Used Toyota Highlander for Sale nearWinnipeg, MB
- 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:
- Blueprint
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Brown (Harvest Beige)
- Transmission:
- Automatic
- Mileage:
- 74,473
- Stock #:
- F7T89E
- VIN:
- 5TDGZRBH3MS549562


Sponsored by Birchwood Honda Regent
2021 Toyota Highlander
XLE AWD
74,473 km
$41,985
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- Silver
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 113,958
- Stock #:
- 5438
- VIN:
- 5TDKDRBH8PS508051

Sponsored Listing
2023 Toyota Highlander
XLE AWD
113,958 km
$40,800
- Year:
- 2017
- 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:
- 11 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 170,000
- Stock #:
- 101995
- VIN:
- 5TDJZRFH8HS507300

Sponsored Listing
2017 Toyota Highlander
XLE AWD
170,000 km
$27,495
- 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
- Interior colour:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 83,236
- Stock #:
- F7PGPE
- VIN:
- 5TDDZRBH6MS091079

-$2,000
2021 Toyota Highlander
Limited AWD
83,236 km
$41,995
$39,995
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- Gray
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,124
- Stock #:
- SC1742
- VIN:
- 5TDKDRBH4TS605922

-$2,009
2026 Toyota Highlander
XLE AWD
24,124 km
$61,999
$60,571
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 113,239
- Stock #:
- U2705A
- VIN:
- 5TDDKRFH3GS304170

2016 Toyota Highlander
Limited AWD
113,239 km
$26,699
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- White
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,714
- Stock #:
- A3164
- VIN:
- 5TDKDRBHXTS596031
Photos coming soon
2026 Toyota Highlander
XLE AWD
23,714 km
$59,998
- Year:
- 2022
- 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:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,338
- Stock #:
- P11394
- VIN:
- 5TDFZRBH9NS161751

2022 Toyota Highlander
Platinum AWD
79,338 km
$44,198
- Year:
- 2022
- 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:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 136,000
- Stock #:
- 26T64572A
- VIN:
- 5TDGZRBH7NS561957

2022 Toyota Highlander
XLE AWD
136,000 km
$35,990
- Year:
- 2022
- 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:
- 61,812
- Stock #:
- 70930
- VIN:
- 5TDBZRBH9NS221297

2022 Toyota Highlander
LE AWD
61,812 km
$38,713
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- White
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 181,299
- Stock #:
- 016967
- VIN:
- 5TDKDRBHXPS016967

2023 Toyota Highlander
Limited AWD
181,299 km
$33,388
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior colour:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 169,606
- Stock #:
- 360952
- VIN:
- 5TDBKRFHXGS260952

2016 Toyota Highlander
LE AWD
169,606 km
$21,499
- Year:
- 2022
- 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:
- Automatic
- Mileage:
- 66,059
- Stock #:
- F7V59D
- VIN:
- 5TDGZRBH9NS583040

2022 Toyota Highlander
XLE AWD
66,059 km
$41,071
Recommended model year:
2021 Toyota Highlander
Shop 2021 Toyota Highlander »With 26 currently listed for sale and an average price of $39,628 CAD, 42.3% of 2021 Toyota Highlander listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars and CarGurus experts gave it a 7.5 / 10.
- 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
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 125,521
- Stock #:
- 27-0023A
- VIN:
- 5TDGZRBH1LS021906

2020 Toyota Highlander
XLE AWD
125,521 km
$33,500
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 66,288
- Stock #:
- 368760C
- VIN:
- 5TDLZRBH0MS153913

2021 Toyota Highlander
XSE AWD
66,288 km
$41,489
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,393
- Stock #:
- U13441
- VIN:
- 5TDGZRBH7NS186362

2022 Toyota Highlander
XLE AWD
108,393 km
$37,745
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior colour:
- Silver Sky Metallic
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 177,567
- Stock #:
- T236611
- VIN:
- 5TDBKRFH5FS156450

2015 Toyota Highlander
LE AWD
177,567 km
$21,000
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- Black
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 63,429
- Stock #:
- 25TH76360
- VIN:
- 5TDKDRBH8SS576360
2025 Toyota Highlander
XLE AWD
63,429 km
$51,998
- 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:
- 111,540
- Stock #:
- 558523
- VIN:
- 5TDGZRBH5MS558523

2021 Toyota Highlander
XLE AWD
111,540 km
$35,901
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior colour:
- Black
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,828
- Stock #:
- SC1731
- VIN:
- 5TDKDRBH2TS604221
Photos coming soon
-$2,049
2026 Toyota Highlander
XLE AWD
19,828 km
$61,599
$60,131
- Year:
- 2018
- 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:
- 11 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,998
- Stock #:
- K0808A
- VIN:
- 5TDDZRFH1JS898115

