Used Toyota Highlander for Sale Under $40,000 Near Winner, SD
347 results
- 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:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,396
- Stock #:
- 26TKB17A
- VIN:
- 5TDDZRFHXKS733830
2019 Toyota Highlander
Limited Platinum AWD
70,396 mi
Pierre, SD
76 mi away
Great Deal
$29,700
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,266
- Stock #:
- MX4475
- VIN:
- 5TDBZRFH6KS953103
2019 Toyota Highlander
LE AWD
69,266 mi
Home delivery from Louisville, TN
Price includes $1,791 shipping
Fair Deal
$25,450
- Year:
- 2021
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,895
- Stock #:
- S086453
- VIN:
- 5TDZZRAH2MS086453
Price drop
-$500
2021 Toyota Highlander
LE FWD
73,895 mi
Home delivery from Brandon, FL
Price includes $2,180 shipping
Great Deal
$24,178
$23,678
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,973
- Stock #:
- 26B92A
- VIN:
- 5TDDZRFH9HS374673
2017 Toyota Highlander
Limited AWD
109,973 mi
Pierre, SD
76 mi away
Fair Deal
$23,700
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 66,785
- Stock #:
- S006528
- VIN:
- 5TDYZRAH0LS006528
New arrival
2020 Toyota Highlander
Limited FWD
66,785 mi
Home delivery from Houston, TX
Price includes $1,460 shipping
Great Deal
$30,182
- 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
- Transmission:
- Automatic
- Mileage:
- 118,456
- Stock #:
- H79852P
- VIN:
- 5TDDZRFH1HS379852
2017 Toyota Highlander
Limited AWD
118,456 mi
Home delivery from Pleasant Hill, IA
Price includes $536 shipping
Good Deal
$21,680
- 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:
- [1G3] Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 58,766
- Stock #:
- 553783S
- VIN:
- 5TDGZRAH2NS553783
![[1G3] Magnetic Gray Metallic 2022 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/04/24/00/34/2022_toyota_highlander-pic-1285140681254082234-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2022 Toyota Highlander
XLE FWD
58,766 mi
Home delivery from Lighthouse Point, FL
Free home delivery
Great Deal
$29,700
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 179,652
- Stock #:
- K07970A
- VIN:
- 5TDDKRFH3FS200048
Price drop
-$500
2015 Toyota Highlander
Limited Platinum AWD
179,652 mi
Home delivery from Omaha, NE
Price includes $251 shipping
Good Deal
$15,000
$14,500
- 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:
- 181,998
- Stock #:
- 574009
- VIN:
- 5TDJZRFH9KS574009
Price drop
-$2,000
2019 Toyota Highlander
SE AWD
181,998 mi
Home delivery from Orlando, FL
Price includes $1,457 shipping
Great Deal
$19,444
$17,444
- 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:
- 120,679
- Stock #:
- TR822027
- VIN:
- 5TDJZRFH5JS822027
2018 Toyota Highlander
XLE AWD
120,679 mi
Home delivery from Gladstone, OR
Price includes $1,677 shipping
Fair Deal
$22,667
- 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 MI
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,157
- Stock #:
- V25552A
- VIN:
- 5TDKZRFH9KS301415
2019 Toyota Highlander
XLE FWD
84,157 mi
Home delivery from Lithia Springs, GA
Price includes $2,120 shipping
Fair Deal
$27,600
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 176,157
- Stock #:
- 076547
- VIN:
- 5TDKKRFH3FS076547
2015 Toyota Highlander
XLE
176,157 mi
Home delivery from Euless, TX
Price includes $1,113 shipping
Great Deal
$12,608
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,569
- Stock #:
- MX4596
- VIN:
- 5TDBZRFH2HS438494
New arrival
2017 Toyota Highlander
LE AWD
75,569 mi
Home delivery from Michigan Center, MI
Price includes $1,444 shipping
Good Deal
$21,618
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,766
- Stock #:
- STK010029
- VIN:
- 5TDKDRBH1PS010029
2023 Toyota Highlander
XLE AWD
39,766 mi
Home delivery from Westfield, IN
Price includes $751 shipping
Good Deal
$36,563
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,572
- Stock #:
- TW306092A
- VIN:
- 5TDKDRBH8RS547581
2024 Toyota Highlander
Limited AWD
34,572 mi
Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal
$39,798
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 165,847
- Stock #:
- 068173
- VIN:
- 5TDCZRBHXMS068173
2021 Toyota Highlander
L AWD
165,847 mi
Home delivery from Bloomington, IL
Free home delivery
Great Deal
$17,695
- 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:
- 108,307
- Stock #:
- b148847
- VIN:
- 5TDGZRBH8MS148847
2021 Toyota Highlander
XLE AWD
108,307 mi
Home delivery from Alpharetta, GA
Price includes $1,057 shipping
Fair Deal
$27,368
- 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:
- 8-Speed Automatic
- Mileage:
- 78,443
- Stock #:
- P26030B
- VIN:
- 5TDJZRFH1KS590950
2019 Toyota Highlander
XLE AWD
78,443 mi
Home delivery from Hicksville, OH
Price includes $995 shipping
Fair Deal
$27,120
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 106,935
- Stock #:
- 6490
- VIN:
- 5TDDZRFH8HS412183
New arrival
2017 Toyota Highlander
Limited AWD
106,935 mi
Home delivery from Reno, NV
Price includes $2,383 shipping
Good Deal
$23,142
- 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:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 170,960
- Stock #:
- 535122
- VIN:
- 5TDKZRFH4JS535122
2018 Toyota Highlander
XLE
170,960 mi
Home delivery from Kyle, TX
Price includes $603 shipping
Fair Deal
$16,623
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,265
- Stock #:
- 27028I
- VIN:
- 5TDDZRBH9NS191582
2022 Toyota Highlander
Limited AWD
68,265 mi
Home delivery from Highland Park, IL
Price includes $1,254 shipping
Great Deal
$33,156
- 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:
- MAGNETIC GRAY
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,716
- Stock #:
- 6104189
- VIN:
- 5TDBZRFH2JS866457
2018 Toyota Highlander
LE AWD
99,716 mi
Home delivery from Jacksonville, FL
Price includes $1,359 shipping
Fair Deal
$22,153
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,004
- Stock #:
- MX4537
- VIN:
- 5TDJZRFH4HS418212
2017 Toyota Highlander
XLE AWD
68,004 mi
Home delivery from Michigan Center, MI
Price includes $1,444 shipping
Good Deal
$24,697
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 108,599
- Stock #:
- 551647
- VIN:
- 5TDKZRFH8KS551647
2019 Toyota Highlander
XLE FWD
108,599 mi
Home delivery from Houston, TX
Price includes $970 shipping
Great Deal
$20,795
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