Certified Toyota Highlander for Sale near Pittsfield, MA
55 results
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,907
- Stock #:
- TP6969
- VIN:
- 5TDKDRBH5RS567500


Sponsored by Imperial Toyota
2024 Toyota Highlander
XLE AWD
47,907 mi
Milford, MA
91 mi away
Fair Deal
$39,967
- 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:
- Wind Chill Pearl Off- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,000
- Stock #:
- N27619C
- VIN:
- 5TDKDRBH6PS512633

Sponsored Listing
2023 Toyota Highlander
XSE AWD
47,000 mi
Nashua, NH
94 mi away
Good Deal
$39,483
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,552
- Stock #:
- 26CP061
- VIN:
- 5TDKDRBH4PS501291

Sponsored Listing
2023 Toyota Highlander
XLE AWD
33,552 mi
E Swanzey, NH
59 mi away
Fair Deal
$39,594
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,635
- Stock #:
- C50939A
- VIN:
- 5TDBZRFH1HS408547

2017 Toyota Highlander
LE Plus AWD
73,635 mi
Springfield, MA
42 mi away
Good Deal
$22,061
- 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:
- 8-Speed Automatic
- Mileage:
- 33,066
- Stock #:
- FEU7305A
- VIN:
- 5TDKDRBH0PS028201

2023 Toyota Highlander
XLE AWD
33,066 mi
Poughkeepsie, NY
66 mi away
Good Deal
$35,427
- 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:
- Moon Dust Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,287
- Stock #:
- N27720C
- VIN:
- 5TDGZRBH5NS224168

2022 Toyota Highlander
XLE AWD
51,287 mi
Nashua, NH
94 mi away
Great Deal
$33,795
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,760
- Stock #:
- C4481
- VIN:
- 5TDZZRAH2NS121896

2022 Toyota Highlander
LE FWD
71,760 mi
Nashua, NH
94 mi away
Great Deal
$26,795
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,907
- Stock #:
- TP6969
- VIN:
- 5TDKDRBH5RS567500

2024 Toyota Highlander
XLE AWD
47,907 mi
Milford, MA
91 mi away
Fair Deal
$39,967
- 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:
- 8-Speed Automatic
- Mileage:
- 109,340
- Stock #:
- 13767
- VIN:
- 5TDJZRFH6HS404795

2017 Toyota Highlander
XLE AWD
109,340 mi
Norwich, CT
88 mi away
Fair Deal
$21,994
- 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:
- 43,002
- Stock #:
- AT10877A
- VIN:
- 5TDKDRBH9PS506048

2023 Toyota Highlander
XLE AWD
43,002 mi
Holyoke, MA
37 mi away
Fair Deal
$38,342
- 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:
- 62,340
- Stock #:
- FEU7775A
- VIN:
- 5TDKDRBH2PS520065

Price drop
-$1,275
2023 Toyota Highlander
Platinum AWD
62,340 mi
Poughkeepsie, NY
66 mi away
Good Deal
$38,417
$37,142
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,024
- Stock #:
- P622209
- VIN:
- 5TDJZRFH6KS622209

2019 Toyota Highlander
SE AWD
111,024 mi
Plainville, CT
57 mi away
Great Deal
$21,205
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 63,983
- Stock #:
- 26228A
- VIN:
- 5TDJZRFH6KS612313

2019 Toyota Highlander
XLE AWD
63,983 mi
Westbrook, CT
90 mi away
Fair Deal
$29,374
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,854
- Stock #:
- 26DP030
- VIN:
- 5TDBZRBH1NS574083

2022 Toyota Highlander
LE AWD
62,854 mi
E Swanzey, NH
59 mi away
Fair Deal
$30,099
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,973
- Stock #:
- C4598
- VIN:
- 5TDGZRBH7MS109084

New arrival
2021 Toyota Highlander
XLE AWD
46,973 mi
Nashua, NH
94 mi away
Fair Deal
$34,795
- 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:
- Wind Chill Pearl Off- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,000
- Stock #:
- N27619C
- VIN:
- 5TDKDRBH6PS512633

2023 Toyota Highlander
XSE AWD
47,000 mi
Nashua, NH
94 mi away
Good Deal
$39,483
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,552
- Stock #:
- 26CP061
- VIN:
- 5TDKDRBH4PS501291

2023 Toyota Highlander
XLE AWD
33,552 mi
E Swanzey, NH
59 mi away
Fair Deal
$39,594
- 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:
- Cypress Green
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,028
- Stock #:
- C4528
- VIN:
- 5TDKDRBHXPS501683

2023 Toyota Highlander
XLE AWD
30,028 mi
Nashua, NH
94 mi away
Good Deal
$38,795
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,512
- Stock #:
- H30386A
- VIN:
- 5TDKDRBH4PS046393

2023 Toyota Highlander
Platinum AWD
70,512 mi
White River Junction, VT
95 mi away
Fair Deal
$38,500
- 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:
- Wind Chill Pearl Off- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,847
- Stock #:
- N27759T
- VIN:
- 5TDKDRBHXRS561689

2024 Toyota Highlander
XLE AWD
23,847 mi
Nashua, NH
94 mi away
Great Deal
$41,495
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,207
- Stock #:
- T53100A
- VIN:
- 5TDKDRBH9RS547475

New arrival
2024 Toyota Highlander
LE AWD
12,207 mi
Pittsfield, MA
1 mi away
Fair Deal
$39,814
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,245
- Stock #:
- F10134B
- VIN:
- 5TDKDRBH2RS552050

2024 Toyota Highlander
Platinum AWD
18,245 mi
Westminster, VT
61 mi away
Fair Deal
$49,697
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,516
- Stock #:
- SS588677
- VIN:
- 5TDKDRBH9SS588677

2025 Toyota Highlander
LE AWD
9,516 mi
Manchester, NH
98 mi away
Great Deal
$40,387
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,854
- Stock #:
- 26DP030
- VIN:
- 5TDBZRBH1NS574083

Sponsored Listing
2022 Toyota Highlander
LE AWD
62,854 mi
E Swanzey, NH
59 mi away
Fair Deal
$30,099
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