Used 2020 Toyota Highlander for Sale nearPortland, OR

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140 vehicles found

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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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
49,080
Stock #:
85891
VIN:
5TDGZRBH5MS127163
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,998

Beaverton Toyota

Sponsored by Beaverton Toyota

2021 Toyota Highlander

XLE AWD

49,080 mi

Beaverton, OR
8 mi away
Fair Deal

$34,895

$33,097

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:
Amber
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
75,603
Stock #:
D4273A
VIN:
5TDDZRBH6LS037098
Amber 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2020 Toyota Highlander

Limited AWD

75,603 mi

Wilsonville, OR
16 mi away
Good Deal

$30,897

CarGurus Analysis:

2020 Toyota Highlander

4.6

  • With 138 currently listed for sale near Portland, OR and an average price of $29,211.00, 30.4% 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.

  • 100.0% of 2020 Highlander models on CarGurus are accident free.

Research summarized using AI

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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
61,495
Stock #:
870011A
VIN:
5TDDZRBH0LS003870
Blueprint 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2020 Toyota Highlander

Limited AWD

61,495 mi

Hillsboro, OR
14 mi away
Fair Deal
Manufacturer certified

$32,900

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:
89,043
Stock #:
12572N
VIN:
5TDJZRFH3KS627240
White (Blizzard Pearl) 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

SE AWD

89,043 mi

Home delivery from Bellevue, WA
Price includes $220 shipping
Fair Deal

$27,198

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:
Light Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
65,826
Stock #:
l085625
VIN:
5TDZZRAH0MS085625
Light Blue 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

LE FWD

65,826 mi

Home delivery from Alpharetta, GA
Price includes $2,158 shipping
Fair Deal

$27,969

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:
Black
Transmission:
Automatic
Mileage:
59,767
Stock #:
T62388C
VIN:
5TDGZRBH0MS095206
Blueprint 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XLE AWD

59,767 mi

Gladstone, OR
10 mi away
Good Deal
Manufacturer certified

$31,741

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:
Brown
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
91,320
Stock #:
b071819
VIN:
5TDGZRBH1MS071819
Brown 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XLE AWD

91,320 mi

Home delivery from Alpharetta, GA
Price includes $2,158 shipping
Fair Deal

$28,969

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 138 currently listed for sale near Portland, OR and an average price of $29,211.00, 30.4% 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.

  • 100.0% 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: $43,087.00
    • Good/great deal percentage: 50.8%
    • User rating: 5 / 5
    • Total listings: 132
  • 2023 Toyota Highlander

    • Average price: $36,812.00
    • Good/great deal percentage: 57.2%
    • User rating: 4.75 / 5
    • Total listings: 173
  • 2021 Toyota Highlander

    • Average price: $31,573.00
    • Good/great deal percentage: 50.3%
    • User rating: 4.86 / 5
    • Total listings: 143

This analysis is based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.

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