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

Certified Toyota Highlander for Sale near Winthrop Harbor, IL

17 results
Winthrop Harbor, IL
2019 Toyota Highlander Limited AWD AutoNation Toyota Libertyville

2019 Toyota Highlander

Limited AWD

82,431 miles

$25,495

Good Deal
Certified Pre-Owned
Libertyville, IL
16 mi away
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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
Automatic
Mileage:
82,431
Stock number:
KS707496
VIN:
5TDDZRFH4KS707496

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

8,702 miles

$42,995

Fair Deal
Certified Pre-Owned
Park Ridge, IL
30 mi away
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
Transmission:
Automatic
Mileage:
8,702
Stock number:
TP7862
VIN:
5TDKDRBH0RS575052

Sponsored

2023 Toyota Highlander L AWD

2023 Toyota Highlander

L AWD

49,461 miles

$32,299

Good Deal
Certified Pre-Owned
Waukegan, IL
8 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,461
Stock number:
T28830A
VIN:
5TDKDRBH5PS041963

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

17,989 miles

$38,200

Great Deal
Certified Pre-Owned
Brookfield, WI
45 mi away
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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
17,989
Stock number:
RSL1004
VIN:
5TDKDRBH7RS574979

2019 Toyota Highlander Limited AWD

2019 Toyota Highlander

Limited AWD

82,431 miles

$25,495

Good Deal
Certified Pre-Owned
Libertyville, IL
16 mi away
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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
Automatic
Mileage:
82,431
Stock number:
KS707496
VIN:
5TDDZRFH4KS707496

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

64,406 miles

$29,998

Fair Deal
Certified Pre-Owned
Libertyville, IL
16 mi away
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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
64,406
Stock number:
MS556366
VIN:
5TDGZRBH5MS556366

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L AWD

49,461 miles

$32,299

Good Deal
Certified Pre-Owned
Waukegan, IL
8 mi away
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,461
Stock number:
T28830A
VIN:
5TDKDRBH5PS041963

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE AWD

32,414 miles

$34,500

Fair Deal
Certified Pre-Owned
Park Ridge, IL
30 mi away
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:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
32,414
Stock number:
T65511A
VIN:
5TDKDRBH5PS018151

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

26,915 miles

$38,141

Fair Deal
Certified Pre-Owned
Milwaukee, WI
47 mi away
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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
26,915
Stock number:
T52653A
VIN:
5TDKDRBH5PS042949

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

45,618 miles

$35,520

Fair Deal
Certified Pre-Owned
Milwaukee, WI
47 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
45,618
Stock number:
TRT3064A
VIN:
5TDDZRBHXMS540098

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Limited AWD

78,068 miles

$31,500

Good Deal
Certified Pre-Owned
Saint Charles, IL
45 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
78,068
Stock number:
51834A
VIN:
5TDDZRBH0NS165498

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

40,321 miles

$38,992

Fair Deal
Certified Pre-Owned
Hodgkins, IL
49 mi away
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:
Black
Transmission:
Automatic
Mileage:
40,321
Stock number:
P11885
VIN:
5TDKDRBH8RS559374

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

8,702 miles

$42,995

Fair Deal
Certified Pre-Owned
Park Ridge, IL
30 mi away
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
Transmission:
Automatic
Mileage:
8,702
Stock number:
TP7862
VIN:
5TDKDRBH0RS575052

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

LE FWD

59,488 miles

$29,245

No Price Analysis
Certified Pre-Owned
Schaumburg, IL
33 mi away
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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
59,488
Stock number:
250311A
VIN:
5TDZZRAH8NS134359

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Limited AWD

54,393 miles

$33,900

High Price
Certified Pre-Owned
Park Ridge, IL
30 mi away
Year:
2020
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 ME
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
54,393
Stock number:
T65464A
VIN:
5TDDZRBH5LS014640

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Platinum AWD

31,272 miles

$40,998

High Price
Certified Pre-Owned
Libertyville, IL
16 mi away
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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
31,272
Stock number:
MS149563
VIN:
5TDFZRBH5MS149563

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

34,871 miles

$38,900

High Price
Certified Pre-Owned
Park Ridge, IL
30 mi away
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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
34,871
Stock number:
T65606A
VIN:
5TDKDRBH4PS014074

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE AWD

75,051 miles

$31,218

High Price
Certified Pre-Owned
Palatine, IL
26 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
75,051
Stock number:
19857P
VIN:
5TDKDRBHXPS523800

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE FWD

36,966 miles

$35,477

Overpriced
Certified Pre-Owned
Palatine, IL
26 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,966
Stock number:
64954A
VIN:
5TDKDRAH1PS018875

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XLE AWD

39,989 miles

$41,987

Overpriced
Certified Pre-Owned
Hodgkins, IL
49 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:
Gray (Graphite)
Transmission:
Automatic
Mileage:
39,989
Stock number:
TN25855
VIN:
5TDKDRBH2SS580226

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

17,989 miles

$38,200

Great Deal
Certified Pre-Owned
Brookfield, WI
45 mi away
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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
17,989
Stock number:
RSL1004
VIN:
5TDKDRBH7RS574979

Sponsored

  1. Home
  2. / Certified Pre-Owned
  3. / Toyota Highlander
  4. / Illinois
  5. / Zion

  • Toyota Highlander in Kenosha WI

  • Toyota Highlander in Palatine IL

  • Toyota Highlander in Milwaukee WI

  • Toyota Highlander in Chicago IL

  • Toyota Highlander in Aurora IL

  • Toyota Highlander in Janesville WI

  • Toyota Highlander in Rockford IL

  • Toyota Highlander in Madison WI

  • Toyota Highlander in Holland MI

  • 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

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.