Used Toyota Highlander for Sale Under $40,000 Near Windsor, ON
9,655 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:
- 94,577
- Stock #:
- TP5105A
- VIN:
- 5TDGZRBH1MS142064
Price drop
-$2,318
2021 Toyota Highlander
XLE AWD
94,577 mi
Lakewood, NY
1 mi away
Good Deal
$28,269
$25,951
- 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:
- Green
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 113,228
- Stock #:
- 7767
- VIN:
- 5TDJZRFH3KS993974
New arrival
2019 Toyota Highlander
XLE AWD
113,228 mi
Fuquay Varina, NC
1 mi away
Fair Deal
$23,149
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 112,462
- Stock #:
- WBC1751P
- VIN:
- 5TDDKRFH4GS305909
New arrival
2016 Toyota Highlander
Limited AWD
112,462 mi
Eden Prairie, MN
1 mi away
Fair Deal
$22,348
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,262
- Stock #:
- T3421304A
- VIN:
- 5TDKDRBH6PS516178
2023 Toyota Highlander
Platinum AWD
89,262 mi
Longmont, CO
1 mi away
Fair Deal
$35,991
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,772
- Stock #:
- Q12448A
- VIN:
- 5TDKZRFH0KS560066
Price drop
-$895
2019 Toyota Highlander
XLE FWD
43,772 mi
Tucson, AZ
1 mi away
Good Deal
$28,886
$27,991
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,517
- Stock #:
- V72860A
- VIN:
- 5TDGZRBH7MS075941
2021 Toyota Highlander
XLE AWD
61,517 mi
Rutland Town, VT
1 mi away
Fair Deal
$30,486
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 29,382
- Stock #:
- HCV270092A
- VIN:
- 5TDJZRFH8KS925976
New arrival
2019 Toyota Highlander
XLE AWD
29,382 mi
Canandaigua, NY
1 mi away
Great Deal
$27,398
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,115
- Stock #:
- 050211T
- VIN:
- 5TDLZRAHXMS050211
2021 Toyota Highlander
XSE FWD
42,115 mi
Titusville, FL
1 mi away
Great Deal
$31,198
- 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:
- COCKPIT RED
- Transmission:
- 8-Speed Automatic
- Mileage:
- 125,227
- Stock #:
- J395855A
- VIN:
- 5TDJZRBH2MS068014
2021 Toyota Highlander
XSE AWD
125,227 mi
Murfreesboro, TN
1 mi away
Great Deal
$25,798
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,020
- Stock #:
- G1562A
- VIN:
- 5TDGZRBH7LS012174
2020 Toyota Highlander
XLE AWD
87,020 mi
Greenfield, MA
1 mi away
Fair Deal
$27,452
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Exterior color:
- Blue
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 112,732
- Stock #:
- 219891
- VIN:
- 5TDBK3EH6DS219891
New arrival
2013 Toyota Highlander
V6 AWD
112,732 mi
Ames, IA
1 mi away
Fair Deal
$14,735
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,544
- Stock #:
- W417307A
- VIN:
- 5TDKDRAH3PS521159
2023 Toyota Highlander
XLE FWD
23,544 mi
Miami, FL
1 mi away
Fair Deal
$37,063
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,885
- Stock #:
- LS006533T
- VIN:
- 5TDGZRAHXLS006533
New arrival
2020 Toyota Highlander
XLE FWD
115,885 mi
Jacksonville, FL
1 mi away
Great Deal
$21,629
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 147,736
- Stock #:
- 129731
- VIN:
- 5TDKKRFH8GS129731
New arrival
2016 Toyota Highlander
XLE
147,736 mi
Dothan, AL
1 mi away
Good Deal
$15,950
- 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:
- 177,945
- Stock #:
- GS252262
- VIN:
- 5TDJKRFH6GS252262
New arrival
2016 Toyota Highlander
XLE AWD
177,945 mi
Hopkins, MN
1 mi away
Great Deal
$14,848
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,666
- Stock #:
- MS060412A
- VIN:
- 5TDHZRBH9MS060412
New arrival
2021 Toyota Highlander
XLE AWD
56,666 mi
Chesapeake, VA
1 mi away
Fair Deal
$32,843
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,086
- Stock #:
- 26137A
- VIN:
- 5TDKDRBH1PS515794
2023 Toyota Highlander
L AWD
46,086 mi
Avon, CT
1 mi away
Great Deal
$29,467
- 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:
- Red
- Transmission:
- Automatic
- Mileage:
- 46,479
- Stock #:
- 70147060
- VIN:
- 5TDKDRAH4PS007854
2023 Toyota Highlander
XSE FWD
46,479 mi
Bogart, GA
1 mi away
Good Deal
$36,998
- 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
- Mileage:
- 63,655
- Stock #:
- W2387
- VIN:
- 5TDLZRBH4MS144602
Price drop
-$900
2021 Toyota Highlander
XSE AWD
63,655 mi
Watertown, CT
1 mi away
Good Deal
$33,886
$32,986
- 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:
- 58,401
- Stock #:
- TP512748
- VIN:
- 5TDBZRBH7LS512748
Price drop
-$648
2020 Toyota Highlander
LE AWD
58,401 mi
Lexington Park, MD
1 mi away
Great Deal
$26,098
$25,450
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash Leather
- Transmission:
- 8-Speed Automatic
- Mileage:
- 113,829
- Stock #:
- HT545752
- VIN:
- 5TDKZRFHXJS545752
2018 Toyota Highlander
XLE
113,829 mi
Graniteville, SC
1 mi away
Great Deal
$20,366
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,728
- Stock #:
- U15536
- VIN:
- 5TDJZRFH6KS611811
2019 Toyota Highlander
XLE AWD
53,728 mi
Levittown, NY
1 mi away
Great Deal
$25,706
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,154
- Stock #:
- Q12332
- VIN:
- 5TDJZRAH1MS087865
2021 Toyota Highlander
XSE FWD
89,154 mi
Tucson, AZ
1 mi away
Good Deal
$28,489
- 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:
- Moondust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,251
- Stock #:
- 27-021A
- VIN:
- 5TDHZRBH4LS049512
2020 Toyota Highlander
XLE AWD
61,251 mi
Meriden, CT
1 mi away
Good Deal
$29,590
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