Used Toyota Sienna for Sale near Winchester, VA

Summary

• With 1,389 currently listed for sale on CarGurus and an average price of $27,941.20, 37.9% of 2020 Toyota Siennas for sale on CarGurus are rated as good or great deals.
• Favorably reviewed: Owners rated the 2020 Toyota Sienna 4.9 / 5 stars and CarGurus experts gave it an 7.8 / 10.
• 71.2% of 2020 Sienna models on CarGurus are accident free.
• The 2020 Toyota Sienna featured a spacious interior, accommodating up to eight passengers and offering impressive cargo capacity for family adventures.

Why it stands out

The Toyota Sienna stands out in the minivan segment primarily due to its unique hybrid-only powertrain, delivering best-in-class fuel efficiency while maintaining ample space for passengers and cargo. Additionally, it is the only minivan offering all-wheel drive, making it an attractive option for families seeking versatility and performance in varying weather conditions. With a focus on safety and comfort, the Sienna incorporates Toyota Safety Sense 2.0 as standard, ensuring peace of mind for drivers and their families.

Other model years to consider

The 2015 and 2016 Toyota Sienna model years present viable options for buyers seeking cost-effective choices. With average prices around $15,500 and $17,200 respectively, both years boast high user ratings of 4.5 and 4.7 out of 5, indicating strong customer satisfaction. Additionally, each year features a significant percentage of good or great deals available in the market, enhancing purchase opportunities for potential buyers.

For those considering newer models, the 2021 Sienna also stands out due to its favorable user rating of 4.5/5 and a competitive average price of approximately $34,700. This model year reflects solid consumer feedback while still offering a more modern vehicle experience.

Model years to approach with caution

The Toyota Sienna from 2007 and 2008 stand out as the most suitable options, both offering solid user ratings of 4.4/5 and average prices under $6,500, although a significant percentage of users perceive these prices as not representing good deals. The 2010 model is moderately suitable with a slightly lower user rating of 4.1/5 and an average price of $8,442.30, suggesting it may offer less value for buyers seeking strong feedback patterns. Meanwhile, the more recent 2014 model has a lower user rating of 4.1/5 and a higher price point at around $13,282.32, indicating it may be less optimal for cost-conscious consumers despite its newer features.

These recommendations are based on CarGurus' proprietary market data from December 9, 2025, CarGurus experts' opinions, and generative AI.