2018 Toyota Highlander
Limited AWD
102,998 km
$31,831
- 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:
- Blueprint
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Brown (Harvest Beige)
- Transmission:
- Automatic
- Mileage:
- 74,473
- Stock #:
- F7T89E
- VIN:
- 5TDGZRBH3MS549562

2021 Toyota Highlander
XLE AWD
74,473 km
$41,985
- Year:
- 2022
- 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:
- 10 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,338
- Stock #:
- P11394
- VIN:
- 5TDFZRBH9NS161751

Sponsored Listing
2022 Toyota Highlander
Platinum AWD
79,338 km
$44,198
How much does the Toyota Highlander cost in today's market?
Used Toyota Highlander prices span a wide range depending on model year. Here's what the market looks like right now:
| Model Year | Current Avg. Price | Year-Round Range |
|---|---|---|
| 2025 | $56,049 CAD | $56,049 CAD – $60,540 CAD |
| 2024 | $48,050 CAD | $48,050 CAD – $53,861 CAD |
| 2023 | $43,762 CAD | $43,566 CAD – $49,171 CAD |
| 2022 | $41,625 CAD | $41,552 CAD – $45,512 CAD |
| 2021 | $38,485 CAD | $38,458 CAD – $42,788 CAD |
| 2020 | $34,961 CAD | $34,043 CAD – $39,056 CAD |
| 2019 | $29,371 CAD | $29,371 CAD – $33,891 CAD |
| 2018 | $27,548 CAD | $27,085 CAD – $31,168 CAD |
| 2017 | $26,679 CAD | $26,031 CAD – $27,879 CAD |
| 2016 | $22,502 CAD | $22,102 CAD – $24,777 CAD |
| 2015 | $20,288 CAD | $20,274 CAD – $24,361 CAD |
| 2014 | $17,731 CAD | $17,633 CAD – $20,856 CAD |
The Toyota Highlander’s current nationwide average price is $35,892 CAD, and its lowest point over the past year was $35,892 CAD. Recently, prices have come down for the 2023, 2024, and 2025 models, making now a good time to shop recent model years.
Is the Toyota Highlander a good car?
Yes — the Toyota Highlander is a strong used pick if you want a family-focused SUV with broad appeal and a well-rounded ownership experience. The all-generations owner rating is 4.7/5 across every model year in the data.
Owners consistently praise the Highlander for its comfort, reliability, spacious cabin, smooth ride, and safety features. Across the model years, it also earns repeat approval for its practical, family-friendly character and easy day-to-day usability.
Expert reviews rate the 2022 and 2021 models among the highest across all years.
The main trade-offs are a cramped third row, infotainment systems that can feel dated in some years, and a driving experience that prioritises comfort over excitement.
29.3% of listings are priced as good or great deals.
Are Toyota Highlander models reliable?
Owners consistently describe the Toyota Highlander as comfortable, dependable, and family-friendly, with strong praise for its reliability and smooth ride. Expert feedback also reinforces its reputation for a quiet, practical, and well-rounded ownership experience.
- Owners rate the Toyota Highlander between 4.5 and 5.0 out of 5 stars across all model years in the data.
For used buyers, long-term ownership risk looks manageable, especially if you choose a well-maintained example with a clear service history.
What should I look for when buying a used Toyota Highlander?
Key things to evaluate:
- Safety package: Toyota Safety Sense suite with forward collision avoidance, automatic emergency braking, pedestrian detection, lane-departure warning, dynamic radar cruise control, lane tracing assist, traffic-sign recognition, and automatic high beams.
- Infotainment: 8-inch touchscreen infotainment system with Apple CarPlay and Android Auto; larger 12.3-inch touchscreen available.
- Fuel efficiency: The Highlander comes equipped with a 3.5-litre V6 engine. It makes power specs of 295 horsepower and 263 pound-feet of torque. Power is routed through an eight-speed automatic transmission to standard all-wheel drive (AWD; a front-wheel drive (FWD) drivetrain is not offered in Canada).
Which Toyota Highlander trim should I buy?
The 2022 Toyota Highlander offers these trims:
- LE: Standard AWD, 18-inch alloy wheels, Smart Key with pushbutton start, dual-zone automatic climate control, heated front seats, and an 8-inch touchscreen with Apple CarPlay and Android Auto.
- XLE: Adds LED fog lights, a heated steering wheel and shift knob, power-adjustable front seats, wireless device charging, a power sunroof, a power liftgate, second-row sunshades, synthetic leather upholstery, and a digital instrument display; a strong value choice for shoppers who want more comfort and convenience.
- XSE: Adds unique exterior styling, 20-inch alloy wheels, a large mesh grille, second-row captain’s chairs, dual exhaust tips, and a sport-tuned suspension.
- Limited: Adds premium LED headlamps, heated and ventilated front seats, genuine leather upholstery, acoustic noise-reducing windows, a wall-style power outlet, a hands-free power liftgate, a panoramic moonroof, an 11-speaker JBL premium audio system, and the larger 12.3-inch infotainment touchscreen.
- Platinum: Adds rain-sensing windshield wipers, a 360-degree parking camera, heated second-row seats, and a rearview camera mirror.
What Toyota Highlander do most buyers choose?
The Toyota Highlander years with the most listings are 2022, 2021, and 2020.
| Model Year | Total Listings | Good + Great Deals % |
|---|---|---|
| 2022 | 290 | 30.7% |
| 2021 | 269 | 30.9% |
| 2020 | 235 | 28.5% |
| 2023 | 220 | 31.4% |
| 2019 | 183 | 26.2% |
| 2018 | 162 | 27.8% |
These higher-volume model years tend to be popular because they give you a broad mix of pricing, equipment, and availability. They also tend to attract shoppers who want a newer Highlander without moving all the way to the newest model year.
What is the Toyota Highlander's resale value?
| Model Year | Current Avg. Price | Year-Over-Year Change |
|---|---|---|
| 2019 | $29,371 CAD | −13.31% |
| 2015 | $20,288 CAD | −13.23% |
| 2014 | $17,731 CAD | −12.19% |
| 2018 | $27,548 CAD | −11.64% |
| 2023 | $43,762 CAD | −11.02% |
| 2024 | $48,050 CAD | −10.82% |
