Used Toyota Highlander for Sale Under $40,000 NearWatson, IL
685 vehicles found
See the total price upfront.
Only show listings that include dealer fees- 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:
- 184,704
- Stock #:
- 42175
- VIN:
- 5TDJKRFH1GS506525
Sponsored by Auto Mall of Springfield
2016 Toyota Highlander
XLE AWD
184,704 mi
Springfield, IL
75 mi away
Great Deal
$13,373
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 27,457
- Stock #:
- 60175
- VIN:
- 5TDKDRAH2SS553139
Sponsored Listing
2025 Toyota Highlander
LE FWD
27,457 mi
Florissant, MO
93 mi away
Good Deal
$34,749
- 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:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 136,264
- Stock #:
- 27545A
- VIN:
- 5TDDKRFH5GS269325
Sponsored Listing
2016 Toyota Highlander
Limited AWD
136,264 mi
Vincennes, IN
65 mi away
Good Deal
$18,205
- 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:
- Toasted Walnut Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,322
- Stock #:
- GM989005
- VIN:
- 5TDDZRFH9KS989005
2019 Toyota Highlander
Limited AWD
49,322 mi
Sparta, IL
86 mi away
Good Deal
$30,973
- 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 Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,957
- Stock #:
- 23739FRCZ
- VIN:
- 5TDBZRBH4LS504221
2020 Toyota Highlander
LE AWD
64,957 mi
O Fallon, IL
78 mi away
Great Deal
$25,011
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,648
- Stock #:
- F26212B
- VIN:
- 5TDHZRAH2MS037586
2021 Toyota Highlander
XLE FWD
101,648 mi
Mattoon, IL
32 mi away
Fair Deal
$28,212
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,085
- Stock #:
- H40079A
- VIN:
- 5TDFZRBH1MS106273
New arrival
2021 Toyota Highlander
Platinum AWD
60,085 mi
Mattoon, IL
33 mi away
Fair Deal
$36,977
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,078
- Stock #:
- H39830A
- VIN:
- 5TDGZRBH8NS167707
2022 Toyota Highlander
XLE AWD
66,078 mi
Mattoon, IL
33 mi away
Fair Deal
$33,977
- 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:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 136,264
- Stock #:
- 27545A
- VIN:
- 5TDDKRFH5GS269325
2016 Toyota Highlander
Limited AWD
136,264 mi
Vincennes, IN
65 mi away
Good Deal
$18,205
- 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:
- 8-Speed Automatic
- Mileage:
- 76,224
- Stock #:
- PS504544
- VIN:
- 5TDKDRBH0PS504544
2023 Toyota Highlander
XLE AWD
76,224 mi
Decatur, IL
61 mi away
Great Deal
$32,311
- 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:
- Blue
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 27,457
- Stock #:
- 60263
- VIN:
- 5TDKDRAHXSS553924
2025 Toyota Highlander
LE FWD
27,457 mi
Florissant, MO
93 mi away
Good Deal
$34,449
- 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:
- Creme Brulee Mica
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,003
- Stock #:
- H39752B
- VIN:
- 5TDDKRFH6FS138256
New arrival
2015 Toyota Highlander
Limited AWD
122,003 mi
Mattoon, IL
33 mi away
Fair Deal
$18,977
- 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:
- Amber
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,957
- Stock #:
- T50572
- VIN:
- 5TDGZRBHXNS250572
2022 Toyota Highlander
XLE AWD
49,957 mi
Home delivery from Murray, KY
Price includes $498 shipping
Fair Deal
$37,238
- 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:
- Silver Sky Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- Automatic
- Mileage:
- 146,954
- Stock #:
- T260640A
- VIN:
- 5TDJKRFH2FS167076
New arrival
2015 Toyota Highlander
XLE
146,954 mi
Hazelwood, MO
96 mi away
Fair Deal
$17,719
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 139,105
- Stock #:
- L263441A
- VIN:
- 5TDJKRFH2GS504735
Price drop
-$1,377
2016 Toyota Highlander
XLE AWD
139,105 mi
Collinsville, IL
79 mi away
Good Deal
$18,995
$17,995
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 123,451
- Stock #:
- 1660045866
- VIN:
- 5TDJKRFH8GS282010
Price drop
-$400
2016 Toyota Highlander
XLE AWD
123,451 mi
Saint Louis, MO
91 mi away
Fair Deal
$19,995
$19,595
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 56,501
- Stock #:
- P6U073322
- VIN:
- 5TDHZRBH7MS073322
New arrival
2021 Toyota Highlander
XLE AWD
56,501 mi
St. Louis, MO
100 mi away
Fair Deal
$33,579
- 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:
- 84,055
- Stock #:
- F627N2
- VIN:
- 5TDHZRBH1MS104886
2021 Toyota Highlander
XLE AWD
84,055 mi
Home delivery from Morehead, KY
Price includes $852 shipping
Good Deal
$29,472
- 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:
- Light Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 65,826
- Stock #:
- l085625
- VIN:
- 5TDZZRAH0MS085625
2021 Toyota Highlander
LE FWD
65,826 mi
Home delivery from Alpharetta, GA
Price includes $412 shipping
Good Deal
$27,823
- Year:
- 2012
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 109,965
- Stock #:
- 11-1582
- VIN:
- 5TDYK3EH6CS076854
2012 Toyota Highlander
Limited
109,965 mi
St Louis, MO
96 mi away
Fair Deal
$15,988
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 144,036
- Stock #:
- 25940A
- VIN:
- 5TDJZRFH7JS556347
2018 Toyota Highlander
XLE AWD
144,036 mi
Marion, IL
91 mi away
Fair Deal
$19,175
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- DKGREE
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 182,817
- Stock #:
- 045179
- VIN:
- 5TDZA3EH3DS045179
2013 Toyota Highlander
FWD
182,817 mi
Home delivery from Oneida, TN
Price includes $558 shipping
Good Deal
$8,446
- 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 (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,735
- Stock #:
- 15135NJD
- VIN:
- 5TDYKRFH2GS136359
Price drop
-$501
2016 Toyota Highlander
Limited
87,735 mi
Shiloh, IL
78 mi away
Good Deal
$22,912
$22,411
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,025
- Stock #:
- PSWPT61528A
- VIN:
- 5TDKDRBH7PS503276
Sponsored Listing
2023 Toyota Highlander
LE AWD
73,025 mi
Urbana, IL
79 mi away
Good Deal
$30,062
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