Used 2021 Toyota Highlander for Sale near Hartford, CT
181 results
![[1G3] Magnetic Gray Metallic 2022 Toyota Highlander XLE FWD SUV / Crossover Front-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/04/24/00/34/2022_toyota_highlander-pic-1285140681254082234-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
![[1J9] Celestial Silver Metallic 2021 Toyota Highlander L AWD SUV / Crossover All-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/05/27/17/01/2021_toyota_highlander-pic-1993699268997146395-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
CarGurus Analysis:
2021 Toyota Highlander
With 3,063 currently listed for sale and an average price of $30,506.00, 32.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
77.7% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander introduced additional safety features as standard equipment, enhancing its reputation as a great family vehicle.
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 3,063 currently listed for sale and an average price of $30,506.00, 32.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
77.7% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander introduced additional safety features as standard equipment, enhancing its reputation as a great family vehicle.
Why it stands out
The 2021 Toyota Highlander asserts itself as an excellent choice in the competitive three-row crossover segment, appealing to families seeking a blend of safety, comfort, and functionality. It showcases improved safety features, including the upgraded Toyota Safety Sense 2.5+, which offers advanced driver assistance technologies like automatic emergency braking and intersection support. The Highlander's interior is praised for its high-quality fit and finish, especially in the Limited trim, making it feel upscale and inviting. While it boasts a powerful 3.5-liter V6 engine that produces 295 horsepower, some drivers may find it lacks excitement in performance. However, its smooth ride quality, spaciousness, and ease of use resonate positively with owners, making it a reliable family vehicle despite minor critiques about fuel economy and design.
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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4.9 Overall rating
Filter by rating
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Tony T
Reviewed a 2021 Toyota Highlander on Jul 5, 2022
Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.
Melissa C
Reviewed a 2021 Toyota Highlander on May 6, 2024
Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.
Frederick and Mariah P
Reviewed a 2021 Toyota Platinum AWD on Mar 5, 2023
Absolutely love the upgraded features of this car. The panoramic sunroof is stunning, the infotainment screen is huge and easy to operate, the seats are insanely comfortable, and the ride is so smooth and surprisingly quiet on the inside. We haven’t had the car for long but we are absolutely loving it so far. We are so glad that we decided to go with the platinum trim!
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $37,285 |
| LE AWD | $38,885 |
| XSE FWD | $41,680 |
| Limited AWD | $45,990 |
| XSE AWD | $43,630 |
| Platinum AWD | $49,190 |
| XLE FWD | $40,085 |
| XLE AWD | $41,685 |
2021 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Toyota Highlander prices has changed over time.
See more price trends2021 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The Boston market commands the highest average pricing at $31,971, indicating strong demand or limited supply in that area.
- Lowest Prices in Dallas: In contrast, Dallas offers the lowest average pricing at $28,610, which may reflect a more competitive inventory or greater supply.
- Varied Pricing Across Cities: There is a notable pricing range across markets, with New York City averaging $29,171 and Washington, DC at $29,909, suggesting diverse regional preferences and demand dynamics.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 250 | $31,971 |
| Philadelphia, PA | 212 | $31,061 |
| New York, NY | 289 | $29,171 |
| Washington, DC | 256 | $29,909 |
| Chicago, IL | 207 | $29,676 |
| Los Angeles, CA | 177 | $29,797 |
| Atlanta, GA | 236 | $28,904 |
| Houston, TX | 206 | $28,920 |
| Miami, FL | 158 | $28,776 |
| Dallas, TX | 210 | $28,610 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD with 3,110 listings is the most prevalent trim, reflecting strong consumer preference for all-wheel-drive options in SUVs like the Highlander.
- Premium Pricing for Limited Trims: The Limited AWD, with an MSRP of $45,990, showcases a significant markup compared to the base trims, demonstrating a market trend where premium features are highly sought after.
- Diverse Feature Availability: Popular trims offer a range of features, with trims like the XLE FWD emphasizing luxury (sunroof, navigation) while maintaining competitive pricing.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3110 | $41,685 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1257 | $40,085 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1161 | $45,990 | AWD | 3.5L 295 hp V6 |
| LE FWD | 815 | $37,285 | FWD | 3.5L 295 hp V6 |
| LE AWD | 787 | $38,885 | AWD | 3.5L 295 hp V6 |
| XSE AWD | 645 | $43,630 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 582 | $49,190 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 347 | $44,040 | FWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Command Premium: The 2026 Highlander is presently priced at $51,663, approximately 12.6% above MSRP, indicating ongoing demand for new models.
- Significant Depreciation for Older Models: Older vehicles show a notable depreciation trend, with the 2019 Highlander averaging $24,526, reflecting a drop of −18.7% vs MSRP.
- Best Value Years Identified: The 2022 Highlander offers a good balance, priced at $34,152, which is −4.0% below MSRP, making it an attractive option for budget-conscious buyers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,663 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,503 | +2.9% |
| 2024 Toyota Highlander | $39,270 | $39,394 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,511 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,152 | -4.0% |
| 2020 Toyota Highlander | $34,600 | $29,044 | -16.2% |
| 2019 Toyota Highlander | $31,830 | $24,526 | -18.7% |
| 2018 Toyota Highlander | $31,230 | $22,822 | -27.0% |
| 2017 Toyota Highlander | $30,630 | $20,866 | -31.8% |
| 2016 Toyota Highlander | $30,490 | $18,789 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,190 | -42.4% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