| 2020 | $34,961 CAD | −10.48% |
| 2021 | $38,485 CAD | −9.99% |
| 2016 | $22,502 CAD | −8.26% |
| 2022 | $41,625 CAD | −8.15% |
| 2017 | $26,679 CAD | −4.5% |
| 2025 | $56,049 CAD | −4.15% |
Most Highlander model years are down year over year, and several recent ones have seen double-digit declines. That pattern can work in your favour if you’re shopping used, since it opens up more value in newer model years. The smaller declines at the top of the table suggest some of the newest examples are softening more slowly than the rest.
The 2025, 2017, and 2022 model years have held their value best, with the smallest year-over-year price changes.
Is the Toyota Highlander safe?
- 2022: 8/10
- 2021: 10/10
- 2020: 9/10
The 2022 Highlander comes standard with the Toyota Safety Sense suite of driver-assistance features.
For the safest used buy, the 2021 model posts the highest confirmed score of 10/10.
Should I buy a used Toyota Highlander now or wait for the next model?
Buy now if:
- Price trend: The 2025 model is at −4.15% versus a year ago, and the 2024 model is at −10.82%.
- Sweet-spot year: The 2022 model has the most listings at a current average price of $41,625 CAD. The Toyota Highlander offers a roomy, family-friendly cabin and a calm, comfortable character that suits everyday use.
Consider waiting if:
- Powertrain/efficiency: The Highlander comes equipped with a 3.5-litre V6 engine. It makes power specs of 295 horsepower and 263 pound-feet of torque.
- Tech: The Highlander comes standard with Bluetooth connectivity, five USB ports, and an 8-inch touchscreen that supports Apple CarPlay and Android Auto as well as SiriusXM satellite radio.
- Safety: The 2022 Highlander comes standard with the Toyota Safety Sense suite of driver-assistance features. It includes standard forward collision avoidance, automatic emergency braking, pedestrian detection, lane-departure warning, dynamic radar cruise control, lane tracing assist, traffic-sign recognition, and automatic high beams.
- Starting price: Base new-vehicle MSRP for the 2022 Toyota Highlander is $44,490 for the base LE trim with standard AWD, before destination and fees.
If you're buying used today, the 2022 model year offers the best mix of value and availability. If you want the latest tech and features, it may be worth waiting for the next model year's inventory to build up.
These recommendations are based on CarGurus' proprietary market data from September 29, 2026, CarGurus experts' opinions, and generative AI.
4.7 Overall rating
Customers say
Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.
AI generated from the text of customer reviews.
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What people say
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Erdem S
Reviewed a 2022 Toyota Limited FWD on Jul 15, 2026
Outstanding reliability record. One of the most dependable midsize SUVs ever built. Excellent resale value.
Luong S
Reviewed a 2012 Toyota Base on Apr 26, 2026
This car's features are very good and have great value the only missing is it has only one key.
Tom T
Reviewed a 2019 Toyota Highlander on Aug 1, 2026
Comfortable and drives great! Very happy with the Toyota Highlander.
Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Highlander prices has changed over time.
See more price trendsToyota Highlander Pricing Analysis: Winnipeg, MB Market Report
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2026 model is priced at $59,998 CAD, reflecting a 29.7% premium over its starting MSRP of $46,270 CAD.
- Depreciation Curve: The 2016 model shows the steepest depreciation at -18.8%, indicating significant value loss compared to newer models.
- Years Priced Above Starting MSRP: All listed years from 2016 to 2026 are priced above their starting MSRPs, with the 2024 model showing the highest increase at 34.1%.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2026 | $46,270 CAD | $59,998 CAD | +29.7% |
| 2025 | $40,320 CAD | $51,998 CAD | +29.0% |
| 2024 | $39,270 CAD | $52,653 CAD | +34.1% |
| 2023 | $36,620 CAD | $44,758 CAD | +22.2% |
| 2022 | $35,855 CAD | $41,674 CAD | +16.2% |
| 2021 | $35,085 CAD | $40,220 CAD | +14.6% |
| 2020 | $34,600 CAD | $37,333 CAD | +7.9% |
| 2019 | $31,830 CAD | $33,118 CAD | +4.0% |
| 2017 | $30,630 CAD | $31,865 CAD | +4.0% |
| 2016 | $30,490 CAD | $24,749 CAD | -18.8% |
Pricing in Nearby Cities
Market Area: Winnipeg, MB
Key Insights
- Highest-Price Market: Prince Albert, SK has the highest average price at $66,446 CAD, indicating a premium market for the Highlander.
- Best Value: Brandon, MB offers the lowest average price at $19,995 CAD, presenting a significant opportunity for budget-conscious shoppers.
- Inventory Drives Stability: Saskatoon, SK leads with 67 listings, suggesting a robust market presence that may stabilise pricing.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Saskatoon, SK | 67 | $43,899 CAD |
| Lloydminster, SK | 60 | $31,600 CAD |
| Medicine Hat, AB | 56 | $44,898 CAD |
| Prince Albert, SK | 52 | $66,446 CAD |
| Regina, SK | 47 | $35,734 CAD |
| Brandon, MB | 44 | $19,995 CAD |
| Moose Jaw, SK | 42 | $35,734 CAD |
Pricing by Trim Packages
Key Insights
- Volume Leader: The XLE AWD trim leads with 24 listings, indicating strong demand for this configuration.
- Premium Spread: The Platinum AWD trim, priced at $53,925 CAD, shows a significant premium over the XLE AWD, which is priced at $46,270 CAD.
- Drivetrain Effect: All trims listed are AWD, suggesting a market preference for this drivetrain configuration among buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 24 | $46,270 CAD | AWD | 2.4L 265 hp I4 |
| Limited AWD | 13 | $50,725 CAD | AWD | 2.4L 265 hp I4 |
| XSE AWD | 5 | $48,340 CAD | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 5 | $53,925 CAD | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from September 25, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2021 Toyota Highlander

