TS116473
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
31,453 mi
Auburn, MA
73 mi away
Fair Deal
$47,836
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,912
- Stock #:
- C4763
- VIN:
- 5TDAAAB5XTS139960
Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
1,912 mi
Nashua, NH
94 mi away
Fair Deal
$49,594
- 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:
- 74,597
- Stock #:
- 2401253
- VIN:
- 5TDAAAB57RS001253
2024 Toyota Grand Highlander
Platinum AWD
74,597 mi
Rutland, VT
80 mi away
Good Deal
$41,160
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,444
- Stock #:
- 24UC9725
- VIN:
- 5TDAAAB50RS005466
2024 Toyota Grand Highlander
Limited AWD
47,444 mi
Glastonbury, CT
61 mi away
Great Deal
$41,010
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,871
- Stock #:
- M30969A
- VIN:
- 5TDAAAB55RS049656
2024 Toyota Grand Highlander
Limited AWD
40,871 mi
White River Junction, VT
95 mi away
Great Deal
$42,600
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,104
- Stock #:
- MP1569
- VIN:
- 5TDAAAB50RS004365
Price drop
-$1,524
2024 Toyota Grand Highlander
Limited AWD
43,104 mi
Claremont, NH
77 mi away
Great Deal
$44,017
$42,493
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,018
- Stock #:
- M31000A
- VIN:
- 5TDAAAB56RS011286
New arrival
2024 Toyota Grand Highlander
Limited AWD
30,018 mi
White River Junction, VT
95 mi away
Good Deal
$45,500
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,535
- Stock #:
- T16546A
- VIN:
- 5TDAAAB59RS016420
2024 Toyota Grand Highlander
Platinum AWD
36,535 mi
Westminster, VT
61 mi away
Fair Deal
$47,599
- 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:
- 33,140
- Stock #:
- AXP20058
- VIN:
- 5TDAAAB5XSS075840
2025 Toyota Grand Highlander
XLE AWD
33,140 mi
Littleton, MA
91 mi away
Great Deal
$40,493
- 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:
- 47,883
- Stock #:
- 2412939
- VIN:
- 5TDAAAB58RS012939
2024 Toyota Grand Highlander
Platinum AWD
47,883 mi
Rutland, VT
80 mi away
Fair Deal
$46,256
- 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:
- 61,129
- Stock #:
- TP8532
- VIN:
- 5TDAAAB56SS100264
2025 Toyota Grand Highlander
XLE AWD
61,129 mi
Milford, MA
91 mi away
Good Deal
$39,967
- 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:
- 62,642
- Stock #:
- P5409
- VIN:
- 5TDAAAB55RS046384
2024 Toyota Grand Highlander
Platinum AWD
62,642 mi
Wallingford, CT
71 mi away
Fair Deal
$45,824
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,091
- Stock #:
- 360701A
- VIN:
- 5TDAAAB56RS044336
2024 Toyota Grand Highlander
XLE AWD
53,091 mi
E Swanzey, NH
59 mi away
Fair Deal
$40,594
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,896
- Stock #:
- TS151634A
- VIN:
- 5TDAAAB50RS015916
2024 Toyota Grand Highlander
XLE AWD
66,896 mi
West Simsbury, CT
48 mi away
Good Deal
$39,549
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,271
- Stock #:
- 360984A
- VIN:
- 5TDAAAB58RS064944
New arrival
2024 Toyota Grand Highlander
XLE AWD
38,271 mi
E Swanzey, NH
59 mi away
Fair Deal
$43,194
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Portobello
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,805
- Stock #:
- T53360A
- VIN:
- 5TDAAAB59SS098719
2025 Toyota Grand Highlander
Platinum AWD
4,805 mi
Pittsfield, MA
1 mi away
Good Deal
$53,259
- 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:
- 31,680
- Stock #:
- RS058088
- VIN:
- 5TDAAAB56RS058088
2024 Toyota Grand Highlander
Platinum AWD
31,680 mi
Manchester, NH
98 mi away
Good Deal
$46,317
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,846
- Stock #:
- V2475LAX
- VIN:
- 5TDAAAB54RS004482
2024 Toyota Grand Highlander
Limited AWD
49,846 mi
Nashua, NH
94 mi away
Great Deal
$41,095
- 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:
- Portobello
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,509
- Stock #:
- LT9510
- VIN:
- 5TDAAAB51RS025984
2024 Toyota Grand Highlander
Platinum AWD
41,509 mi
Manchester, CT
58 mi away
Fair Deal
$47,694
- 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:
- 36,056
- Stock #:
- P17722
- VIN:
- 5TDAAAB55SS091069
2025 Toyota Grand Highlander
XLE AWD
36,056 mi
Framingham, MA
91 mi away
Fair Deal
$42,399
- 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 (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- Automatic
- Mileage:
- 28,975
- Stock #:
- 7458A
- VIN:
- 5TDAAAB51RS060931
2024 Toyota Grand Highlander
Platinum AWD
28,975 mi
Hudson, NY
25 mi away
Fair Deal
$49,170
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,630
- Stock #:
- TT404X
- VIN:
- 5TDAAAB52TS140505
2026 Toyota Grand Highlander
XLE AWD
1,630 mi
Nashua, NH
94 mi away
Fair Deal
$49,495
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,018
- Stock #:
- M31000A
- VIN:
- 5TDAAAB56RS011286
New arrival
Sponsored Listing
2024 Toyota Grand Highlander
Limited AWD
30,018 mi
White River Junction, VT
95 mi away
Good Deal
$45,500
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