Used Chevrolet Silverado 1500 Custom Trail Boss for sale near Watertown, CT

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

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.

Great overall experience. I have bought three vehicles from this dealership and it has always gone well. Rich D. Has been who I have worked with and everyone else has Ben helpful as well.

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.

Well I came 31/2 hours to see a car and it’s gone yesterday I wanted it I was buying it because i recked mine i wanted the same thing

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.

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.

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.

Thorough and courteous. Great customer service. Oil changed and issue checked out and repaired.

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.

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

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.

Purchased a truck from Blasius North last night, January 18. Couldn’t ask for a more congenial group of professionals. They prove doing business can be a pleasure. Special thanks to Steve and TJ. Highly recommend this dealership.

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

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.

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

I bought a 2022 F250 from Blasius South, Victor C was great to deal with, the whole interaction was flawless, id definately come back again, very happy with my truck

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.

We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.

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.

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.

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!:)

My salesman with Steve Cortes, Steve did an outstanding job on helping me find my new truck. I highly recommend going in for his assistance on your next new big purchase. My overall experienced at Middletown Chevrolet was a fantastic and easy transaction.. The group was very knowledgeable and friendly. Thanks again, Steve. I love my new 2025 2500 HD trail boss.

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.

Peter is a kind person and wonderful salesman. He is a credit to Ingersoll Auto Group! He helped make our lease go smoothly and efficiently. This is our second time we have worked with Peter to lease a new car, and he directs us to the perfect car for our needs.

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.

Working with Ray to close the deal was amazing. He is very familiar with the vehicles and options available to the customers. He knows the material and how to get his customers to their end goal. Thank you Ray for helping us drive away with our new Truck!!!!!

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!

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

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.

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.

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.

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

On Saturday, June 7, my daughter and I had an outstanding experience at XXX Chevrolet. While my initial intent was simply to support her in purchasing her first vehicle, I ended up trading in my own car and driving away in a brand-new 2026 Equinox — while she purchased a 2025 Colorado. Both vehicles impressed us during the test drive. The safety features, interior design, storage space, and overall aesthetics sealed the deal for both of us. While comfort and safety were top priorities, what truly set this experience apart was the exceptional service we received. Steven connected us with Brian, an outstanding sales specialist who was both highly knowledgeable and incredibly personable. He built immediate rapport, listened carefully to our needs, and guided us to the right vehicles without any pressure. The process was smooth and efficient — we were both driving off the lot the same day! The dealership itself was clean, welcoming, and even treated us to a delicious lunch during our visit — a thoughtful touch that made the day feel even more special. I’ve purchased several vehicles over the years, but nothing compares to the level of service we received from Steven and Brian. I highly recommend them to anyone looking for a car-buying experience that’s professional, honest, and genuinely enjoyable. Judi and Jackie T.

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.

Today, purchased the 2013 Nissan Juke, 112,600 mile for $9,995 today. It will be ready Wednesday or Thursday this coming week. My sales person Amy was excellent. She knew I had a firm budget (retired) and she found two great vehicles to test. The Jeep I could have taken home today with less milage... a little older, however, Jeep mph versus the Juke..., Nissan won even with higher mileage. So far, I'm "a HAPPY CAMPER"! I can't foresee any problems from now until pick-up. So, I'd say, if you need a reliable used car, Amy is knowledgeable and, in spite of the packed waiting room with eager customers, we were never abandoned. Note; yes, the sales people had to multi-task at times. Understand, at these reduced prices, compared to any dealerships for used cars... Patience, just a little patience - and you'll be treated right too. All the best to customers in need of a new used vehicle!

I recently found a oil leak earlier on the engine oil cooling lines. It took a couple of days to find the parts to fix it. It seems the there were 3 dealers in the area that had the part but they were already designated for other pickups with the same problem. This being said I believe GM is aware of the problem and should take responsibility for the cost encured for repairs.

Alex excellent salesperson very patience and honest. The dealership is another story, if your looking for a reasonable price this is the dealership for you, they get cars from Auction so no idea about the history of the car, they get checked when you already signed for the As- is purchase, don't go there on a weekend, if you have patience, wants a bargain, (non negotiable deals)time, and good mechanic this is a place to go, got lucky with Alex very accommodating and great salesman

I have owned Chevrolet for over 70 years but the newer they get the worse the Electricions get right now having trouble with the brakes only work when everything esle is working.