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New Toyota Highlander for Sale near Pittsfield, MA

40 results

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH2TS25A186
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
Acton Toyota of Littleton

Sponsored by Acton Toyota of Littleton

2026 Toyota Highlander

Platinum AWD

New car

Littleton, MA
91 mi away

New car

TSRP $57,287

$58,272

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH1TS25A339
Heavy Metal 2026 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

Sponsored Listing

2026 Toyota Highlander

Limited AWD

New car

Littleton, MA
91 mi away

New car

TSRP $53,723

$54,708

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH9TS25A993
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

Sponsored Listing

2026 Toyota Highlander

Platinum AWD

New car

Lancaster, MA
79 mi away

New car

TSRP $56,073

$57,063

Year:
2026
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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Stock #:
TC9926
VIN:
5TDKDRBH9TS610372
Midnight Black 2026 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XSE AWD

New car

Home delivery from Oneida, NY
Price includes $258 shipping

New car

TSRP $52,658

$53,091

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 Meta
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
90
Stock #:
T251256
VIN:
5TDKDRBH4SS594001
Magnetic Gray Meta 2025 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Limited AWD

New car

Cortlandt Manor, NY
88 mi away

New car

TSRP $53,392

$53,392

Year:
2026
Make:
Toyota
Model:
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:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
TJT686
VIN:
5TDKDRBH7TS610709
Red 2026 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

New car

Home delivery from Laconia, NH
Price includes $238 shipping

New car

TSRP $49,693

$46,431

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Interior color:
Black Leather-Trimmed
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock #:
30637
VIN:
5TDKDRBH7TS611391
Blueprint 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Glens Falls, NY
63 mi away

New car

TSRP $55,508

$55,683

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH2TS25A186
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

 

2026 Toyota Highlander

Platinum AWD

New car

Littleton, MA
91 mi away

New car

TSRP $57,287

$58,272

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH9TS25A993
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

 

2026 Toyota Highlander

Platinum AWD

New car

Lancaster, MA
79 mi away

New car

TSRP $56,073

$57,063

Customer summary

What people are saying:

4.7

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

 

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Gray (Graphite Leather-Trimmed)
Transmission:
8-Speed Dual Clutch
Mileage:
0
VIN:
5TDKDRBH1TS25A339
Heavy Metal 2026 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch

 

2026 Toyota Highlander

Limited AWD

New car

Littleton, MA
91 mi away

New car

TSRP $53,723

$54,708

Year:
2026
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Stock #:
H30387
VIN:
5TDKDRBH6TS611057
Gray 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

White River Junction, VT
95 mi away

New car

TSRP $55,983

$56,532

Year:
2026
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
Fuel type:
Gasoline
Interior color:
Black Leather-Trimmed
Transmission:
8-Speed Dual Clutch
Mileage:
5,893
Stock #:
TL37089
VIN:
5TDKDRBH7TS605283
Midnight Black Metallic 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Platinum AWD

New car

Lancaster, MA
79 mi away

New car

TSRP $56,142

$57,132

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:
8,064
Stock #:
W241108
VIN:
5TDKDRBH1RS572919
Magnetic Gray Metallic 2024 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

New car

Home delivery from Westbury, NY
Price includes $750 shipping

New car

$51,923

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Stock #:
H30345
VIN:
5TDKDRBH1TS609619
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

New car

White River Junction, VT
95 mi away

New car

TSRP $56,992

$56,541

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