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 Freeport, IL

34 results
Freeport, IL
2023 Toyota Highlander XLE AWD AutoNation Toyota Libertyville

2023 Toyota Highlander

XLE AWD

26,505 miles

$36,525

Fair Deal
Certified Pre-Owned
Libertyville, IL
86 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
26,505
Stock number:
PS030685
VIN:
5TDKDRBH3PS030685

Sponsored

2023 Toyota Highlander LE AWD

2023 Toyota Highlander

LE AWD

39,551 miles

$33,998

Fair Deal
Certified Pre-Owned
Kenosha, WI
87 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
39,551
Stock number:
P3520
VIN:
5TDKDRBH3PS028774

Sponsored

2023 Toyota Highlander L AWD

2023 Toyota Highlander

L AWD

49,461 miles

$31,932

Good Deal
Certified Pre-Owned
Waukegan, IL
90 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

2012 Toyota Highlander SE AWD

2012 Toyota Highlander

SE AWD

184,151 miles

$10,500

Fair Deal
Certified Pre-Owned
Madison, WI
51 mi away
Year:
2012
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
184,151
Stock number:
TS083448A
VIN:
5TDBK3EH9CS169535

2016 Toyota Highlander Limited Platinum AWD

2016 Toyota Highlander

Limited Platinum AWD

118,404 miles

$19,550

Good Deal
Certified Pre-Owned
Joliet, IL
92 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
118,404
Stock number:
B6486A
VIN:
5TDDKRFH6GS257913

2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

26,505 miles

$36,525

Fair Deal
Certified Pre-Owned
Libertyville, IL
86 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
26,505
Stock number:
PS030685
VIN:
5TDKDRBH3PS030685

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

55,845 miles

$30,400

Good Deal
Certified Pre-Owned
Brookfield, WI
91 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,845
Stock number:
PSW1069
VIN:
5TDKDRBH1RS550502

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L AWD

49,461 miles

$31,932

Good Deal
Certified Pre-Owned
Waukegan, IL
90 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

2021 Toyota Highlander

XLE AWD

50,802 miles

$31,999

Fair Deal
Certified Pre-Owned
Crystal Lake, IL
69 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:
01g3
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black Softex]
Transmission:
8-Speed Automatic
Mileage:
50,802
Stock number:
50088B
VIN:
5TDGZRBH4MS554043

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

61,931 miles

$29,995

Good Deal
Certified Pre-Owned
West Allis, WI
93 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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
61,931
Stock number:
G93756
VIN:
5TDKDRBH0RS535067

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

63,140 miles

$29,888

Good Deal
Certified Pre-Owned
West Allis, WI
93 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
63,140
Stock number:
G93713
VIN:
5TDKDRBH0RS535277

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

32,166 miles

$38,140

Fair Deal
Certified Pre-Owned
Madison, WI
51 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
Interior color:
Black
Transmission:
Automatic
Mileage:
32,166
Stock number:
TS164434B
VIN:
5TDKDRBH8PS039575

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

16,082 miles

$33,963

Fair Deal
Certified Pre-Owned
Hodgkins, IL
98 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:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,082
Stock number:
N250649A
VIN:
5TDKDRAH4PS516777

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

11,360 miles

$34,995

Fair Deal
Certified Pre-Owned
West Allis, WI
93 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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,360
Stock number:
X58522
VIN:
5TDKDRAH1PS017077

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE AWD

75,051 miles

$29,650

Fair Deal
Certified Pre-Owned
Palatine, IL
83 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

XSE AWD

92,771 miles

$31,288

Good Deal
Certified Pre-Owned
Dekalb, IL
53 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 (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,771
Stock number:
T25-571A
VIN:
5TDKDRBH6PS007062

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
94 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

2017 Toyota Highlander

XLE AWD

91,705 miles

$22,235

Good Deal
Certified Pre-Owned
Naperville, IL
83 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
91,705
Stock number:
32772A
VIN:
5TDJZRFH6HS516741

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

52,799 miles

$34,996

Good Deal
Certified Pre-Owned
Madison, WI
59 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:
Black
Transmission:
8-Speed Automatic
Mileage:
52,799
Stock number:
PS531909
VIN:
5TDKDRBH2RS531909

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

62,167 miles

$30,995

Good Deal
Certified Pre-Owned
West Allis, WI
93 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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Blk/Black
Transmission:
8-Speed Automatic
Mileage:
62,167
Stock number:
G93705
VIN:
5TDKDRBH4RS546296

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

LE Plus AWD

97,811 miles

$21,995

Fair Deal
Certified Pre-Owned
West Allis, WI
93 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:
Alumina Jade Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
97,811
Stock number:
93566A
VIN:
5TDBZRFH3KS934489

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE AWD

39,551 miles

$33,998

Fair Deal
Certified Pre-Owned
Kenosha, WI
87 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
39,551
Stock number:
P3520
VIN:
5TDKDRBH3PS028774

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

XLE AWD

2,534 miles

$47,495

Fair Deal
Certified Pre-Owned
Libertyville, IL
86 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:
Automatic
Mileage:
2,534
Stock number:
TS599453
VIN:
5TDKDRBH7TS599453

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

16,082 miles

$33,963

Fair Deal
Certified Pre-Owned
Hodgkins, IL
98 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:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,082
Stock number:
N250649A
VIN:
5TDKDRAH4PS516777

Sponsored

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

  • Toyota Highlander in Rockford IL

  • Toyota Highlander in Janesville WI

  • Toyota Highlander in Clinton IA

  • Toyota Highlander in Madison WI

  • Toyota Highlander in Dubuque IA

  • Toyota Highlander in Davenport IA

  • Toyota Highlander in Aurora IL

  • Toyota Highlander in Palatine IL

  • Toyota Highlander in Kenosha WI

  • 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.