Used Toyota Highlander for Sale Under $40,000 NearGreendale, WI
657 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,933
- Stock #:
- PSW1202
- VIN:
- 5TDKDRBHXSS583469
Price drop
-$803
Sponsored by Toyota of Brookfield
2025 Toyota Highlander
LE AWD
33,933 mi
Brookfield, WI
13 mi away
Fair Deal
$39,317
$38,514
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 21,558
- Stock #:
- NS244040
- VIN:
- 5TDGZRBH2NS244040
New arrival
Sponsored Listing
2022 Toyota Highlander
XLE AWD
21,558 mi
Libertyville, IL
46 mi away
Fair Deal
$38,934
- 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:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 153,917
- Stock #:
- T262154A
- VIN:
- 5TDBKRFH4GS253852
Sponsored Listing
2016 Toyota Highlander
LE Plus AWD
153,917 mi
Kenosha, WI
26 mi away
Fair Deal
$16,386
- 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 $871 shipping
Great Deal
$33,585
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,999
- Stock #:
- TE153743A
- VIN:
- 5TDGZRBH0MS135963
2021 Toyota Highlander
XLE AWD
104,999 mi
Bristol, WI
26 mi away
Good Deal
$26,171
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 44,889
- Stock #:
- 70197125
- VIN:
- 5TDGZRAH6NS110214
New arrival
2022 Toyota Highlander
XLE FWD
44,889 mi
Store transfer to Waukesha, WI
Price includes $1,099 shipping
Fair Deal
$34,097
- 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:
- Classic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 106,070
- Stock #:
- 270042-1
- VIN:
- 5TDBK3EHXCS138598
New arrival
2012 Toyota Highlander
SE AWD
106,070 mi
Milwaukee, WI
5 mi away
Fair Deal
$15,318
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,115
- Stock #:
- 2500
- VIN:
- 5TDGZRBH4MS101461
2021 Toyota Highlander
XLE AWD
107,115 mi
Milton, WI
49 mi away
Fair Deal
$26,888
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,685
- Stock #:
- 153961A
- VIN:
- 5TDKDRAH9PS030420
2023 Toyota Highlander
L FWD
25,685 mi
Greenfield, WI
2 mi away
Good Deal
$32,469
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gold
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,607
- Stock #:
- 28949995
- VIN:
- 5TDYKRFH4ES010971
2014 Toyota Highlander
Limited Platinum
49,607 mi
Store transfer to Waukesha, WI
Price includes $549 shipping
Fair Deal
$26,547
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 160,024
- Stock #:
- 862495
- VIN:
- 5TDJZRFH7JS862495
2018 Toyota Highlander
XLE AWD
160,024 mi
Home delivery from Carlstadt, NJ
Price includes $1,096 shipping
Great Deal
$16,790
- Year:
- 2014
- 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:
- Automatic
- Mileage:
- 85,319
- Stock #:
- AZ3686
- VIN:
- 5TDJKRFH8ES042565
2014 Toyota Highlander
XLE AWD
85,319 mi
Lake Forest, IL
47 mi away
Good Deal
$19,946
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,753
- Stock #:
- 586588
- VIN:
- 5TDJZRFH1KS586588
Price drop
-$1,016
2019 Toyota Highlander
XLE AWD
121,753 mi
Salem, WI
29 mi away
Great Deal
$20,801
$19,984
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 121,910
- Stock #:
- 216792
- VIN:
- 5TDJKRFH0FS216792
New arrival
2015 Toyota Highlander
XLE
121,910 mi
Home delivery from Carlstadt, NJ
Price includes $1,096 shipping
Great Deal
$14,790
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,967
- Stock #:
- RT10085
- VIN:
- 5TDKDRBHXPS007243
New arrival
2023 Toyota Highlander
LE AWD
118,967 mi
Home delivery from Fredericksburg, VA
Price includes $956 shipping
Great Deal
$24,946
- 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:
- 56,992
- Stock #:
- P2907
- VIN:
- 5TDFZRBH1MS105107
2021 Toyota Highlander
Platinum AWD
56,992 mi
Fox Lake, IL
39 mi away
Good Deal
$35,777
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 90,639
- Stock #:
- 28149557
- VIN:
- 5TDJKRFH1FS077806
2015 Toyota Highlander
XLE
90,639 mi
Store transfer to Waukesha, WI
Price includes $1,099 shipping
Fair Deal
$22,097
- 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:
- Blue
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 110,612
- Stock #:
- 232289
- VIN:
- 5TDJKRFH3GS232289
2016 Toyota Highlander
XLE AWD
110,612 mi
Richfield, WI
24 mi away
Good Deal
$18,499
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,104
- Stock #:
- 10495
- VIN:
- 5TDJZRBH7MS077856
New arrival
2021 Toyota Highlander
XSE AWD
40,104 mi
Home delivery from Menasha, WI
Price includes $355 shipping
Fair Deal
$36,545
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,935
- Stock #:
- MM0265
- VIN:
- 5TDDZRFH2KS985555
Price drop
-$1,000
2019 Toyota Highlander
Limited AWD
69,935 mi
Brookfield, WI
11 mi away
Great Deal
$28,339
$27,339
- 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:
- 71,808
- Stock #:
- 144083
- VIN:
- 5TDLZRBH6MS144083
2021 Toyota Highlander
XSE AWD
71,808 mi
Home delivery from Fort Dodge, IA
Price includes $395 shipping
Fair Deal
$33,302
- 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
Waukegan, IL
41 mi away
Fair Deal
$20,676
- 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:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 105,394
- Stock #:
- 70176373
- VIN:
- 5TDJZRFH1HS363329
2017 Toyota Highlander
XLE AWD
105,394 mi
Store transfer to Waukesha, WI
Price includes $549 shipping
Fair Deal
$21,547
- 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:
- Automatic
- Mileage:
- 42,808
- Stock #:
- T29430B
- VIN:
- 5TDDZRBH3MS538046
New arrival
Sponsored Listing
2021 Toyota Highlander
Limited AWD
42,808 mi
Waukegan, IL
40 mi away
Fair Deal
$36,586
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