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New & Used 2026 Toyota Highlander for Sale near Windsor, VT

46 results
Windsor, VT
2025 Toyota Highlander Platinum AWD

2025 Toyota Highlander

Platinum AWD

20,040 miles

$46,790

Good Deal
Certified Pre-Owned
Haverhill, MA
84 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,040
Stock number:
26690T
VIN:
5TDKDRBH1SS586650

Sponsored

2025 Toyota Highlander Platinum AWD

2025 Toyota Highlander

Platinum AWD

20,040 miles

$46,790

Good Deal
Certified Pre-Owned
Haverhill, MA
84 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,040
Stock number:
26690T
VIN:
5TDKDRBH1SS586650

2026 Toyota Highlander XSE AWD

2026 Toyota Highlander

New car | MSRP $51,903

$49,903

Woburn, MA
95 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:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
7
Stock number:
N38995
VIN:
5TDKDRBH3TS596209

2026 Toyota Highlander XLE AWD

2026 Toyota Highlander

New car | MSRP $49,013

$45,379

Dover, NH
83 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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
TT26047
VIN:
5TDKDRBH5TS600602

2026 Toyota Highlander XLE AWD

2026 Toyota Highlander

New car | MSRP $49,902

$49,902

Gorham, NH
90 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:
0089
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
7
Stock number:
BT201360
VIN:
5TDKDRBH1TS602668

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,768

$47,946

Laconia, NH
50 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:
Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock number:
TJT152
VIN:
5TDKDRBH9TS596070

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $52,198

$50,198

Woburn, MA
95 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:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
7
Stock number:
N39325
VIN:
5TDKDRBH8TS599977

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car

$53,538

Danvers, MA
99 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
Mileage:
5
Stock number:
TS603748
VIN:
5TDKDRBH4TS603748

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $48,278

$48,278

Lancaster, MA
77 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:
Black SoftexĀ®-Trimmed
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock number:
TA35921
VIN:
5TDKDRBH8TS03A602

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $56,722

$56,722

Laconia, NH
50 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
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
10
Stock number:
TJT278
VIN:
5TDKDRBH1TS603593

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $47,578

$47,578

Pittsfield, MA
82 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

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car

Negotiable

Auburn, MA
95 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:
Black Leather-trimmed
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
603557
VIN:
5TDKDRBH8TS603557

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car

$49,657

Danvers, MA
99 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
Mileage:
5
Stock number:
TS603814
VIN:
5TDKDRBH2TS603814

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $53,478

$52,978

West Springfield, MA
93 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:
Gray
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
0
Stock number:
AT0528
VIN:
5TDKDRBHXTS597227

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $54,567

$54,567

Gorham, NH
90 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:
01l5
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
8
Stock number:
BT201087
VIN:
5TDKDRBHXTS600627

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

New car | MSRP $48,637

$48,637

Pittsfield, MA
82 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

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,673

Negotiable

Auburn, MA
95 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:
Black Mixed Media-trimmed
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
601779
VIN:
5TDKDRBH5TS601779

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $49,511

$49,511

Rutland, VT
27 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:
Blueprint
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Stock number:
2603426
VIN:
5TDKDRBH4TS603426

Preparing for a close up...

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2026 Toyota Highlander

XSE AWD

318 miles

$51,997

No Price Analysis
Store transfer to Manchester, NH
2,435 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
318
Stock number:
28040335
VIN:
5TDKDRBH2TS595374

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,743

Negotiable

Schenectady, NY
87 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:
Gray
Fuel type:
Gasoline
Interior color:
Black Mixed Med
Transmission:
8-Speed Automatic
Mileage:
8
Stock number:
TS599895
VIN:
5TDKDRBH6TS599895

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,233

Negotiable

Schenectady, NY
87 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:
Pearl
Fuel type:
Gasoline
Interior color:
Black Mixed Med
Transmission:
8-Speed Automatic
Mileage:
2
Stock number:
TS601743
VIN:
5TDKDRBH6TS601743

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car

$55,888

Danvers, MA
99 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:
Red (Ruby Flare Pearl)
Fuel type:
Gasoline
Mileage:
3
Stock number:
TS603398
VIN:
5TDKDRBH3TS603398

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $52,933

Negotiable

Wilbraham, MA
92 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
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
43
Stock number:
TS601916
VIN:
5TDKDRBH0TS601916

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2026
  5. / Vermont
  6. / Windsor
FAQs

2026 Toyota Highlander FAQs

How many 2026 Toyota Highlander vehicles in Windsor, VT have no reported accidents or damage?

2 out of 2 for sale near Windsor, VT have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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