Used 2021 Tesla Model S for Sale near Chicago, IL
146 results
CarGurus Analysis:
2021 Tesla Model S
With 142 currently listed for sale near Chicago, IL and an average price of $43,737.00, 12.7% of 2021 Tesla Model Ss for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Tesla Model S 4.31 / 5 stars.
86.6% of 2021 Model S models on CarGurus are accident-free.
The 2021 Tesla Model S offers impressive acceleration, a luxurious interior, and cutting-edge technology features, including a significant interior refresh and enhanced performance options.
CarGurus Analysis: 2021 Tesla Model S

Summary
With 142 currently listed for sale near Chicago, IL and an average price of $43,737.00, 12.7% of 2021 Tesla Model Ss for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Tesla Model S 4.31 / 5 stars.
86.6% of 2021 Model S models on CarGurus are accident-free.
The 2021 Tesla Model S offers impressive acceleration, a luxurious interior, and cutting-edge technology features, including a significant interior refresh and enhanced performance options.
Why it stands out
The 2021 Tesla Model S is a flagship electric vehicle that not only sets the bar for performance in its class but also encapsulates a blend of luxury and technology that has made it an industry leader. With a striking redesign featuring yoke steering and a revamped interior, it emphasizes modernity while retaining the exceptional range and acceleration its predecessors are known for. The upgrades in battery technology and efficiency further contribute to its appeal, boasting dual electric motors and an all-wheel-drive configuration that delivers remarkable horsepower and driving dynamics. While the distinctive yoke steering wheel design may not appeal to everyone, the overall package — supported by software updates — ensures that even a used Model S offers an up-to-date driving experience.
Other model years to consider
- Average price: $15,691.00
- Good/great deal percentage: 12.8%
- User rating: 4.87 / 5
- Total listings: 78
- Average price: $26,919.00
- Good/great deal percentage: 9.8%
- User rating: 4.67 / 5
- Total listings: 112
- Average price: $20,901.00
- Good/great deal percentage: 9.9%
- User rating: 4.78 / 5
- Total listings: 91
This analysis is based on CarGurus' proprietary market data from March 31, 2026, CarGurus experts' opinions, and generative AI.
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4.4 Overall rating
Filter by rating
Andy R
Reviewed a 2021 Tesla Plaid AWD on Oct 27, 2024
If your looking for the absolute best tech in a vehicle, you will find it in a Tesla. I felt the year, miles, and condition was a fair price. It is extremely hard to compare any Tesla to any other vehicle brands out there. Tesla did a very good job at being original. This is my second Tesla . My first was a Model 3 Performance and now I have a Model S Plaid. For me, it would be very hard to go back to the other brands.
Anonymous
Reviewed a 2021 Tesla Model S on Jan 18, 2022
The car is fantastic, truly unlike any other car, and it just gets better with updates. I’m neutral on the yoke, but I will probably replace it at some point. Aside from the steering. wheel/yoke, it is the best car that I’ve ever driven. Between the auto pilot and full self driving, to the media , safety features, and incredible acceleration, I simply don’t think there is a better car you can buy.
Pat C
Reviewed a 2021 Tesla Model S on Apr 13, 2023
2021 marked the first re-fresh of the Model S since its inception. My previous Model S was a 2016 P90D ludicrous. The 2021 felt like an entirely different car. With several major upgrades: • The seats were substantially upgraded providing more stability during cornering, heating and cooling seat ventilation was added. The whole interior was upgraded. • New “ductless” HVAC system that allows you to direct air virtually anywhere—crazy. • The dash was shortened to move the driver closer to the windshield increasing visibility • The suspension was improved with more options to customize. • The sound system was significantly upgraded to 950+ watts and 23 speakers—it is truly an amazing sound that rivals any headphones I have used. • Significantly quieter cabin with a new window system and self-cancelling noise reduction that lowers tire noise.
Jason D
Reviewed a 2021 Tesla Model S on May 19, 2022
The Plaid is just silly fun, I feel bad for tires all over the world. Great battery and range, amazing tech and speed and luxurious enough for me.
2021 Tesla Model S Trims
| Trim type | MSRP |
|---|---|
| Long Range AWD | $79,990 |
| Plaid AWD | $129,990 |
| Performance AWD | $91,990 |
| Long Range Plus AWD | $69,420 |
2021 Tesla Model S Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Tesla Model S prices has changed over time.
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