Used trucks for sale near Winchester, CT under $40,000

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.

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 dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole experience.

Purchased in 2023, new. Had to go back one year to find one without e-torque. Test drove & didn't like it. Right now I have 30,000 trouble free miles on it. I just hope my luck with that last. I have been a GM owner all my life, with two Fords threw in which didn't impress mr at all. I was dissatisfied with my 2010 GMC so I decided to try Ram. I bought a 2017 Bighorn with the 3.6 V6 & was totally happy. 70,000 trouble free miles. I planned on keeping that truck much longer, but, at my age, decided to give it one more shot, so i bought the 2022 with the 5.7 V8. Didn't need the xtra power but decided I'd go for broke. I'm 82, so I'm planning this to be my last truck. I have owned pickups only since 1967, never had any use for a car.

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. Highly recommended!

Purchased this truck new ten years ago, four door, six foot bed, towing package- fuel mileage is not the best (16mpg avg) due to the towing gear ratio, however I tow a lot of boats up to 22 feet and have never had a problem. Currently have 80,000 miles with only routine manufacturer recommended maintenance. Only negative, my wife finds the truck too long (19 feet) for the mall parking spaces.

Everyone friendly and professional and service was very fast best place to get your services done

I bought this truck used from Long-Lewis in Hoover, Alabama, in July 2025. I like the performance, gas mileage, and drive modes of the 3.5 Liter Twin Turbo with 10 Speed transmission. Lots of interior space, lots of interior and exterior lighting in the right places.

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

Patrick was an extremely professional, no pressure salesman who works in an extremely comfortable environment who assisted was with the purchase of a RAM 2500. From arrival to completion he listened, acted and knew how to preform his duties in sales. Each employee were kind and willing to assist and professionally greeted.

Excellent customer service from both Vilkas and Terence. Highly recommend checking out this awesome dealership where they really take care of the customer! Great lot of awesome sports cars!

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.

I couldn't be more happy with the car I got at Gary Rome Kia! They made the process easy and every person that I worked with had excellent customer service.

Great truck, I have no issues with this truck. Occasionally the Snyc screen freezes up. Acceleration is excellent. Highway MPG is 23 Local is around 12 mpg. Mixed City Highway is 15 mpg

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

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!!!!!

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.

Worked with Steve, didn't end up buying but he was super nice and upfront with us. A much better experience than some of the dealers we talked to on this journey.

Purchased this truck for it's reliablity.Opted for a SR5 trim because it's not lifted nor branded with stickers. Have 44-k miles now. No issues. Just scheduled factory maintenance. I plan to run this truck well over 300-k miles. Is it perfect? No. The engine is somewhat lack luster, the gas milesage is just okay and the interior is somewhat small compared to a full size truck. however,However, I trust this truck to serve me well into the future without any major issues.

i think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless

I bought my 2020 with 36k miles a couple of years ago and I now have 60k miles of trouble free very enjoyable driving. It was expensive, but worth every penny. The ride is so quiet and comfortable my wife and I prefer traveling in it instead of our 2018 Acura MDX which we also love. The 5.3 V8 has plenty of power and towing ability. The multi-function tail gate is genius, I hope to never be without one again. We so enjoy all the bells and whistles, especially the wireless phone charger. So glad I bought this truck!

I've bought 2 cars here and am headed in soon to buy another. THE BEST.

2022 F150 PowerBoost 3.5 twin turbo absolutely hauls xxx with phenomenal gas mileage on a 30 gallon tank. I’ve gotten a true 600 and 700 miles out of a tank of gas when it’s in Eco mode it will run on battery alone if you’re on flat level ground and maintain your speed that’s how they obtain so many miles out of a tank full of gas probably one of the best F1 50s I’ve owned and I’ve had several of them. If you leave it in tow Haul mode it will disengage the auto stop start so the vehicle remains on. It’s been absolutely bullet proof with zero issues. If I’m not driving the Dually Diesel F350 I’m driving this..

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

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.

I bring my fleet vehicle here for repairs/maintenance. Other dealerships have treated me like a second class customer because the fleet company pays for everything. I have never once felt that way at Sullivan's. They are always kind and have gone above and beyond for me at times. My husband became a loyal customer here because of their great customer service.

Purchased a 2022 Laramie, RWD, Hemi 5.7L, Crew Cab with 21,000 miles. Other than no nav system, the truck is pristine. I am the 3rd owner; the other two maintained it beautifully. This V8 gets better city/hwy mileage than my for V6, 4x4, Crew Cab Nissan Frontier. I am most please with this vehicle!

Great. Transaction so smooth. Meeting Rodney was worth it by himself. Above and beyond helpful. Will buy be buying future cars from them. Had car checked out. It passed with flying colors. Thank you united.

I'm original owner sence 2018 when I purchased tge 2019 rebel, crew cab, 4wd 5.7 hemi. I now have 35k miles and have to say this truck has been the best truck I've ever owned. I've owned several in 45 years but this is my retirement best truck. The ride is phenomenal on road and off road. Plenty of HP, pulls well and most reliable. The stock tires duratrac by goodyear make a good ride but not as good in wet roads. Leather interior, heated auto seats, large GPS screen are a good touch by dodge. I've been tough on the factory coated bed liner and no ware showing. It's a tough fun to drive truck.

Great Experience. Very attentive, quick responses to questions, no surprises. A pleasure to deal with and would buy from again.

Very roomy on the interior with great interior and exterior design. Lots of power, handles all terrain well and excellent on mpg for its size.

Buying a car is never easy, Lila and Mark made it smooth. No pressure and understood my needs. Highly recommend Blasius Kia. Thank you!

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.

Jason and Adam (and the whole crew here) are fantastic! We've been going here for service and all our car purchases for over 20 years and wouldn't go anywhere else. Their name, "Good Guys" isn't just clever, but also very accurate! Highly recommend for all service and if you're looking to purchase a vehicle!

Outstanding truck Ride quality is best in class as is fit and finish. Drive a Chevy/gmc/ford and then drive a Ram. Just make sure you get a hemi.

Went looking for a truck on a Friday, left with a truck on that same Friday! Simple, easy, and quick. Worked with Mike on getting a truck and left with it the same day, would recommend, I don’t often do that lightly.

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.

I went here and had the best service and it was priced excellent I've been in the business for years my mechanic bailed on me and was directed here and it was a plus

My 2022 GMC Sierra 3.0 Duramax pickup truck is a good truck. I work on a farm and I also drive an hour to see my girlfriend. For the farm, it has excellent towing capability and for the hour long drive to go see my girlfriend, depending on the weather for traveling, I can get up to 35 miles to the gallon!