Used Toyota Highlander for Sale near Winnipeg, MB
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2021 Toyota Highlander
Shop 2021 Toyota Highlander »With 26 currently listed for sale near Winnipeg, MB and an average price of $39,998.00 CAD, 23.1% of 2021 Toyota Highlanders for sale 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.
100.0% of 2021 Highlander models on CarGurus are accident free.
FAQs
How much does the Toyota Highlander cost in Winnipeg, MB?
How many Toyota Highlander vehicles in Winnipeg, MB have no reported accidents or damage?
What fuel types are available?
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 trendsCarGurus recommends the 2021 Toyota Highlander
Summary
With 26 currently listed for sale near Winnipeg, MB and an average price of $39,998.00 CAD, 23.1% of 2021 Toyota Highlanders for sale 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.
100.0% of 2021 Highlander models on CarGurus are accident free.
Why it stands out
The 2021 Toyota Highlander stands out as a familiar name in the three-row family-vehicle market, and Toyota’s strong sales position and brand recognition help explain why it remains such a prominent choice. It also enters its 20th year of production, which adds to its appeal for buyers who value an established model with a long track record.
For 2021, the Highlander is described as safer than ever, with additional safety-feature technology listed as standard equipment. That emphasis on safety is a major part of its appeal, especially for families shopping for a three-row SUV. Owner feedback also points to comfort, reliability, a smooth ride, and a high-quality interior as strengths, while some drivers have been less impressed by fuel economy and the limited configurability of certain settings, including the third-row seating and lane assist functions.
Other model years to consider
- Average price: $46,208.00 CAD
- Good/great deal percentage: 21.2%
- User rating: 4.5 / 5
- Total listings: 33
- Average price: $18,950.00 CAD
- Good/great deal percentage: 50.0%
- User rating: 4.8 / 5
- Total listings: 4
- Average price: $24,999.00 CAD
- Good/great deal percentage: 25.0%
- User rating: 4.93 / 5
- Total listings: 8
These recommendations are based on CarGurus' proprietary market data from August 19, 2026, CarGurus experts' opinions, and generative AI.
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