Used 2020 Toyota Highlander for Sale near Oregon
120 results
CarGurus Analysis:
2020 Toyota Highlander
With 2,910 currently listed for sale and an average price of $28,420.00, 31.6% 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.
70.8% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is all-new with improved passenger comfort, advanced safety features, and a spacious interior, making it a great choice for families.
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 2,910 currently listed for sale and an average price of $28,420.00, 31.6% 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.
70.8% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is all-new with improved passenger comfort, advanced safety features, and a spacious interior, making it a great choice for families.
Why it stands out
The 2020 Toyota Highlander presents a compelling option in the midsize SUV segment, particularly due to its blend of comfort, safety, and practicality. Redesigned for 2020, it boasts a refined driving experience with a smooth ride quality, making it ideal for family excursions or long road trips. One of the key strengths of the Highlander lies in its spacious and versatile interior; it can accommodate up to eight passengers or seven with optional captain's chairs in the second row, allowing for exceptional comfort. The car's quality fit and finish set it apart from competitors, and many owners appreciate its array of standard advanced safety features, including automatic emergency braking and lane-keeping assist. However, some reviews note that the front seating comfort and the interior material quality could be improved. Nevertheless, its standout features and user-friendly technology options, along with its accident-free reputation, make the 2020 Highlander appealing to a wide range of buyers.
Other model years to consider
- Average price: $39,167.00
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 4,036
- Average price: $36,389.00
- Good/great deal percentage: 33.1%
- User rating: 4.75 / 5
- Total listings: 4,597
- Average price: $16,182.00
- Good/great deal percentage: 32.4%
- User rating: 4.78 / 5
- Total listings: 1,161
This analysis is based on CarGurus' proprietary market data from June 1, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
Filter by rating
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Anonymous
Reviewed a 2020 Toyota Highlander on Nov 8, 2020
Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.
Kris B
Reviewed a 2020 Toyota Highlander on May 22, 2023
Absolutely love this car. Great comfortable family vehicle with plenty of space, and features
Lee W
Reviewed a 2020 Toyota Highlander on Feb 28, 2020
The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.
2020 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| L AWD | $36,200 |
| LE FWD | $36,800 |
| LE AWD | $38,400 |
| Limited FWD | $43,650 |
| Limited AWD | $45,600 |
| Platinum AWD | $48,800 |
| XLE FWD | $39,600 |
| XLE AWD | $41,200 |
2020 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Toyota Highlander prices has changed over time.
See more price trends2020 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Chicago: The average price of $28,312 indicates strong demand in the Chicago market, with relatively higher prices compared to other regions.
- Lowest Price in Miami: Miami offers the best deal at $24,913, suggesting it may have a more competitive marketplace or higher inventory turnover.
- Moderate Inventory Levels: Markets like New York (284 listings) and Philadelphia (232 listings) have stable pricing patterns, reflecting adequate inventory levels.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 223 | $28,312 |
| Philadelphia, PA | 232 | $29,099 |
| Dallas, TX | 213 | $29,306 |
| Washington, DC | 272 | $27,193 |
| Atlanta, GA | 227 | $28,283 |
| Los Angeles, CA | 173 | $25,549 |
| New York, NY | 284 | $25,402 |
| Houston, TX | 203 | $28,139 |
| Boston, MA | 276 | $28,444 |
| Miami, FL | 142 | $24,913 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: With 3,106 listings, the XLE AWD is the most available trim, indicating strong demand for all-weather vehicles.
- Premium Marks Higher Prices: The Limited AWD trim has an MSRP of $45,600, showing a price point approximately 10.3% higher than the more basic LE AWD trim.
- Diverse Features Across Trims: Notable features like leather seats and navigation are prominent in higher-end trims such as the Limited AWD and Platinum AWD, catering to buyers looking for enhanced luxury.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3106 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1288 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1217 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE AWD | 793 | $38,400 | AWD | 3.5L 295 hp V6 |
| LE FWD | 779 | $36,800 | FWD | 3.5L 295 hp V6 |
| Platinum AWD | 586 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 370 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 261 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Demand Higher Prices: The 2026 Toyota Highlander averages $51,756, indicating both a premium for the latest features and a strong market demand.
- Significant Depreciation for Older Models: The 2015 Highlander has a notable drop to $17,229, reflecting a 42.5% depreciation from MSRP, showcasing typical trends for older vehicles.
- Value Stabilization Around 2021 Models: Vehicles from 2021 onward show minor depreciation, suggesting a stable used-car market for recent models.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $45,870 | $51,756 | +12.8% |
| 2025 | $40,320 | $41,821 | +3.7% |
| 2024 | $39,270 | $39,513 | +0.6% |
| 2023 | $36,620 | $36,502 | -0.3% |
| 2022 | $35,855 | $34,337 | -4.2% |
| 2021 | $35,085 | $31,031 | -11.6% |
| 2019 | $31,830 | $24,600 | -22.8% |
| 2018 | $31,230 | $22,782 | -27.1% |
| 2017 | $30,630 | $21,077 | -31.1% |
| 2016 | $30,490 | $18,834 | -38.4% |
| 2015 | $29,765 | $17,229 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from June 4, 2026, CarGurus experts' opinions, and generative AI.
