Used Toyota Highlander for Sale Under $40,000 NearLeland, IL
385 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 109,498
- Stock #:
- 184592
- VIN:
- 5TDYKRFH6GS184592
Sponsored by Auto House of Bloomington
2016 Toyota Highlander
Limited
109,498 mi
Bloomington, IL
80 mi away
Fair Deal
$20,172
- Year:
- 2006
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 215 hp 3.3L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 193,897
- Stock #:
- 140822A
- VIN:
- JTEEP21A460140822
New arrival
Sponsored Listing
2006 Toyota Highlander
Limited AWD
193,897 mi
Jefferson, WI
97 mi away
Good Deal
$5,938
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 88,159
- Stock #:
- XP17259
- VIN:
- 5TDKDRBH8PS018399
Sponsored Listing
2023 Toyota Highlander
XLE AWD
88,159 mi
Chicago, IL
62 mi away
Fair Deal
$31,403
- 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:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Automatic
- Mileage:
- 30,993
- Stock #:
- 27743595
- VIN:
- 5TDLZRBH7NS188966
2022 Toyota Highlander
XSE AWD
30,993 mi
Store transfer to Naperville, IL
Price includes $499 shipping
Fair Deal
$39,497
- 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:
- 201,373
- Stock #:
- 26-27A
- VIN:
- 5TDJZRFH0HS519070
2017 Toyota Highlander
XLE AWD
201,373 mi
Manito, IL
97 mi away
Fair Deal
$13,950
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,032
- Stock #:
- 12937
- VIN:
- 5TDGZRAH8NS091164
Price drop
-$1,500
2022 Toyota Highlander
XLE FWD
92,032 mi
Bourbonnais, IL
56 mi away
Good Deal
$28,746
$27,246
- 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
Price drop
-$1,175
2019 Toyota Highlander
XLE AWD
103,028 mi
Elmhurst, IL
48 mi away
Good Deal
$23,838
$22,663
- 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
96 mi away
Good Deal
$19,199
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,229
- Stock #:
- T06337XA
- VIN:
- 5TDGZRBH6NS583903
2022 Toyota Highlander
XLE AWD
80,229 mi
Bourbonnais, IL
56 mi away
Good Deal
$29,746
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Alumina Jade Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,100
- Stock #:
- 19-6997
- VIN:
- 5TDKZRFH8KS296997
2019 Toyota Highlander
XLE FWD
60,100 mi
Loves Park, IL
51 mi away
Good Deal
$26,402
- 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:
- 115,839
- Stock #:
- TA6556A
- VIN:
- 5TDDZRFH1HS414809
New arrival
2017 Toyota Highlander
Limited Platinum AWD
115,839 mi
Ottawa, IL
17 mi away
Fair Deal
$22,410
- 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
2018 Toyota Highlander
LE Plus AWD
32,630 mi
Glenview, IL
60 mi away
Good Deal
$27,123
- 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
2021 Toyota Highlander
XLE AWD
66,508 mi
Oak Park, IL
53 mi away
Good Deal
$29,495
- 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
2014 Toyota Highlander
Limited AWD
105,107 mi
Barrington, IL
49 mi away
Good Deal
$17,912
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,447
- Stock #:
- P2631
- VIN:
- 5TDKDRAH5PS046937
2023 Toyota Highlander
L FWD
68,447 mi
Moline, IL
88 mi away
Great Deal
$26,374
- 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:
- Bronze
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 145,565
- Stock #:
- CK609
- VIN:
- 5TDJKRFH9GS347737
2016 Toyota Highlander
XLE AWD
145,565 mi
Chesterton, IN
90 mi away
Fair Deal
$16,261
- 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:
- 8-Speed Automatic
- Mileage:
- 22,171
- Stock #:
- P5466
- VIN:
- 5TDKDRBH8RS534409
2024 Toyota Highlander
LE AWD
22,171 mi
Monroe, WI
82 mi away
Good Deal
$35,413
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,295
- Stock #:
- U10333
- VIN:
- 5TDKDRBH8PS016815
2023 Toyota Highlander
XLE AWD
90,295 mi
Valparaiso, IN
88 mi away
Great Deal
$27,257
- 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:
- Red (Maroon)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 128,122
- Stock #:
- WYC-144219
- VIN:
- 5TDBKRFH9FS144219
2015 Toyota Highlander
LE AWD
128,122 mi
Waukegan, IL
69 mi away
Good Deal
$15,799
- 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:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 149,988
- Stock #:
- P53953A
- VIN:
- 5TDZARFH6FS016988
Price drop
-$319
2015 Toyota Highlander
LE
149,988 mi
Davenport, IA
93 mi away
Good Deal
$13,595
$13,276
- 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
2023 Toyota Highlander
L FWD
83,739 mi
Palatine, IL
54 mi away
Good Deal
$26,965
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 120,153
- Stock #:
- TK20258A
- VIN:
- 5TDJKRFH7FS172211
Price drop
-$399
2015 Toyota Highlander
XLE
120,153 mi
Willowbrook, IL
44 mi away
Good Deal
$18,199
$17,800
- 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 Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- Automatic
- Mileage:
- 109,447
- Stock #:
- PH2084
- VIN:
- 5TDJZRFH1JS548762
Price drop
-$582
2018 Toyota Highlander
SE AWD
109,447 mi
Palos Hills, IL
50 mi away
Good Deal
$21,759
$21,177
- 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
Price drop
-$1,142
Sponsored Listing
2025 Toyota Highlander
LE FWD
31,874 mi
Homewood, IL
59 mi away
Good Deal
$34,094
$33,365
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