New & Used 2025 Toyota Highlander for Sale near Boston, MA

## Summary - With 103 currently listed for sale near Boston, MA and an **average price of $38,699.00**, 28.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Accident-free percentage:** **111.7%** of 2025 Highlander models on CarGurus are accident free. - The 2025 Toyota Highlander stands out with its spacious interior, available hybrid models, and excellent safety and reliability record. ## Why it stands out The 2025 Toyota Highlander continues to build on the manufacturer's reputation for creating reliable and practical midsize SUVs. This model exemplifies a perfect blend of comfort and functionality, making it ideal for families and those needing extra space. With a strategic redesign in past generations, the Highlander provides a smooth sedan-like ride while maintaining the ruggedness that one expects from an SUV. The recent transition to a turbocharged four-cylinder engine brings improved fuel efficiency without sacrificing power, enhancing its appeal to buyers focused on cost-effective driving. Additionally, Toyota's commitment to safety is evident with standard features like Toyota Safety Sense, ensuring peace of mind while on the road. Despite some critiques regarding driving dynamics and interior materials, the Highlander's overall reliability and spacious design—combined with competitive technology enhancements—keep it at the forefront of consumer choices in the midsize SUV segment. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-Boston-c31996_L15690)** - Average price: $33,836.00 - Good/great deal percentage: 46.3% - User rating: 4.58 / 5 - Total listings: 255 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-Boston-c32651_L15690)** - Average price: $36,365.00 - Good/great deal percentage: 48.9% - User rating: 4.36 / 5 - Total listings: 235 - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-Boston-c30910_L15690)** - Average price: $30,896.00 - Good/great deal percentage: 40.6% - User rating: 4.82 / 5 - Total listings: 180 This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.