Used Chevrolet Silverado 1500 trucks for sale near Wind Lake, WI under $899,990

After much copious research I bought a 2019 Malibu LT from Diamond Jim’s, my first experience with the dealership. Joe and Perry were knowledgeable, fair, and easy to work with—no high pressure tactics. No need to haggle and browbeat the staff, either, for a deal. The price of the car was previewed on Carfax, given “a good price” rating for its overall specs, and proved so upon inspection with no hidden after-market products to jack up the published price. Too bad there was no Diamond Jim’s when I bought my first used car way back in the 20th Century from a different dealership that filled the transmission case with sawdust to make it run smooth for a month.

I had a base 2018 LT for just over 4 years. I bought it used off a lease buy back. I loved the truck, and if I didn’t end up needing a bigger back seat, for car seats, I’d probably still have it. I thought the ride was bouncy, almost too bouncy. I had no issues mechanically. The antenna was stuck and I marred it up trying to replace it. And the sunglasses holder started falling. The tpms sensors failed. But no big issues. That’s why I give it 4 of 5.

Offered more for my trade than the other dealership I was working with. Friendly staff, I will be coming back here for my next one

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 viewed the truck online called the office, they emailed the application I completed it they told me to come in. I test drove the car and I was pleased. The finance team was amazing they went over and beyond my expectations. I would highly recommend them for your automobile purchase.

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.

Ayinde Garry is genuine and passionate about customer satisfaction. He’s very knowledgeable and professional. I would refer him to many others because he’s really detailed when explaining each question that’s asked without being misleading.

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.

Offered more for my trade than the other dealership I was working with. Friendly staff, I will be coming back here for my next one

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.

Mr Nicholas Woods was very informative and polite. Robert Woods explained everything I needed to know about finance.

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.

What an easy and smooth transaction. I can't say enough good things about the dealership and staff. Knowledgeable, professional, helpful.

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.

You did a great job helping us out. We needed a new battery and you had it and put it in right away.

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.

On Nov 25, 2025 I met some AWESOME PROFESSIONAL salesman. I went to Kunes to help my Goddaughter buy her first car. I was approached with a warm greeting. Told Dylan Gentzen exactly what we were looking for. He listened to what WE were saying and not just eagerly trying to make a “sale” Not only did Dylan listen, he came thru for her!! KUDDOS! Thanks for giving my Goddaughter a chance when others didn’t. I typically DO NOT write reviews, but I have to applaud Kunes and Dylan. THANK YOU ALL! If you need, looking, curious about getting a car, stop at Kunes and ask for Dylan…

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.

We had a great experience buying our 2024 Chevy Blazer at Boucher Chevrolet in Waukesha, WI! Sina was amazing! From the phone call we started with, to the texts and emails to get our process moving, and finally when we drove from Iowa and worked with him in person!! He was professional and courteous! Eddie in finance was wonderful as well, getting us through the paper work painlessly and as quickly as possible! 5 out of 5 for this crew! We also absolutely love our new Blazer!!

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.

I love my car and getting it was super easy and stress free. I feel like I got it at a good price and I felt like staff was knowledgeable and friendly.

Ive driven 43,000 miles. Runs and drives great. Love the 10 spd transmission for towing. Only issue was a faulty clock spring for heated steer wheel. Under warranty. Has the 6.2 ltr motor

