Used Toyota Highlander for Sale Under $40,000 NearWindsor, WI
229 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 193,883
- Stock #:
- P14607
- VIN:
- 5TDJZRFH4JS813545
Price drop
-$1,022
Sponsored by Ray Chevrolet
2018 Toyota Highlander
XLE AWD
193,883 mi
Fox Lake, IL
81 mi away
Fair Deal
$16,389
$15,367
- 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:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,749
- Stock #:
- 43P2016
- VIN:
- 5TDKDRAH8SS552187
Sponsored Listing
2025 Toyota Highlander
LE FWD
34,749 mi
Greenfield, WI
67 mi away
Good Deal
$35,136
- 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:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 87,717
- Stock #:
- 1457
- VIN:
- JTEES41A582052749
Sponsored Listing
2008 Toyota Highlander
Base 4WD
87,717 mi
McHenry, IL
81 mi away
Fair Deal
$12,840
- 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:
- PREDAWN GRAY MICA
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- ASH
- Transmission:
- Automatic
- Mileage:
- 95,149
- Stock #:
- T260447A
- VIN:
- 5TDJZRFH9JS826548
New arrival
2018 Toyota Highlander
XLE AWD
95,149 mi
Appleton, WI
86 mi away
Fair Deal
$24,383
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 193,883
- Stock #:
- P14607
- VIN:
- 5TDJZRFH4JS813545
Price drop
-$1,022
2018 Toyota Highlander
XLE AWD
193,883 mi
Fox Lake, IL
81 mi away
Fair Deal
$16,389
$15,367
- 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:
- OOH LA LA ROUGE MICA
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,787
- Stock #:
- TT260924AA
- VIN:
- 5TDJZRFH0JS840063
New arrival
2018 Toyota Highlander
XLE AWD
80,787 mi
Appleton, WI
87 mi away
Good Deal
$25,279
- 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:
- Red
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 93,989
- Stock #:
- 26C546B
- VIN:
- 5TDBKRFH4GS305786
New arrival
2016 Toyota Highlander
LE Plus AWD
93,989 mi
Fond Du Lac, WI
59 mi away
Fair Deal
$21,384
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,847
- Stock #:
- K20405A
- VIN:
- 5TDKDRBH1RS554145
New arrival
2024 Toyota Highlander
LE AWD
20,847 mi
Waukegan, IL
94 mi away
Fair Deal
$36,377
- 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 (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 98,642
- Stock #:
- T262247A
- VIN:
- 5TDDKRFH6GS340676
New arrival
2016 Toyota Highlander
Limited Platinum AWD
98,642 mi
Kenosha, WI
83 mi away
Fair Deal
$23,379
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,659
- Stock #:
- P25-1937
- VIN:
- 5TDKDRBH6RS535025
2024 Toyota Highlander
XLE AWD
61,659 mi
Janesville, WI
37 mi away
Good Deal
$36,471
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 75,071
- Stock #:
- P23155
- VIN:
- 5TDBK3EH7DS221858
New arrival
2013 Toyota Highlander
AWD
75,071 mi
Milwaukee, WI
73 mi away
Good Deal
$17,498
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
2017 Toyota Highlander
LE
111,963 mi
McHenry, IL
81 mi away
Good Deal
$17,339
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,877
- Stock #:
- 3400
- VIN:
- 5TDJZRFH9KS616551
New arrival
2019 Toyota Highlander
XLE AWD
85,877 mi
Fond Du Lac, WI
61 mi away
Fair Deal
$27,148
- 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:
- 97,385
- Stock #:
- F39540P
- VIN:
- 5TDJZRFH0KS617572
2019 Toyota Highlander
XLE AWD
97,385 mi
Milwaukee, WI
73 mi away
Fair Deal
$26,363
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,962
- Stock #:
- 3250326C
- VIN:
- 5TDDKRFH3FS166290
2015 Toyota Highlander
Limited AWD
131,962 mi
Elgin, IL
99 mi away
Good Deal
$18,190
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,993
- Stock #:
- N513252
- VIN:
- 5TDJZRFH9HS513252
Price drop
-$600
2017 Toyota Highlander
XLE AWD
104,993 mi
Lake in the Hills, IL
88 mi away
Good Deal
$20,500
$19,900
- 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:
- 34,490
- Stock #:
- PRS2902
- VIN:
- 5TDKDRBH4PS044756
2023 Toyota Highlander
XLE AWD
34,490 mi
Brookfield, WI
60 mi away
Good Deal
$37,290
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,938
- Stock #:
- P30427A
- VIN:
- 5TDJZRFH8JS842739
New arrival
2018 Toyota Highlander
XLE AWD
95,938 mi
Janesville, WI
38 mi away
Good Deal
$23,514
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,017
- Stock #:
- T16593B
- VIN:
- 5TDKDRAH3PS020031
2023 Toyota Highlander
LE FWD
58,017 mi
Brookfield, WI
60 mi away
Great Deal
$28,513
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,343
- VIN:
- 5TDJZRFH5JS539191
New arrival
2018 Toyota Highlander
SE AWD
127,343 mi
Milwaukee, WI
72 mi away
Good Deal
$20,390
- 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:
- Orange
- Transmission:
- 8-Speed Automatic
- Mileage:
- 159,462
- VIN:
- 5TDDZRFH1JS819994
New arrival
2018 Toyota Highlander
Limited Platinum AWD
159,462 mi
Waukesha, WI
58 mi away
Great Deal
$18,196
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,498
- Stock #:
- 65770A
- VIN:
- 5TDHZRBHXNS253024
New arrival
2022 Toyota Highlander
XLE AWD
17,498 mi
Palatine, IL
100 mi away
Fair Deal
$38,975
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 134,052
- Stock #:
- L21871A
- VIN:
- 5TDDZRFHXHS371670
New arrival
2017 Toyota Highlander
Limited Platinum AWD
134,052 mi
Milwaukee, WI
71 mi away
Fair Deal
$22,284
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
Sponsored Listing
2017 Toyota Highlander
LE
111,963 mi
McHenry, IL
81 mi away
Good Deal
$17,339
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