New & Used 2026 Toyota Highlander for Sale near Chester, MA

18 results

Chester, MA

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2025 Toyota Highlander

XLE AWD

16,666 miles

$40,500

Good Deal

Pittsfield, MA

19 mi away

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:: Heavy Metal
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 16,666
Stock number:: TPR3690
VIN:: 5TDKDRBH3SS580347

2025 Toyota Highlander

XLE AWD

16,666 miles

$40,500

Good Deal

Pittsfield, MA

19 mi away

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:: Heavy Metal
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Brown (Harvest Beige)
Transmission:: 8-Speed Automatic
Mileage:: 16,666
Stock number:: TPR3690
VIN:: 5TDKDRBH3SS580347

2025 Toyota Highlander

XLE AWD

4,735 miles

$42,900

Good Deal

Certified Pre-Owned

West Simsbury, CT

32 mi away

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:: Celestial Silver Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 4,735
Stock number:: 11444TB
VIN:: 5TDKDRBH9SS582264

2026 Toyota Highlander

New car | MSRP $51,233

$51,233

Manchester, CT

40 mi away

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:: White (Wind Chill Pearl)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 0
Stock number:: T26704
VIN:: 5TDKDRBH3TS602543

2025 Toyota Highlander

New car | MSRP $47,578

$47,578

Pittsfield, MA

19 mi away

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:: Gray
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Gray (Graphite)
Transmission:: 8-Speed Automatic
Mileage:: 2
Stock number:: T51360
VIN:: 5TDKDRBH9SS590848

2026 Toyota Highlander

New car | MSRP $54,420

$54,420

West Simsbury, CT

32 mi away

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:: Glazed Caramel Leather-trimmed
Transmission:: 8-Speed Dual Clutch
Mileage:: 0
Stock number:: TS603310
VIN:: 5TDKDRBH7TS603310

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2026 Toyota Highlander

New car | MSRP $53,063

$53,063

Enfield, CT

28 mi away

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:: Bluprint
Fuel type:: Gasoline
Interior color:: Black (Blk Lth)
Transmission:: 8-Speed Automatic
Stock number:: 130221
VIN:: 5TDKDRBH0TS602774

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2026 Toyota Highlander

New car | MSRP $48,233

$48,233

Hartford, CT

37 mi away

Year:: 2026
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 2.4L I4
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Stock number:: TT1014
VIN:: 5TDKDRBH6TS597449

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2025 Toyota Highlander

New car | MSRP $48,637

$48,637

Pittsfield, MA

19 mi away

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:: 01j9
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1
Stock number:: T51395
VIN:: 5TDKDRBH2SS590576

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2026 Toyota Highlander

New car | MSRP $54,643

$54,643

Bristol, CT

40 mi away

Year:: 2026
Make:: Toyota
Model:: Highlander
Body type:: SUV / Crossover
Engine:: 265 hp 2.4L I4
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 5
Stock number:: STK05B222
VIN:: 5TDKDRBH4TS05B222

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2025 Toyota Highlander

XLE AWD

5,049 miles

$46,997

High Price

Store transfer to Hartford, CT

2,186 mi away Price includes $1,999 shipping Price includes $1,999 shipping

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:: White
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 5,049
Stock number:: 28395943
VIN:: 5TDKDRBH3SS586519

FAQs

2026 Toyota Highlander FAQs

How many 2026 Toyota Highlander vehicles in Chester, MA have no reported accidents or damage?

6 out of 6 for sale near Chester, MA have no reported accidents or damage.

What is the fuel economy of the 2026 Toyota Highlander?

Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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