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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Trumbull, 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.






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Whole experience was outstanding.
Whole experience was outstanding. Don is an outstanding salesman and I will be contacting him in my next search for 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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Addendum to Terrible service.! Terrible car!
I previously left Executive Chevy a terrible review; I should note that the advisor who dropped the ball was NOT Steve in the Service Dept. He's actually right now trying to resolve this issue, which was unbeknownst to me. I believe in calling "xxxxx and strikes", and Steve is making an attempt to resolve which at this point is all we can ask for, as the previous Service Advisor did nothing. Understand there's a lot of red tape for him to deal with and we're keeping our fingers crossed he can work something out. I normally don't like to have to "MF" a business, but it was warranted because of past advisor ineptitude. Still not completely sold on Chevy's, but if Steve comes through it'll restore my faith in USA cars which I love, especially Chevy trucks.
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.






Used
2025 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Service
Excellent service! Quick and easy process. Very professional and friendly.
Love this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Fantastic Experience
Had a great experience buying a used car here. Everyone I dealt with was friendly and knowledgeable. I never felt pressured, and being a single female, that was important to me. They gave me a fair price on my trade-in, and their cars are reasonably priced. Will Anderson was a terrific sales guy, and Jill and Matt guided me through all the paperwork. *Highly* recommend this dealership!
My 2024 Chevy Silverado LTZ provides a deluxe large SUV
My 2024 Chevy Silverado LTZ provides a deluxe large SUV interior and a standard (short) tuck bed all in one vehicle. It is loaded with features to make it look and operate very well, and it provides mid 20's regular unleaded fuel mileage. The dynamic fuel management system combined with the 10 speed automatic transmission work together flawlessly to deliver smooth power without being able to realize what gear or how many cylinders the powertrain is using at any given time.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Looking for a RAM Heavy Duty Pickup
I had been looking for a Heavy Duty RAM Cummins for a month or so and Executive had (2) that I was interested in a 3500 and a 2500. I contacted the dealership via an email and the internet salesperson replied promptly. I then went to the dealership where I was introduced to Rich my salesperson. We took each truck for a test drive so that I could decide which one was the best fit. Once I made the decision, they evaluated my leased truck and made me an offer $1100 more than what the buyout of the lease was. Things were then turned over to Chris the Finance Manager and he worked his magic to get me a great rate with the payment that I had asked for. I picked up the 2500 on Saturday and could not be happier. I highly recommend Executive Dodge Ram. PS I traveled an hour and a half from NE Ct to Wallingford and the trip was worth it. Darrell
What I am most satisfied with is its color.
What I am most satisfied with is its color. This matte silver color is matched with silver wheels, which is really unique. The matte texture is very good, and the personality is low-key but full of connotation. I just like not to follow the crowd.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Always reliable and outstanding customer service.
Always reliable and outstanding customer service. Waiting area well stocked and comfortable. Staff friendly and informative, attentive to details and future needs. Service department used modern diagnostic equipment that can be reviewed while waiting
Purchased new a 2020 Chevrolet custom Trail Boss in Satin
Purchased new a 2020 Chevrolet custom Trail Boss in Satin Steel metallic, it has been great. I just turned 80,000 miles with no issues, it’s been a pleasure to drive, just replaced brakes and tires for the first time at 75,000 miles . I have also purchased new a 86 F-250 and a 01 GMC 1500 which also were great trucks and sold with 190,000 miles on them. Maintenance is key Chevrolet did a great job on the exterior of this truck, love the look and color. Nothing bad to say only a positive experience.






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Service
I had an excellent experience with having my car repaired at Ingersoll Chevy. My car was diagnosed and repaired as promised. The whole service department was friendly and knowledgeable.
very good truck it is the best car i jave bought since my
very good truck it is the best car i jave bought since my opd one was broken this help me alot and thanks for seeing this






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Good vibes
Extremely nice staff, very professional team players from service desk to the shop. A very clean and safely run facility. Waiting area was comfortable. Service was done in a reasonable time. Service prices appear to be fair. Will definitely continue with my service here, also would consider a purchase from them in the future.
good trk
been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Always great customer service.
Always great customer service. Excellent waiting area with fresh coffee and a good choice of goodies while you wait! I love the new computer system showing your car while you wait
So far so good. Its not a Dodge or Ford
Best truck I've ever owned. Great power...good fule economy on highways. comfortable and roomy great bose sound system No over dramatic fanciness but practicality. I like the design and added features such as a sliding rear window power outlets inside and in the bed. 20k miles on her so...maybe too soon to tell?






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Amazing service team, tech kept vehicle clean and service
Amazing service team, tech kept vehicle clean and service Consultant kept me up to date on my needed services and repair, pricing is affordable and fair
Cab noise
Love my 22 Chevy LTZ truck, I have the cat back mufflers on it which are not that loud. The inside cab noise is really loud from the road noise and pipes. Don't feel the cab is insulated very well.






