Used Gray Toyota Highlander for Sale inPittsfield, MA
220 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,897
- Stock #:
- PH79048
- VIN:
- 5TDKDRBH1SS582503
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
26,897 mi
Westborough, MA
83 mi away
Fair Deal
$44,595
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,987
- Stock #:
- 42N00100B
- VIN:
- 5TDGZRBH5NS570480
Sponsored Listing
2022 Toyota Highlander
XLE AWD
67,987 mi
West Springfield, MA
39 mi away
Fair Deal
$33,172
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,702
- Stock #:
- 020646T
- VIN:
- 5TDKDRBH9PS020646
Price drop
-$1,000
Sponsored Listing
2023 Toyota Highlander
XSE AWD
21,702 mi
Framingham, MA
92 mi away
Great Deal
$40,995
$39,995
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,520
- Stock #:
- 26DP034
- VIN:
- 5TDGZRBHXNS196917
Price drop
-$600
2022 Toyota Highlander
XLE AWD
84,520 mi
E Swanzey, NH
59 mi away
Great Deal
$29,099
$28,499
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 20,360
- Stock #:
- 70158349
- VIN:
- 5TDJZRFH2HS446459
2017 Toyota Highlander
XLE AWD
20,360 mi
Store transfer to Albany, NY
Price includes $199 shipping
Fair Deal
$32,197
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,971
- Stock #:
- SA1749A
- VIN:
- 5TDBZRFH7JS901851
2018 Toyota Highlander
LE AWD
95,971 mi
Acton, MA
93 mi away
Fair Deal
$19,950
- Year:
- 2023
- Make:
- Toyota
- Model:
- 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:
- 47,681
- Stock #:
- 2681Q
- VIN:
- 5TDKDRBH2PS015014
New arrival
2023 Toyota Highlander
XLE AWD
47,681 mi
New London, CT
95 mi away
Fair Deal
$36,697
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 139,941
- Stock #:
- 1478
- VIN:
- 5TDBK3EH7DS265312
2013 Toyota Highlander
AWD
139,941 mi
Marlborough, MA
87 mi away
Fair Deal
$12,394
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,514
- Stock #:
- T53477A
- VIN:
- 5TDJZRFH5KS621035
2019 Toyota Highlander
XLE AWD
48,514 mi
Pittsfield, MA
1 mi away
Fair Deal
$29,304
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 132,584
- Stock #:
- LT9475
- VIN:
- 5TDGZRBH8MS123690
New arrival
2021 Toyota Highlander
XLE AWD
132,584 mi
Manchester, CT
58 mi away
Fair Deal
$24,694
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,176
- Stock #:
- RT0370R
- VIN:
- 5TDGZRAH1MS060370
2021 Toyota Highlander
XLE FWD
87,176 mi
Home delivery from Newark, NJ
Price includes $192 shipping
Good Deal
$26,189
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 168,605
- Stock #:
- 290273
- VIN:
- 5TDJKRFH3GS290273
2016 Toyota Highlander
XLE AWD
168,605 mi
Springfield, MA
43 mi away
Fair Deal
$14,487
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 189,114
- Stock #:
- CTT-10738
- VIN:
- 5TDJKRFH4GS287835
Price drop
-$300
2016 Toyota Highlander
XLE AWD
189,114 mi
Manchester, CT
59 mi away
Great Deal
$12,285
$11,985
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,338
- Stock #:
- TP7213
- VIN:
- 5TDKDRBHXRS569128
Price drop
-$1,000
2024 Toyota Highlander
XLE AWD
39,338 mi
Milford, MA
91 mi away
Good Deal
$38,467
$37,467
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,024
- Stock #:
- NS58823A
- VIN:
- 5TDGZRBH6NS588230
2022 Toyota Highlander
XLE AWD
70,024 mi
Kingston, NY
51 mi away
Fair Deal
$31,770
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,231
- Stock #:
- P24529
- VIN:
- 5TDKDRAH0PS515965
New arrival
2023 Toyota Highlander
LE FWD
35,231 mi
Littleton, MA
91 mi away
Good Deal
$31,087
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,708
- Stock #:
- TP7153
- VIN:
- 5TDKDRBH1PS034475
2023 Toyota Highlander
XLE AWD
29,708 mi
Milford, MA
91 mi away
Good Deal
$36,467
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,776
- Stock #:
- 360835A
- VIN:
- 5TDHZRBH8MS545978
New arrival
2021 Toyota Highlander
XLE AWD
68,776 mi
E Swanzey, NH
59 mi away
Fair Deal
$31,594
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,702
- Stock #:
- 020646T
- VIN:
- 5TDKDRBH9PS020646
Price drop
-$1,000
2023 Toyota Highlander
XSE AWD
21,702 mi
Framingham, MA
92 mi away
Great Deal
$40,995
$39,995
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 107,935
- Stock #:
- 105920
- VIN:
- 5TDDKRFH4FS078123
2015 Toyota Highlander
Limited Platinum AWD
107,935 mi
Worcester, MA
74 mi away
Good Deal
$19,074
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,309
- Stock #:
- LS517812T
- VIN:
- 5TDGZRBH7LS517812
Price drop
-$500
2020 Toyota Highlander
XLE AWD
91,309 mi
Queensbury, NY
63 mi away
Great Deal
$23,675
$23,175
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,513
- Stock #:
- HYM2845C
- VIN:
- 5TDKDRBH7PS010097
2023 Toyota Highlander
XLE AWD
40,513 mi
Berlin, CT
62 mi away
Fair Deal
$36,799
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 112,269
- VIN:
- 5TDJZRBH1MS056503
New arrival
2021 Toyota Highlander
XSE AWD
112,269 mi
Home delivery from Inwood, NY
Price includes $129 shipping
Great Deal
$23,124
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 127,362
- Stock #:
- TH466781
- VIN:
- 5TDJZRFH8HS466781
Sponsored Listing
2017 Toyota Highlander
XLE AWD
127,362 mi
Bethany, CT
73 mi away
Fair Deal
$18,798
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