Summary
With 26 currently listed for sale and an average price of $39,628 CAD, 42.3% of 2021 Toyota Highlander listings on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars and CarGurus experts gave it a 7.5 / 10.
Why it stands out
The 2021 Toyota Highlander stands out as a familiar and highly regarded three-row family vehicle that enters its 20th year of production. It already sits close to the top of the sales charts for its segment, and its strong name recognition helps explain why it remains such a popular choice. For 2021, Toyota also made it safer than ever by adding more safety-feature technology as standard equipment.
That combination of mainstream appeal and added standard safety makes the 2021 Highlander especially attractive to buyers who want a well-known family SUV with broad appeal. Owner feedback reinforces that image, with praise often centred on comfort, reliability, features, a smooth ride, and a high-quality interior. At the same time, some drivers have been disappointed by fuel economy and by the limited configurability of certain settings, including the third-row seating and lane assist functions.
Other model years to consider
- 2022 Toyota Highlander
- Average price: $42,316 CAD
- Good/great deal percentage: 37.9%
- User rating: 4.5 / 5
- Total listings: 29
- 2016 Toyota Highlander
- Average price: $24,249 CAD
- Good/great deal percentage: 30.0%
- User rating: 4.93 / 5
- Total listings: 10
- 2015 Toyota Highlander
- Average price: $22,244 CAD
- Good/great deal percentage: 60.0%
- User rating: 4.8 / 5
- Total listings: 5
Similar models to consider
- Honda Pilot
- Average price: $35,725 CAD
- Good/great deal percentage: 16.9%
- User rating: 4.68 / 5
- Total listings: 59
- Ford Explorer
- Average price: $39,803 CAD
- Good/great deal percentage: 28.3%
- User rating: 4.35 / 5
- Total listings: 120
- Volkswagen Atlas
- Average price: $40,202 CAD
- Good/great deal percentage: 13.9%
- User rating: 4.7 / 5
- Total listings: 72
These recommendations are based on CarGurus' proprietary market data from October 2, 2026, CarGurus experts' opinions, and generative AI.
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