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
We recently purchased a Cadillac and worked with Victor
We recently purchased a Cadillac and worked with Victor during the process. He made the entire experience seamless and stress-free! Victor was professional, knowledgeable, and incredibly efficient. He had everything ready for us, and we were in and out faster than we expected. It's clear he values his customers time and ensures they get exactly what they need. Highly recommend working with Victor if you're in the market for a new vehicle.
Workhorse of a truck
This is my 3rd Silverado and the best one yet. The infotainment features are great. The screen is big and easy to work. Looks great, rides smooth, quiet and is plenty powerful. (5.3 V8) Great every day driver for my family of 4.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I just purchased my first ever brand new car from here.
I just purchased my first ever brand new car from here. I traded in my well loved used car. Mike was super helpful and kept me at ease through out the whole experience. Answered every question I had. Ellie was great at helping me get a good loan and rate. Highly recommend this dealership. ~Amy
Purchased new vehicle at Hendrix Chevrolet, Charlotte,
Purchased new vehicle at Hendrix Chevrolet, Charlotte, North Carolina helped by Chadwick, Dana, Brandon,& Nicholas, great hospitality great service. Excellent experience word buy her again






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Thank You Norbit and Thank Steve for crunching those
Thank You Norbit and Thank Steve for crunching those numbers for making it happen. Nor you wanted me in that Cadillac Escalade and I am. Once again thank you J&M Automotive for looking for me.
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.






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Justin at Ingersoll was wonderful to deal with, he is
Justin at Ingersoll was wonderful to deal with, he is knowledgable and caring. Dom the manager came out to introduce himself and welcome us. Ellie went out of her way for us re our new registration.
Air conditioner failed two times, brought back
Having issues with the AC not working properly, had in 2xs for this an dealerships fines nothing wrong, tells me if it happens again bring back in.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Just as promised. A great used car deal!
Saw vehicle on the internet on a Sunday. Called and AMY answered. Based on her accurate information she invited us to the lot the same day. We drove 2.5 hours and test drove the Honda CR-Z. AMY made sure all of our questions were answered. The car was an excellent deal for the price offered. The car did need brakes and a light. AMY made sure the repairs were done to perfection. She communicated via text over the next few days. Always answered instantly. The car was ready when they said it was. Everything completed as promised. Paperwork was painless. By Wednesday evening I was home with the car! AMY was a professional, the business did what they said. No Gimmicks, no false promises, no issues!
Thumbs up
Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
We are happy with the staff and clean environment.
We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.
My 2022 Silverado has not on the road long enough.
Driving not as good as my 2011 Silverado 6.2 what great truck for power and performance during long trips from Baltimore to Atlanta. Other than rear brakes problems there are no major issues






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Service is always tops Sales department the best Would
Service is always tops Sales department the best Would recommend to anyone looking for a new, used car or service. Blasius Chevrolet is, by far, the best dealership in Connecticut
2022 Chevrolet Silverado High Country 6.2 V8
My 2022 Silverado High Country was involved in a car accident caused by a teen, and the truck saved my life, the emergency collision system reacted right away, prevented an even worse outcome. I can't wait to fix my truck. It's amazing in every way, its quite a looker too. I had just done a 4" Lift Kit and was about to throw on some 35s, can't wait to do that, here soon. I would recommend this truck to everyone. Chevy really did am amazing job, with inside and outside, just an amazing truck overall.






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Curtis was incredibly smart and efficient throughout our
Curtis was incredibly smart and efficient throughout our process purchasing a car. Our trade in was handled fairly and easily, and we left with the new car on the same day. Can’t thank the entire team at Napoli for the excellent customer service and even better results! We loved working with them and would do so again in a heartbeat.
1st truck in 20 years.
My Silverado runs and drives perfectly. My only complaint is the paint job. Every week when I clean the truck I find new nicks in the paint. Almost like there's no primer. I'm concerned about resale value because no matter how careful I am and I'm an older driver, paint is getting worse every day.

Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
For context, I don’t buy new vehicles often.
For context, I don’t buy new vehicles often. My last truck was a 2002 Chevy Silverado 1500 LS. I drove it 22 years and put over 200,000 miles on it. It was a great truck, so I wanted to replace it with another one. In late November, I purchased a 2024 Silverado 1500 LTZ with all the bells and whistles and I couldn’t be happier with a vehicle. It looks fantastic, Summit White, crew cab with short bed and 20” wheels have it sitting at the perfect height. Inside there is plenty of headroom for 6 ft plus people. The seats are super comfortable and it drives and rides fabulously. The interior is amazing. My wife, who generally doesn’t care much for trucks raves about it every time she sits in it. She says she can’t believe how comfortable it is and wants to take trips in it. If there is anything I have to say that is a bit negative is how the 10 speed transmission works at slow speeds. At times, I experience a sort of surging with it. The truck apparently “learns” your driving habits, so that may have something to do with it. Otherwise, I really enjoy everything about it. Looking for another 20 years with it!:)






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
I own a 2024 2WD WT, Double Cab.
I own a 2024 2WD WT, Double Cab. The WT model is the least expensive of the line up and comes with the 2.7L 4-cylinder HO motor. It has analog gauges, which I actually prefer over LED displays. The engine pulls like a V8 and sounds more like a small diesel. The 8 speed transmission shifts at the right times and is smooth. Cabin noise is minimal. It is a solid truck!
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2020 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2022 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2023 Chevrolet Silverado 1500 Custom Trail Boss
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*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 Silverado 1500 Custom Trail Boss by city
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1 Great Deal out of 20 listings starting at $21,995
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