Used Toyota Highlander for Sale Under $40,000 NearWinter, WI
493 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,226
- Stock #:
- P5514
- VIN:
- 5TDGZRBH3MS537718
Sponsored by Car Smart
2021 Toyota Highlander
XLE AWD
69,226 mi
Wausau, WI
87 mi away
Fair Deal
$32,394
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,570
- Stock #:
- 10033A
- VIN:
- 5TDGZRBH9MS548562
Sponsored Listing
2021 Toyota Highlander
XLE AWD
94,570 mi
Wausau, WI
87 mi away
Good Deal
$28,448
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,763
- Stock #:
- T0335
- VIN:
- 5TDJZRFHXKS598769
Sponsored Listing
2019 Toyota Highlander
XLE AWD
99,763 mi
Weston, WI
89 mi away
Great Deal
$23,387
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,311
- Stock #:
- P1911
- VIN:
- 5TDZZRFH3KS309010
2019 Toyota Highlander
LE Plus FWD
49,311 mi
Superior, WI
86 mi away
Good Deal
$26,838
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 88,030
- Stock #:
- 26840A
- VIN:
- 5TDJZRFH8HS520838
New arrival
2017 Toyota Highlander
XLE AWD
88,030 mi
Duluth, MN
92 mi away
Great Deal
$22,847
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,763
- Stock #:
- T0335
- VIN:
- 5TDJZRFHXKS598769
2019 Toyota Highlander
XLE AWD
99,763 mi
Weston, WI
89 mi away
Great Deal
$23,387
- 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:
- 48,063
- Stock #:
- 14798
- VIN:
- 5TDGZRBH0NS257899
2022 Toyota Highlander
XLE AWD
48,063 mi
Home delivery from Philadelphia, PA
Price includes $1,114 shipping
Great Deal
$33,828
- 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:
- 126,052
- Stock #:
- YD12091A
- VIN:
- 5TDDZRFH9KS932416
Price drop
-$548
2019 Toyota Highlander
Limited AWD
126,052 mi
Eau Claire, WI
78 mi away
Good Deal
$24,391
$23,843
- Year:
- 2020
- 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
- Transmission:
- Automatic
- Mileage:
- 75,871
- Stock #:
- S003826
- VIN:
- 5TDGZRAHXLS003826
2020 Toyota Highlander
XLE FWD
75,871 mi
Home delivery from Houston, TX
Price includes $1,713 shipping
Great Deal
$26,436
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,961
- Stock #:
- 7131
- VIN:
- 5TDHZRBH4MS107054
2021 Toyota Highlander
XLE AWD
49,961 mi
Home delivery from Jacksonville, FL
Price includes $1,762 shipping
Great Deal
$31,652
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 110,523
- Stock #:
- EAG3742
- VIN:
- 5TDJZRFH1JS902957
2018 Toyota Highlander
XLE AWD
110,523 mi
Home delivery from Fredericksburg, VA
Price includes $1,278 shipping
Great Deal
$20,773
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,826
- Stock #:
- NS586462
- VIN:
- 5TDGZRBH6NS586462
Price drop
-$1,613
2022 Toyota Highlander
XLE AWD
48,826 mi
Eau Claire, WI
77 mi away
Good Deal
$36,610
$34,997
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,808
- Stock #:
- 5090
- VIN:
- 5TDJZRFH4JS543863
2018 Toyota Highlander
XLE AWD
92,808 mi
Home delivery from Chantilly, VA
Price includes $1,246 shipping
Good Deal
$24,040
- 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:
- 56,415
- Stock #:
- PPS500067
- VIN:
- 5TDKDRBH5PS500067
2023 Toyota Highlander
LE AWD
56,415 mi
Home delivery from Carrollton, TX
Price includes $944 shipping
Good Deal
$31,165
- 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:
- Green
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,102
- Stock #:
- 505367
- VIN:
- 5TDHZRBH1LS505367
2020 Toyota Highlander
XLE AWD
57,102 mi
Home delivery from Gallup, NM
Price includes $1,755 shipping
Great Deal
$29,249
- 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:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,397
- Stock #:
- TJ265016A
- VIN:
- 5TDJZRFH4KS982725
2019 Toyota Highlander
XLE AWD
81,397 mi
Home delivery from Hillsboro, OR
Price includes $1,926 shipping
Fair Deal
$26,871
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,809
- Stock #:
- 349899
- VIN:
- 5TDKZRFH0KS349899
2019 Toyota Highlander
XLE FWD
89,809 mi
Home delivery from Plano, TX
Price includes $935 shipping
Fair Deal
$25,880
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 76,730
- Stock #:
- U17408
- VIN:
- 5TDBZRFH4KS736973
2019 Toyota Highlander
LE Plus AWD
76,730 mi
Home delivery from Centennial, CO
Price includes $829 shipping
Fair Deal
$25,826
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,420
- Stock #:
- KS732643
- VIN:
- 5TDJZRFH2KS732643
2019 Toyota Highlander
XLE AWD
88,420 mi
Home delivery from Hillside, NJ
Price includes $907 shipping
Great Deal
$24,501
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,761
- Stock #:
- L9761
- VIN:
- 5TDJZRFH3JS560590
2018 Toyota Highlander
XLE AWD
97,761 mi
Home delivery from Maplewood, MN
Price includes $118 shipping
Good Deal
$23,988
- 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:
- Pearl White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 63,440
- Stock #:
- 064024
- VIN:
- 5TDLZRAH4MS064024
2021 Toyota Highlander
XSE FWD
63,440 mi
Home delivery from Plano, TX
Price includes $935 shipping
Fair Deal
$32,630
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,177
- Stock #:
- NS192207
- VIN:
- 5TDHZRBH8NS192207
2022 Toyota Highlander
XLE AWD
54,177 mi
Home delivery from Asbury Park, NJ
Price includes $1,070 shipping
Good Deal
$34,964
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,749
- Stock #:
- WYC-620935
- VIN:
- 5TDJZRFH3KS620935
2019 Toyota Highlander
SE AWD
138,749 mi
Home delivery from Waukegan, IL
Free home delivery
Good Deal
$20,676
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 132,029
- Stock #:
- 64276
- VIN:
- 5TDDZRFHXJS890224
Sponsored Listing
2018 Toyota Highlander
Limited AWD
132,029 mi
Wausau, WI
84 mi away
Fair Deal
$22,344
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