Visited Raymond Chevrolet on 10/10/25 after texting with Blake. When I arrived I was greeted immediately by Drew and he seemed to immediately know exactly why I was there. Pulled the car around that I wanted to look at and off we went on a test drive. Drew had more of a consultative approach rather than a high pressure approach which was definitely appreciated. The car drove great, yet my hopes weren’t high due to the fact that I have bad credit because of some stupid mistakes I made when I was young and haven’t spent the time/effort to repair yet. After a quick discussion with Drew upon our arrival back at the dealership, Jerry, the Used Car General Manager, came over to sit with me and he answered every single question I had written down (and there were around 15 of them!). At this point, they already knew my credit situation since I made them aware pretty early on. Instead of just going through the motions, EVERY single employee at Raymond Chevrolet took the time to make sure my questions were answered and ensure I had a great experience and I never felt less than or judged because of my credit situation. After Jerry answered all my questions, I wanted the car! I had previously been denied for an auto loan through a local credit union (even with offering a higher down payment than I did at the dealership). It didn’t take long at all and after a very short wait Jerry came over and approached me with his thumbs up, “we got you approved.” I was literally shocked….Sure, I didn’t get the best interest rate possible, but with my credit, simply getting an approval at all was amazing. At this time it was around 9:30 PM and the dealership closes at 9:00 PM. If there was an employee that was needed to make this happen for me that night, they hung tight and worked late to make sure I was taken care of. I want to give a special shout out to Janelle, the Customer Experience Manager. Janelle walked me through some very important Tesla specific topics and was very patient with me. The entire time I felt like I was being HELPED, not SOLD. Any “add-ons” were throughly explained and literally each one made sense with my situation (kids, first time Tesla owner, Chicago winters, etc.)… They offered me what I really needed, not just what they could make extra money on. Janelle made sure that I was clear on everything and then I wrapped up the process with the Sales Manager Cooper. Cooper made the signing process extremely easy and went above and beyond to make sure that what needed to get done, got done that night regardless of the time or any obstacles we encountered. At this point, I was extremely happy with my experience & it was time to head out at which time Jerry (manager) and Drew (sales person) escorted me from Antioch to Pleasant Prairie just so that I could take the vehicle home THAT NIGHT. Keep in mind, by the time we arrived in Pleasant Prairie, WI, it was at least 1:30 AM. My plan was to check out a vehicle so that I could then go look for a co-signor because I didn’t think I stood a chance of getting an approval; however, the folks at Raymond Chevrolet made it possible for me to make ONE trip to the dealership, purchase the vehicle ai wanted AND take it home that same day… All while going above an beyond to make sure that I was taken care of and having a great experience which I 100% did. IF YOU ARE AFRAID THAT YOUR CREDIT WILL PREVENT YOU FROM BUYING A CAR FROM A DEALERSHIP, I URGE YOU TO VISIT MY NEW FRIENDS AT RAYMOND CHEVROLET AND JUST GIVE THEM A CHANCE TO DO WHAT MANY PLACES JUST AREN’T ABLE TO - ON MANY DIFFERENT LEVELS (non-judgement environment, friendly and extremely helpful staff and even the ability to obtain an approval for financing for someone with POOR credit). Every aspect of the experience was on point and I highly recommend visiting Raymond Chevrolet if you’re in the market for a new vehicle and you want to avoid the high pressure sales tactics that we see too often at dealerships! Thanks for everything, guys!

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.

I love my car so much! The process was so easy and only took a day to bring my car home!

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

I want to say thanks for the hard work getting me into the new car.

5.3L, 18,000 miles, 2021 TB LT and have had no real issues. Ebrake triggered a warning message which was reset 1,000 miles ago no warning light since. MPG is decent but if you like to drive a vehicle it will be 13-14mpg. Wish the exhaust made real noise and GM loves thier 33's, come on 35s look fantastic. I had a 2017 LT Z71 5.3L L82 and had no issues at 65,000 miles when I traded her in.

Really Great people to work with. Mr. Lee McGee did everything he could do to help me with my Purchase. Highly Recommend.

Great truck awesome power Has the usual infotainment system issues that all makes have the sound goes out and radio system locks up shut it down for a few then works again The steering column upper cover came a part when I picked it up the dealer ordered the part but it’s been 3 months no called from the dealer ( Unity Chevy ) Newburgh ny No status updates very poor dealer Also no fog lights and none are available from the dealer or after market needs fog lights the normal headlights just aren’t enough lighting for night driving One other note the antenna paint is peeling and the dealer said I had to pay for that Lol truck had 230 miles on it the dealer was a joke so I will be going to another dealer for and warranty work

I went in for an oil change and came out with a new vehicle. The sales staff are amazing. Friendly, accomodating and efficient. The manager in the service department pays attention to the details. He has been very friendly and accomidating.

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

Went in to upgrade my vehicle. Ended up with a new truck at a decent interest rate. The sales team did a good job. I'd recommend this dealership to friends and family.

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.

Recently bought a used car with low miles and a good price for my teenage daughter. Employees were helpful and we were very happy with the price of the car.

Awesome truck pull my camper with no problem.. 4×4 works great on the snow. Very economical with gas. Great space, love everything about it..Love it soo much

Awesome. Very helpful and attentive. My salesman was very knowledgeable and an awesome communicator. No pressure salesman just listened

Pam & I purchased a beautiful convertible the same day we looked at it. Was also at an affordable price for any buyer and a quality car. Many thanks to Perry and Terry for an enjoyable purchasing experience with sincere interest in my wife and I and the process - made it quick, easy, and uncomplicated. Perry far exceeded our expectations. Thoroughly enjoy the car and Compton will be our 1st stop for any future car needs.

Very good fuel millage. Not transmission problems yet. Have 103000kms. Starter failed in 2019, repaired under warranty. Has great power for a 5.3L. Quite and soild build