CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

New & Used 2026 Toyota Highlander for Sale near Madras, OR

27 results
Madras, OR
2025 Toyota Highlander LE FWD Toyota of Portland

2025 Toyota Highlander

LE FWD

26,590 miles

$34,494

Great Deal
Certified Pre-Owned
Portland, OR
99 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,590
Stock number:
P14142
VIN:
5TDKDRAH8SS550391

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

16,006 miles

$37,192

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
16,006
Stock number:
16687271
VIN:
5TDKDRAHXSS555513

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

26,121 miles

$35,612

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,121
Stock number:
16619423
VIN:
5TDKDRAH3SS551755

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

13,424 miles

$37,579

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
13,424
Stock number:
16697187
VIN:
5TDKDRAH8SS555882

2025 Toyota Highlander

2025 Toyota Highlander

15,623 miles

$37,250

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
15,623
Stock number:
16697165
VIN:
5TDKDRAH5SS554883

2025 Toyota Highlander

2025 Toyota Highlander

10,940 miles

$37,951

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
10,940
Stock number:
16697136
VIN:
5TDKDRAH0SS555701

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

12,133 miles

$37,772

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
12,133
Stock number:
16697135
VIN:
5TDKDRAH0SS555682

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

28,010 miles

$35,309

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
28,010
Stock number:
16657711
VIN:
5TDKDRAHXSS553891

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

26,121 miles

$35,612

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,121
Stock number:
16619423
VIN:
5TDKDRAH3SS551755

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

23,970 miles

$35,957

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
23,970
Stock number:
16619357
VIN:
5TDKDRAH1SS550586

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE FWD

26,590 miles

$34,494

Great Deal
Certified Pre-Owned
Portland, OR
99 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,590
Stock number:
P14142
VIN:
5TDKDRAH8SS550391

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

22,204 miles

$37,631

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
22,204
Stock number:
16686864
VIN:
5TDKDRBH0SS586087

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

16,006 miles

$37,192

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
16,006
Stock number:
16687271
VIN:
5TDKDRAHXSS555513

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE FWD

20,275 miles

$38,797

Fair Deal
Store transfer to Milwaukie, OR
1,722 mi away • Price includes $1,799 shipping Price includes $1,799 shipping
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,275
Stock number:
28336496
VIN:
5TDKDRAH0SS550725

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XSE AWD

8,169 miles

$46,987

Good Deal
Certified Pre-Owned
Salem, OR
99 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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
8,169
Stock number:
T582918C
VIN:
5TDKDRBH8SS582918

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

XSE AWD

1,722 miles

$48,974

Fair Deal
Wilsonville, OR
96 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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
1,722
Stock number:
P6753
VIN:
5TDKDRBH6TS596236

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XSE AWD

3,004 miles

$46,964

Great Deal
Certified Pre-Owned
Portland, OR
94 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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,004
Stock number:
TL26030A
VIN:
5TDKDRBH8SS592316

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

XSE AWD

318 miles

$49,998

Fair Deal
Salem, OR
96 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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
318
Stock number:
28040335
VIN:
5TDKDRBH2TS595374

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE FWD

34,922 miles

$35,997

Good Deal
Store transfer to Milwaukie, OR
1,883 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:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,922
Stock number:
28430909
VIN:
5TDKDRAH8SS551881

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,478

$50,216

Albany, OR
98 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:
08x8
Fuel type:
Gasoline
Interior color:
Black Mixed Media-Trimmed
Transmission:
8-Speed Automatic
Mileage:
6
Stock number:
11251
VIN:
5TDKDRBHXTS599849

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,848

Negotiable

Gladstone, OR
91 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:
Automatic
Mileage:
25
Stock number:
T61013
VIN:
5TDKDRBH0TS601964

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

13,424 miles

$37,579

Good Deal
88 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
13,424
Stock number:
16697187
VIN:
5TDKDRAH8SS555882

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2026
  5. / Oregon
  6. / Madras

  • 2027 Toyota Highlander in Madras OR

  • 2025 Toyota Highlander in Madras OR

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • Toyota Highlander XLE AWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Cadillac SRX in Madras OR

  • Ford Escape in Madras OR

  • Hyundai Veracruz in Madras OR

  • 2026 Toyota Highlander in Bend OR

  • 2026 Toyota Highlander in Salem OR

  • 2026 Toyota Highlander in Portland OR

  • 2026 Toyota Highlander in Eugene OR

  • 2026 Toyota Highlander in Corvallis OR

  • 2026 Toyota Highlander in Yakima WA

  • 2026 Toyota Highlander in Kennewick WA

  • 2026 Toyota Highlander in Klamath Falls OR

  • 2026 Toyota Highlander in Olympia WA

  • Toyota Highlander in Madras OR

  • Toyota Sedans for Sale in Madras OR

  • Toyota SUVs & Crossovers for Sale in Madras OR

  • Old Toyota Pickups for Sale in Madras OR

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Madras OR

  • Toyota Trucks for Sale in Madras OR

  • Best 3-Row SUVs For Sale in Madras OR

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Kendall Toyota of Bend

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.