Used 2020 Toyota Highlander for Sale near Virginia Beach, VA
175 results
CarGurus Analysis:
2020 Toyota Highlander
With 2,805 currently listed for sale and an average price of $28,106.00, 32.5% 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.
69.9% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander offers a smooth ride, spacious interior, and advanced safety features, making it a preferred choice for families in need of a reliable midsize SUV.
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 2,805 currently listed for sale and an average price of $28,106.00, 32.5% 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.
69.9% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander offers a smooth ride, spacious interior, and advanced safety features, making it a preferred choice for families in need of a reliable midsize SUV.
Why it stands out
The 2020 Toyota Highlander distinguishes itself as a top-tier midsize SUV, primarily appealing to families and those seeking comfort and reliability. Redesigned for 2020, it achieves a balance between functionality and luxury, offering a cabin that rivals premium models in terms of quality and comfort. With its spacious three-row seating configuration, the Highlander ensures ample room for passengers and cargo, making it ideal for both daily commutes and long road trips. The vehicle's smooth 3.5-liter V6 engine, combined with a thoughtfully crafted interior, provides a quiet and pleasurable driving experience. Moreover, it boasts an array of standard safety features under Toyota Safety Sense 2.0, ensuring peace of mind for drivers. Despite some criticisms around handling and interior materials, the Highlander's strengths, such as its spaciousness and advanced tech features, often make it a standout choice in its class.
Other model years to consider
- Average price: $38,608.00
- Good/great deal percentage: 33.2%
- User rating: 5 / 5
- Total listings: 3,861
- Average price: $36,389.00
- Good/great deal percentage: 33.3%
- User rating: 4.75 / 5
- Total listings: 4,420
- Average price: $15,964.00
- Good/great deal percentage: 33.0%
- User rating: 4.78 / 5
- Total listings: 1,082
This analysis is based on CarGurus' proprietary market data from May 4, 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 |
|---|---|
| Platinum FWD | $46,850 |
| LE FWD | $36,800 |
| Limited FWD | $43,650 |
| LE AWD | $38,400 |
| 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 Houston: Houston, TX, commands the highest average price at $30,847, likely due to demand in a larger urban market.
- Lowest Prices in New York: Conversely, New York, NY, offers the lowest average price at $25,905, indicating potentially higher inventory or greater price sensitivity.
- Varied Inventory Influences Pricing: Cities like Chicago and Philadelphia have competitive pricing around $28,875–$29,316, reflecting a balance of listings and average pricing.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 273 | $25,905 |
| Los Angeles, CA | 181 | $26,052 |
| Houston, TX | 198 | $30,847 |
| Philadelphia, PA | 213 | $28,875 |
| Chicago, IL | 205 | $29,316 |
| Dallas, TX | 197 | $27,468 |
| Miami, FL | 157 | $26,492 |
| Washington, DC | 244 | $27,709 |
| Atlanta, GA | 213 | $29,475 |
| Boston, MA | 248 | $28,152 |
Pricing by Trim Packages
Key Insights
- Most Inventory in XLE AWD: The XLE AWD variant has the largest inventory at 2,928 listings, suggesting it is a popular choice and may represent a good value for shoppers.
- Premium Pricing for Limited Trims: The Limited AWD trim commands a $45,600 MSRP and 1,090 listings, indicating a healthy demand despite higher pricing due to luxury features.
- FWD Variants Offer Lower Price Entry: LE FWD with a $36,800 MSRP is the most affordable offering, appealing to budget-conscious buyers seeking value.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 2928 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1253 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1090 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE FWD | 806 | $36,800 | FWD | 3.5L 295 hp V6 |
| LE AWD | 784 | $38,400 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 557 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 330 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 254 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Holding Value: The 2026 Highlander is priced at $50,807, reflecting about 10.1% above MSRP, showcasing strong demand for the newest model year.
- Steep Depreciation in Older Models: The 2018 Highlander retains value the least, currently averaging $22,284, representing a significant drop of ~29% from its original MSRP.
- Best Value in Mid-Range Years: The 2021 model shows competitive value at $30,252, down just ~13.3% compared to its MSRP, indicating that buyers may find good deals on slightly older models.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $50,807 | +10.1% |
| 2025 Toyota Highlander | $40,320 | $41,689 | +3.4% |
| 2024 Toyota Highlander | $39,270 | $38,754 | -1.3% |
| 2023 Toyota Highlander | $36,620 | $36,167 | -1.2% |
| 2022 Toyota Highlander | $35,855 | $33,430 | -6.8% |
| 2021 Toyota Highlander | $35,085 | $30,252 | -13.3% |
| 2019 Toyota Highlander | $31,830 | $23,951 | -24.6% |
| 2018 Toyota Highlander | $31,230 | $22,284 | -28.7% |
| 2017 Toyota Highlander | $30,630 | $20,511 | -32.9% |
| 2016 Toyota Highlander | $30,490 | $18,368 | -39.8% |
| 2015 Toyota Highlander | $29,765 | $17,198 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from May 14, 2026, CarGurus experts' opinions, and generative AI.
