Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
2021 Chevrolet Silverado 1500 trucks
for sale
near
Fairfield, CT
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Chevrolet Certified
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I had a great experience at Meadowland Of Carmel.
I had a great experience at Meadowland Of Carmel. The staff was friendly and professional. Julian was fantastic. The process was smooth and stress-free, and I never felt pressured. I?m very happy with my new car and would definitely recommend this dealership to anyone looking for a reliable place to buy or lease a vehicle.
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.
Used
2021 Chevrolet Silverado 1500 Custom
Vehicle information
Features
Reviews
Just purchased a 2025 KIA Sportage.
Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ service!
Beauty Truck
I drove a '99 Silverado Standard Cab 6 cyl for 24 years & decided it was time. I flirted with Ram & Tundra but when it came down to it, I've got Chevy in my blood & found what I think is a special vehicle. I'm still learning, lots of buttons, bells & whistles but think I'm gonna love this truck. It's big, real big, you have to plan for some driving/parking experiences ahead of time because it can't do what a single cab did. Would have preferred the 5.3 but ended up with a 6.2 but wow, power on demand, this baby moves. No need to worry about passing granny anymore.
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 RST
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 RST
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LTZ
Vehicle information
Features





Used
2021 Chevrolet Silverado 1500 High Country
Vehicle information
Features
-
Prev - 1
- 2
-
Next
Chevrolet Silverado 1500 prices by year
Model year | Prices from | Deals |
---|---|---|
2026 Chevrolet Silverado 1500 | $36,520 | |
2025 Chevrolet Silverado 1500 | $33,335 | 4 Good deals |
2024 Chevrolet Silverado 1500 | $26,998 | 26 Good deals |
2023 Chevrolet Silverado 1500 | $32,539 | 5 Great deals |
2022 Chevrolet Silverado 1500 | $27,988 | 31 Good deals |
2020 Chevrolet Silverado 1500 | $18,999 | 17 Good deals |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Research the 2021 Chevrolet Silverado 1500
Compare the 2021 Chevrolet Silverado 1500
2021 Chevrolet Silverado 1500 Trucks by city
-
2021 Chevrolet Silverado 1500 Trucks in Fairfield, CT
4 Great Deals out of 22 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Bridgeport, CT
4 Great Deals out of 21 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Easton, CT
3 Great Deals out of 20 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Weston, CT
4 Great Deals out of 20 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Trumbull, CT
3 Great Deals out of 20 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Stratford, CT
5 Great Deals out of 22 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Shelton, CT
4 Great Deals out of 23 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Monroe, CT
4 Great Deals out of 21 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Milford city , CT
4 Great Deals out of 22 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Milford, CT
4 Great Deals out of 22 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Darien, CT
7 Great Deals out of 20 listings starting at $16,514
-
2021 Chevrolet Silverado 1500 Trucks in Derby, CT
4 Great Deals out of 22 listings starting at $16,514
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.