Used 2020 Toyota Highlander for Sale near South Bend, IN

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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:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
148,550
Stock #:
T511846
VIN:
5TDBZRBH2LS511846
Red 2020 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Best Deal Auto Sales - Auburn

Sponsored by Best Deal Auto Sales - Auburn

2020 Toyota Highlander

LE AWD

148,550 mi

Auburn, IN
64 mi away
Good Deal

$18,745

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
Transmission:
8-Speed Automatic
Mileage:
88,410
Stock #:
8723
VIN:
5TDGZRBH1MS057807
White 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2021 Toyota Highlander

XLE AWD

88,410 mi

Wyoming, MI
88 mi away
Fair Deal

$30,080

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
Transmission:
Automatic
Mileage:
65,579
Stock #:
P3694A
VIN:
5TDJZRFH6KS980331
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

SE AWD

65,579 mi

Roselle, IL
96 mi away
Good Deal
Third-party certified

$27,411

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:
Blue
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
90,561
Stock #:
H52005A
VIN:
5TDJZRFH0KS967347
Blue 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

90,561 mi

Highland Park, IL
86 mi away
Good Deal

$24,407

CarGurus Analysis:

2020 Toyota Highlander

4.6

  • With 3,086 currently listed for sale and an average price of $27,663.00, 31.9% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 71.0% of 2020 Highlander models on CarGurus are accident free.

Research summarized using AI

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
Black 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE AWD

71,808 mi

Home delivery from Fort Dodge, IA
Price includes $514 shipping
Fair Deal

$33,421

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
Green 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2020 Toyota Highlander

XLE AWD

57,102 mi

Home delivery from Gallup, NM
Price includes $1,923 shipping
Good Deal

$29,417

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:
112,415
Stock #:
PR1621
VIN:
5TDJZRFH1KS579799
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

XLE AWD

112,415 mi

Home delivery from Dwight, IL
Price includes $144 shipping
Great Deal

$21,001

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
Pearl White 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE FWD

63,440 mi

Home delivery from Plano, TX
Price includes $828 shipping
Fair Deal

$33,041

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:
Black
Transmission:
8-Speed Automatic
Mileage:
56,602
Stock #:
T26576A
VIN:
5TDBZRBH6LS019093
Moon Dust 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2020 Toyota Highlander

LE AWD

56,602 mi

Chicago, IL
74 mi away
Good Deal
Manufacturer certified

$27,753

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
Transmission:
8-Speed Automatic
Mileage:
89,930
Stock #:
29142
VIN:
5TDCZRBHXMS530280
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

L AWD

89,930 mi

Home delivery from Cambridge, OH
Price includes $404 shipping
Great Deal

$22,980

CarGurus Analysis: 2020 Toyota Highlander

7.7
of 10
overall
Look and feel7/10
Technology7/10
Performance6/10
Safety9/10
Form & function9/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 3,086 currently listed for sale and an average price of $27,663.00, 31.9% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 71.0% of 2020 Highlander models on CarGurus are accident free.

Why it stands out

The 2020 Toyota Highlander stands out by putting comfort ahead of flash. It was redesigned for 2020, and the result is a midsize three-row SUV that emphasizes silent operation, a soft ride, and a cosseting interior. The Highlander is described as the most comfortable midsize SUV, and its upper trims are said to feel and drive just like a Lexus, without the upcharge. That makes it appealing to buyers who want a family SUV that feels calm and upscale rather than exciting.

It also brings standard advanced safety features and a spacious cabin, two qualities that matter a lot in this segment. At the same time, the Highlander is not trying to win over drivers who value sharp responses or standout styling. Its handling is described as poor, and its styling as uninspired, so its strengths are clearly in comfort, space, and an easygoing character rather than driving enjoyment or visual drama.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,350.00
    • Good/great deal percentage: 32.8%
    • User rating: 5 / 5
    • Total listings: 3,096
  • 2014 Toyota Highlander

    • Average price: $16,158.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,165
  • 2016 Toyota Highlander

    • Average price: $18,238.00
    • Good/great deal percentage: 33.6%
    • User rating: 4.93 / 5
    • Total listings: 1,784

This analysis is based on CarGurus' proprietary market data from August 31, 2026, CarGurus experts' opinions, and generative AI.

Read full review

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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