Used Toyota Highlander for Sale Under $40,000 NearRoscoe, IL
442 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 161,259
- Stock #:
- KY080432
- VIN:
- 5TDZKRFH8FS080432
Sponsored by Cars Unlimited
2015 Toyota Highlander
LE Plus
161,259 mi
Skokie, IL
70 mi away
Good Deal
$12,408
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 87,930
- Stock #:
- P17304
- VIN:
- 5TDGZRAHXMS060867
New arrival
Sponsored Listing
2021 Toyota Highlander
XLE FWD
87,930 mi
Chicago, IL
73 mi away
Fair Deal
$27,903
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 73,219
- Stock #:
- P17255
- VIN:
- 5TDHZRBH8NS571966
Sponsored Listing
2022 Toyota Highlander
XLE AWD
73,219 mi
Chicago, IL
73 mi away
Fair Deal
$31,403
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 36,893
- Stock #:
- 29150966
- VIN:
- 5TDYZRAH4MS046659
New arrival
2021 Toyota Highlander
Limited FWD
36,893 mi
Store transfer to Madison, WI
Price includes $1,399 shipping
Fair Deal
$37,397
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,745
- Stock #:
- X4205A
- VIN:
- 5TDBZRFH9JS806420
2018 Toyota Highlander
LE AWD
120,745 mi
Monroe, WI
36 mi away
Good Deal
$17,768
- 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:
- 139,469
- Stock #:
- KN3141
- VIN:
- 5TDBKRFH7GS311324
Price drop
-$1,732
2016 Toyota Highlander
LE Plus AWD
139,469 mi
Oconomowoc, WI
54 mi away
Good Deal
$17,792
$16,060
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 121,440
- Stock #:
- EHP10045A
- VIN:
- 5TDBK3EH3DS207729
New arrival
2013 Toyota Highlander
SE AWD
121,440 mi
Elmhurst, IL
64 mi away
Good Deal
$13,327
- 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:
- Classic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 106,141
- Stock #:
- 270042-1
- VIN:
- 5TDBK3EHXCS138598
2012 Toyota Highlander
SE AWD
106,141 mi
Milwaukee, WI
62 mi away
Fair Deal
$15,058
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 102,451
- Stock #:
- 12717
- VIN:
- 5TDZZRAHXLS508905
2020 Toyota Highlander
LE FWD
102,451 mi
Rockford, IL
11 mi away
Fair Deal
$22,378
- 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
Price drop
-$1,000
2020 Toyota Highlander
XLE AWD
98,091 mi
Tinley Park, IL
82 mi away
Fair Deal
$27,647
$26,647
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 106,638
- Stock #:
- MT502694
- VIN:
- 5TDJKRFH4GS502694
2016 Toyota Highlander
XLE AWD
106,638 mi
Muskego, WI
56 mi away
Good Deal
$19,199
- 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:
- 78,997
- Stock #:
- 36155A
- VIN:
- 5TDDZRFH9HS389061
Price drop
-$900
2017 Toyota Highlander
Limited Platinum AWD
78,997 mi
Oak Lawn, IL
81 mi away
Great Deal
$24,630
$23,730
- 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:
- 151,477
- Stock #:
- J16779B
- VIN:
- 5TDJZRFH1HS519062
Price drop
-$998
2017 Toyota Highlander
XLE AWD
151,477 mi
Cudahy, WI
68 mi away
Good Deal
$18,947
$17,949
- 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:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,058
- Stock #:
- 10690
- VIN:
- 5TDKDRAH1PS020268
2023 Toyota Highlander
LE FWD
69,058 mi
Highland, IN
99 mi away
Fair Deal
$29,228
- 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:
- Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,122
- Stock #:
- 26216-1
- VIN:
- 5TDJZRFHXJS870722
2018 Toyota Highlander
XLE AWD
96,122 mi
North Aurora, IL
53 mi away
Good Deal
$21,728
- 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:
- CELESTIAL SILVER
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 32,630
- Stock #:
- F44528A
- VIN:
- 5TDBZRFH3JS488987
Price drop
-$600
2018 Toyota Highlander
LE Plus AWD
32,630 mi
Glenview, IL
65 mi away
Good Deal
$27,123
$26,523
- 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:
- 25,685
- Stock #:
- 153961A
- VIN:
- 5TDKDRAH9PS030420
2023 Toyota Highlander
L FWD
25,685 mi
Greenfield, WI
64 mi away
Good Deal
$30,497
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,555
- Stock #:
- XBP8658
- VIN:
- 5TDFZRBH8LS003530
2020 Toyota Highlander
Platinum AWD
54,555 mi
Libertyville, IL
55 mi away
Good Deal
$32,809
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,040
- Stock #:
- STT320A
- VIN:
- 5TDJZRFH1JS853534
2018 Toyota Highlander
XLE AWD
119,040 mi
Dixon, IL
47 mi away
Good Deal
$20,040
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,115
- Stock #:
- 2500
- VIN:
- 5TDGZRBH4MS101461
2021 Toyota Highlander
XLE AWD
107,115 mi
Milton, WI
24 mi away
Good Deal
$26,488
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,874
- Stock #:
- 23407P
- VIN:
- 5TDKDRAH7SS554089
2025 Toyota Highlander
LE FWD
31,874 mi
Homewood, IL
91 mi away
Good Deal
$33,192
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,338
- Stock #:
- 261391-1
- VIN:
- 5TDFZRBHXNS187288
New arrival
2022 Toyota Highlander
Platinum AWD
90,338 mi
Milwaukee, WI
62 mi away
Fair Deal
$33,498
- 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:
- 58,883
- Stock #:
- 7985A
- VIN:
- 5TDHZRBH2MS555101
New arrival
2021 Toyota Highlander
XLE AWD
58,883 mi
Calumet City, IL
92 mi away
Fair Deal
$31,350
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 105,840
- Stock #:
- 20134
- VIN:
- 5TDDKRFH7FS152750
Sponsored Listing
2015 Toyota Highlander
Limited AWD
105,840 mi
Elgin, IL
45 mi away
Good Deal
$18,873
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