New & Used 2026 Toyota Highlander for Sale near Boston, MA
129 results
CarGurus Analysis:
2026 Toyota Highlander
With 79 currently listed for sale near Boston, MA and an average price of $54,201.00, 38.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.9% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues its legacy as a reliable midsize SUV, showcasing an attractive design, outstanding safety features, and practical seating for families.
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 79 currently listed for sale near Boston, MA and an average price of $54,201.00, 38.0% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.9% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues its legacy as a reliable midsize SUV, showcasing an attractive design, outstanding safety features, and practical seating for families.
Why it stands out
The 2026 Toyota Highlander cements its place in the midsize SUV market with a blend of reliability, safety, and usability that appeals to families. Its interior is designed with comfort and practicality in mind, providing ample seating capacity and cargo space, capable of accommodating up to seven passengers. While it may not deliver the most exhilarating driving experience, the Highlander makes a strong case for ease of use and efficiency, catering to buyers who prioritize reliability and overall performance. Its notable features such as advanced safety technologies—including Toyota's Safety Sense—add to its appeal, allowing for peace of mind on the road. Furthermore, the Highlander's reputation for high resale value coupled with low accident rates makes it a sensible investment for consumers looking for long-lasting, family-friendly transportation.
Other model years to consider
- Average price: $40,785.00
- Good/great deal percentage: 45.9%
- User rating: 5 / 5
- Total listings: 222
- Average price: $31,833.00
- Good/great deal percentage: 41.3%
- User rating: 4.86 / 5
- Total listings: 252
- Average price: $37,707.00
- Good/great deal percentage: 52.2%
- User rating: 4.75 / 5
- Total listings: 228
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
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2026 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,525 |
| XLE AWD | $45,870 |
| XSE AWD | $47,940 |
| Limited AWD | $50,325 |
2026 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Highlander prices has changed over time.
See more price trends2026 Toyota Highlander Pricing Analysis: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in New Hampshire: Manchester, NH ($53,751) and Portsmouth, NH ($53,751) lead with the highest average prices, likely reflecting higher demand in affluent areas.
- Consistent Pricing in Massachusetts: Markets like Worcester, MA ($45,998) and New Bedford, MA ($45,998) show similar pricing, suggesting stabilized market conditions across the state.
- Lower Inventory Variability: Cities with more listings, like Groton (75 listings) and Chicopee (76 listings), maintain average pricing close to the regional average, reflecting regional demand equilibrium.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Manchester, NH | 72 | $53,751 |
| Portsmouth, NH | 36 | $53,751 |
| Worcester, MA | 79 | $45,998 |
| New Bedford, MA | 43 | $45,998 |
| Plymouth, MA | 48 | $45,998 |
| Providence, RI | 72 | $45,998 |
| Hartford, CT | 50 | $52,998 |
| Chicopee, MA | 76 | $52,998 |
| Groton, MA | 75 | $49,875 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD trim is the most common with 272 listings, indicating strong market demand for this well-equipped option.
- Significant Value in Limited AWD: The Limited AWD ($50,325 MSRP), while priced higher, is well-positioned with a notable array of luxury features.
- Wide Feature Set Across All Trims: All trims provide a combination of desirable features including third-row seating, adaptive cruise control, and modern infotainment options, appealing to family-oriented buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 272 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 103 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 75 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 58 | $53,525 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Models Retain Value Well: The 2025 Highlander shows a modest price increase, commanding an average of $43,766, approximately 1.1% above its MSRP of $40,320.
- Steep Depreciation for Older Models: The 2019 Highlander demonstrates significant depreciation with an average price of $25,463, translating to -20.4% vs MSRP.
- 2021 Model Offers Strong Value: At $31,971, the 2021 Highlander sits about -8.0% below its MSRP, presenting a valuable option for budget-conscious shoppers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $43,766 | +1.1% |
| 2024 Toyota Highlander | $39,270 | $40,890 | +4.1% |
| 2023 Toyota Highlander | $36,620 | $37,778 | +3.2% |
| 2022 Toyota Highlander | $35,855 | $34,053 | -5.0% |
| 2021 Toyota Highlander | $35,085 | $31,971 | -8.0% |
| 2020 Toyota Highlander | $34,600 | $28,590 | -17.4% |
| 2019 Toyota Highlander | $31,830 | $25,463 | -20.4% |
| 2018 Toyota Highlander | $31,230 | $22,638 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $19,889 | -35.1% |
| 2016 Toyota Highlander | $30,490 | $17,900 | -41.2% |
| 2015 Toyota Highlander | $29,765 | $16,947 | -43.0% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
