Used 2020 Toyota Highlander for Sale nearRegina, SK

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19 vehicles found
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
White
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
110,511
Stock #:
R104292
VIN:
5TDJZRFH1KS574053
White 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2019 Toyota Highlander

XLE AWD

110,511 km

Saskatoon, SK
236 km away
Fair Deal

$34,995

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Midnight Black Metallic
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
98,418
Stock #:
TY49551A
VIN:
5TDFZRBH4MS156553
Midnight Black Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

Platinum AWD

98,418 km

Home delivery from Richmond Hill, ON
Price includes $4,061 shipping
Good Deal

$42,220

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
111,455
Stock #:
35186P
VIN:
5TDGZRBH4LS500157
Black 2020 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2020 Toyota Highlander

XLE AWD

111,455 km

Home delivery from Winnipeg, MB
Price includes $1,340 shipping
Good Deal

$36,740

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Red
Combined gas mileage:
11 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
148,080
Stock #:
260812
VIN:
5TDJZRFH6KS974223
Red 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

148,080 km

Home delivery from Ottawa, ON
Price includes $4,442 shipping
Fair Deal

$32,991

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior colour:
Red
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
148,080
Stock #:
260812P
VIN:
5TDJZRFH8KS974224
Red 2019 Toyota Highlander SUV / Crossover  Automatic

 

2019 Toyota Highlander

148,080 km

Home delivery from Ottawa, ON
Price includes $4,442 shipping
Fair Deal

$32,991

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Blue
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
158,660
Stock #:
36399P
VIN:
5TDGZRBH1MS531920
Blue 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XLE AWD

158,660 km

Home delivery from Winnipeg, MB
Price includes $1,340 shipping
Fair Deal

$36,340

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Gray
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
64,000
Stock #:
T1484A
VIN:
5TDLZRBH6MS150918
Gray 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,524

 

2021 Toyota Highlander

XSE AWD

64,000 km

Home delivery from Winnipeg, MB
Price includes $805 shipping
Fair Deal

$43,998

$43,279

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
100,899
Stock #:
M-A3290
VIN:
5TDZZRAH0LS013290
Vehicle photo unavailable
New arrival

 

2020 Toyota Highlander

LE FWD

100,899 km

Saskatoon, SK
229 km away
Fair Deal

$32,999

CarGurus Analysis:

2020 Toyota Highlander

4.6

  • With 221 currently listed for sale and an average price of $34,193.00 CAD, 31.2% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favourably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.17 / 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 colour:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
135,028
Stock #:
P12937
VIN:
5TDBZRBH1LS004582
Vehicle photo unavailable
New arrival

 

2020 Toyota Highlander

LE AWD

135,028 km

Home delivery from Richmond Hill, ON
Price includes $4,061 shipping
No Rating

No Price Listed

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Gray
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
118,648
Stock #:
261109
VIN:
5TDBZRBH5MS523264
Gray 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

LE AWD

118,648 km

Home delivery from Ottawa, ON
Price includes $4,442 shipping
High Priced

$38,400

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
Gray
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
118,648
Stock #:
261109P
VIN:
5TDBZRBH7MS523265
Gray 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

LE AWD

118,648 km

Home delivery from Ottawa, ON
Price includes $4,442 shipping
High Priced

$38,400

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
98,592
Stock #:
K78911
VIN:
5TDJZRFH3KS978911
 2019 Toyota Highlander SUV / Crossover  Automatic

 

2019 Toyota Highlander

98,592 km

Home delivery from Lethbridge, AB
Price includes $1,763 shipping
High Priced

$38,663

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior colour:
White (Blizzard Pearl)
Combined gas mileage:
10 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
96,788
Stock #:
260213A
VIN:
5TDDZRBH4LS001751
White (Blizzard Pearl) 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2020 Toyota Highlander

Limited AWD

96,788 km

Home delivery from Medicine Hat, AB
Price includes $1,480 shipping
Overpriced

$44,568

CarGurus Analysis: 2020 Toyota Highlander

7.2
of 10
overall
Look and feel4/10
Technology7/10
Performance6/10
Safety9/10
Form & function9/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 221 currently listed for sale and an average price of $34,193.00 CAD, 31.2% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favourably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.17 / 10.

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

Why it stands out

The 2020 Toyota Highlander stands out as a midsize three-row SUV that puts comfort first. It was redesigned for 2020, and its appeal comes less from flash than from the way it isolates passengers from the road. The Highlander’s silent operation, soft ride, and cosseting interior make it feel especially relaxed, and the upper trims are described as driving much like a Lexus without the extra cost. For buyers who want a family SUV that feels calm and upscale rather than sporty, that character is the Highlander’s main draw.

It also brings practical strengths that matter in daily use. The Highlander offers spacious seating, and it comes with standard advanced safety features. Those qualities help explain why it is attractive to families looking for a comfortable, well-equipped vehicle. Its limitations are just as clear: the handling is poor, and the styling is uninspired. Even so, the 2020 Toyota Highlander’s distinctive mix of space, safety, and a notably tranquil driving experience gives it a strong identity in the segment.

Other model years to consider

  • 2021 Toyota Highlander

    • Average price: $39,082.00 CAD
    • Good/great deal percentage: 32.8%
    • User rating: 4.86 / 5
    • Total listings: 274
  • 2022 Toyota Highlander

    • Average price: $41,670.00 CAD
    • Good/great deal percentage: 30.8%
    • User rating: 4.5 / 5
    • Total listings: 308
  • 2024 Toyota Highlander

    • Average price: $48,607.00 CAD
    • Good/great deal percentage: 31.9%
    • User rating: 5 / 5
    • Total listings: 144

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

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