Used Toyota Highlander for Sale Under $40,000 NearWinfield, IL
296 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,407
- Stock #:
- G65368A
- VIN:
- 5TDJZRFH5KS584634
New arrival
Sponsored by Gurnee Chrysler Jeep Dodge Ram
2019 Toyota Highlander
XLE AWD
72,407 mi
Gurnee, IL
37 mi away
Fair Deal
$28,690
- 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 w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 151,105
- Stock #:
- 60871A
- VIN:
- 5TDJZRFH1HS453077
Sponsored Listing
2017 Toyota Highlander
SE AWD
151,105 mi
Frankfort, IL
32 mi away
Fair Deal
$17,496
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,749
- Stock #:
- WYC-620935
- VIN:
- 5TDJZRFH3KS620935
Sponsored Listing
2019 Toyota Highlander
SE AWD
138,749 mi
Waukegan, IL
36 mi away
Fair Deal
$20,176
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,028
- Stock #:
- P6279
- VIN:
- 5TDJZRFH4KS707792
2019 Toyota Highlander
XLE AWD
103,028 mi
Elmhurst, IL
11 mi away
Fair Deal
$23,838
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,644
- Stock #:
- 70100038
- VIN:
- 5TDZZRFH3JS241497
2018 Toyota Highlander
LE Plus
58,644 mi
Store transfer to Naperville, IL
Price includes $1,299 shipping
Fair Deal
$26,297
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,508
- Stock #:
- V5993A
- VIN:
- 5TDGZRBH7MS076085
New arrival
2021 Toyota Highlander
XLE AWD
66,508 mi
Oak Park, IL
18 mi away
Good Deal
$29,995
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116,533
- Stock #:
- HS447530
- VIN:
- 5TDDZRFH2HS447530
Price drop
-$1,000
2017 Toyota Highlander
Limited AWD
116,533 mi
Tinley Park, IL
26 mi away
Great Deal
$19,878
$18,878
- Year:
- 2021
- 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
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 109,956
- Stock #:
- S20220B
- VIN:
- 5TDGZRBH8MS101351
2021 Toyota Highlander
XLE AWD
109,956 mi
Kenosha, WI
49 mi away
Good Deal
$26,562
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 105,107
- Stock #:
- PHL3219A
- VIN:
- 5TDDKRFH3ES025671
Price drop
-$400
2014 Toyota Highlander
Limited AWD
105,107 mi
Barrington, IL
18 mi away
Good Deal
$18,312
$17,912
- 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:
- Silver
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 86,326
- Stock #:
- 904317A
- VIN:
- 5TDDKRFH9GS328280
2016 Toyota Highlander
Limited AWD
86,326 mi
Palatine, IL
20 mi away
Great Deal
$21,405
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic 1g3
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Eb20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,460
- Stock #:
- PS592451
- VIN:
- 5TDGZRBH9NS592451
2022 Toyota Highlander
XLE AWD
44,460 mi
Dekalb, IL
31 mi away
Good Deal
$34,847
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,590
- VIN:
- 5TDGZRBH5MS106846
New arrival
2021 Toyota Highlander
XLE AWD
121,590 mi
Elgin, IL
14 mi away
Great Deal
$23,363
- 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:
- Red (Sizzling Crimson Mica)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 101,318
- Stock #:
- CS167708
- VIN:
- 5TDBK3EH4CS167708
2012 Toyota Highlander
Base AWD
101,318 mi
Tinley Park, IL
26 mi away
Fair Deal
$14,378
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 103,447
- Stock #:
- 51104A
- VIN:
- 5TDDKRFH4GS302704
New arrival
2016 Toyota Highlander
Limited Platinum AWD
103,447 mi
Crystal Lake, IL
26 mi away
Great Deal
$20,378
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 123,456
- Stock #:
- KS922479
- VIN:
- 5TDJZRFH1KS922479
Price drop
-$652
2019 Toyota Highlander
XLE AWD
123,456 mi
Des Plaines, IL
18 mi away
Good Deal
$21,028
$20,376
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 139,527
- Stock #:
- PA0893
- VIN:
- 5TDJZRFH5HS518495
2017 Toyota Highlander
XLE AWD
139,527 mi
Clarendon Hills, IL
13 mi away
Good Deal
$17,580
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,041
- Stock #:
- S24952A
- VIN:
- 5TDGZRBH6MS143629
2021 Toyota Highlander
XLE AWD
67,041 mi
St. Charles, IL
6 mi away
Good Deal
$29,908
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,199
- Stock #:
- P9573A
- VIN:
- 5TDBZRFH1JS810400
New arrival
2018 Toyota Highlander
LE Plus AWD
85,199 mi
Crystal Lake, IL
28 mi away
Good Deal
$21,411
- 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:
- 83,739
- Stock #:
- K20256A
- VIN:
- 5TDKDRAH4PS048386
New arrival
2023 Toyota Highlander
L FWD
83,739 mi
Palatine, IL
20 mi away
Good Deal
$26,965
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,407
- Stock #:
- G65368A
- VIN:
- 5TDJZRFH5KS584634
New arrival
2019 Toyota Highlander
XLE AWD
72,407 mi
Gurnee, IL
37 mi away
Fair Deal
$28,690
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 42,518
- Stock #:
- P3009
- VIN:
- 5TDGZRBH8MS528223
New arrival
2021 Toyota Highlander
XLE AWD
42,518 mi
Fox Lake, IL
36 mi away
Good Deal
$31,850
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,091
- Stock #:
- 24514T
- VIN:
- 5TDHZRBH9LS514530
2020 Toyota Highlander
XLE AWD
98,091 mi
Tinley Park, IL
25 mi away
Fair Deal
$27,647
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black 20
- Transmission:
- Automatic
- Mileage:
- 42,290
- Stock #:
- Q9575A
- VIN:
- 5TDFZRBH3LS020722
New arrival
2020 Toyota Highlander
Platinum AWD
42,290 mi
Schaumburg, IL
13 mi away
Good Deal
$36,233
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,810
- Stock #:
- P10832
- VIN:
- 5TDKDRAH6PS045781
Sponsored Listing
2023 Toyota Highlander
Platinum FWD
53,810 mi
Naperville, IL
7 mi away
Fair Deal
$39,388
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