Used Toyota Highlander for Sale Under $40,000 NearMiddletown, IL
700 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,752
- Stock #:
- PT0360
- VIN:
- 5TDGZRBHXMS553074
Sponsored by Ottawa Toyota
2021 Toyota Highlander
XLE AWD
56,752 mi
Ottawa, IL
97 mi away
Fair Deal
$33,310
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 147,877
- Stock #:
- 390971
- VIN:
- 5TDJZRFH5HS390971
Sponsored Listing
2017 Toyota Highlander
SE AWD
147,877 mi
Bloomington, IL
40 mi away
Great Deal
$17,172
- Year:
- 2008
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 204,757
- Stock #:
- TH-27
- VIN:
- JTEES41A782049366
Sponsored Listing
2008 Toyota Highlander
Base 4WD
204,757 mi
Bloomington, IL
38 mi away
Good Deal
$5,899
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Cloth
- Transmission:
- Automatic
- Mileage:
- 115,237
- Stock #:
- 41347A
- VIN:
- 5TDZZRAH3MS067376
Price drop
-$900
2021 Toyota Highlander
LE FWD
115,237 mi
Granite City, IL
99 mi away
Good Deal
$23,189
$22,289
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,233
- Stock #:
- V7348
- VIN:
- 5TDKDRBH4RS551322
2024 Toyota Highlander
LE AWD
57,233 mi
Quincy, IL
95 mi away
Good Deal
$30,392
- 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
26 mi away
Fair Deal
$13,950
- Year:
- 2025
- 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:
- 34,802
- Stock #:
- PBW4436
- VIN:
- 5TDKDRBH6SS581136
Price drop
-$1,000
2025 Toyota Highlander
XSE AWD
34,802 mi
Home delivery from Ballwin, MO
Free home delivery
Great Deal
$40,479
$39,479
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,170
- Stock #:
- LS049838A
- VIN:
- 5TDHZRBH1LS049838
New arrival
2020 Toyota Highlander
XLE AWD
51,170 mi
Home delivery from Kalamazoo, MI
Price includes $432 shipping
Fair Deal
$31,737
- 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:
- 16,086
- Stock #:
- P82053
- VIN:
- 5TDKDRBH0PS506925
2023 Toyota Highlander
XLE AWD
16,086 mi
Peoria, IL
48 mi away
Good Deal
$38,856
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,434
- Stock #:
- 2762S
- VIN:
- 5TDDZRFH2JS882120
2018 Toyota Highlander
Limited AWD
119,434 mi
Litchfield, IL
63 mi away
Fair Deal
$23,297
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,664
- Stock #:
- 128626A
- VIN:
- 5TDDZRBH3LS034370
New arrival
2020 Toyota Highlander
Limited AWD
77,664 mi
Home delivery from Taylorsville, IN
Price includes $298 shipping
Fair Deal
$30,560
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,092
- Stock #:
- TA6537A
- VIN:
- 5TDDZRFH3KS738576
New arrival
2019 Toyota Highlander
Limited Platinum AWD
95,092 mi
Ottawa, IL
97 mi away
Fair Deal
$28,410
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,065
- Stock #:
- P81956A
- VIN:
- 5TDFZRBHXLS036349
2020 Toyota Highlander
Platinum AWD
74,065 mi
Peoria, IL
48 mi away
Good Deal
$30,931
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,300
- Stock #:
- S37901A
- VIN:
- 5TDGZRBH9MS552496
New arrival
2021 Toyota Highlander
XLE AWD
62,300 mi
Home delivery from Little Rock, AR
Price includes $810 shipping
Fair Deal
$31,734
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,483
- Stock #:
- 21A4964
- VIN:
- 5TDGZRBH2MS115245
2021 Toyota Highlander
XLE AWD
108,483 mi
Home delivery from Chillicothe, MO
Price includes $430 shipping
Good Deal
$26,165
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Transmission:
- 4-Speed Automatic
- Mileage:
- 71,140
- Stock #:
- ST-624928
- VIN:
- 5TDJZRFH4KS624928
2019 Toyota Highlander
XLE AWD
71,140 mi
Home delivery from Canton, MA
Price includes $1,450 shipping
Fair Deal
$27,824
- 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
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 70,920
- Stock #:
- B49926A
- VIN:
- 5TDJZRBH6MS058294
Price drop
-$1,000
2021 Toyota Highlander
XSE AWD
70,920 mi
Home delivery from Chicago, IL
Free home delivery
Great Deal
$29,901
$28,901
- 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:
- 81,764
- Stock #:
- P26910
- VIN:
- 5TDDZRFH8HS409297
2017 Toyota Highlander
Limited AWD
81,764 mi
Home delivery from Richmond, VA
Price includes $667 shipping
Fair Deal
$27,709
- 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
97 mi away
Fair Deal
$22,410
- Year:
- 2017
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,369
- Stock #:
- 192398
- VIN:
- 5TDZZRFH4HS192398
New arrival
2017 Toyota Highlander
LE Plus
96,369 mi
Home delivery from Marietta, GA
Price includes $758 shipping
Good Deal
$19,426
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,593
- Stock #:
- 84645
- VIN:
- 5TDHZRBH9MS084645
2021 Toyota Highlander
XLE AWD
104,593 mi
Staunton, IL
75 mi away
Good Deal
$26,836
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,215
- Stock #:
- CAC11027
- VIN:
- 5TDGZRBH3MS079775
New arrival
2021 Toyota Highlander
XLE AWD
62,215 mi
Home delivery from Syracuse, NY
Price includes $1,084 shipping
Fair Deal
$31,760
- 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:
- Cypress Pearl
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 135,147
- Stock #:
- TA6536A
- VIN:
- 5TDDK3EH2CS145506
Price drop
-$1,000
2012 Toyota Highlander
Limited AWD
135,147 mi
Ottawa, IL
97 mi away
Fair Deal
$15,410
$14,410
- 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:
- Cypress Pearl
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 135,147
- Stock #:
- TA6536A
- VIN:
- 5TDDK3EH2CS145506
Price drop
-$1,000
Sponsored Listing
2012 Toyota Highlander
Limited AWD
135,147 mi
Ottawa, IL
97 mi away
Fair Deal
$15,410
$14,410
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