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

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!

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.

my experience dealing with this dealership was nothing less than perfect I can't praise Blain and Charlie enough just well rounded and honest people and work with u together and everything else if u are looking for a vehicle with out pushy people or feeling like u are nothing more than a number or a paycheck for them or anything else this is the place to go through ask for Charlie and Blain to assist you u won't be sorry.

Bought this truck several years ago - 2012 and it drives excellent! Pulled a 20 ft boat and trailer to the bay with no problem. It is a little tricky to maneuver around short turns.

I had such a great experience at Elite Motors. Carl and Michelle were very helpful and the entire team was excellent as well. Highly recommended to everyone.

Bought my 2015 Silverado in 2023. It’s been a great running truck. It’s roomy and runs very smooth and is very good on gas mileage.

Great experience. Alex was a charm to work with for the truck I been wanting.

This is a great truck. I owned one and I’m getting another one real soon. It’s a really good in the winter, especially with this kind of power. You could put a plow on these things and make some money.

Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country

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.

Awesome buying experience. I loved that they introduced me to service after buying my car so I know exactly what to do when it rime to get my car serviced for the first time

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.

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.

Worked with Jarvis for my best car buying experience. Knowledgeable, friendly, responsive, and my transaction was smooth and fast!

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.

Jamie was great! My experience as a first time buyer was quick and easy. He made sure that I understood and was comfortable during every step of the process, and it couldn’t have gone any smoother.

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

Doug was as great as ever. Thanks again for everything you do for me and my family. You are a true professional and will be seeing you soon when my car needs further servicing.

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.

The staff is very friendly and helpful. They services my vehicle quickly and sent me a report with what the service check found and what they recommended

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.

Everyone was friendly. Took care of what needed to be done. Didn't have to wear a mask. Made sure i was ok and didn't need anything since it was longer than expected with brakes

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.

Great staff and service. The dealership seems very well run. You can tell by seeing happy employees.

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.

I’ve always received great service at this location. Dominic and Mike were extremely courteous and helpful in helping me navigate my end of lease options. Highly recommend stopping in and doing business with Boucher Hyundai of Waukesha!

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.

2007 Silverado 1500 engine 5.3 runs great 150k miles exterior rocker panels have rotted out cab corners also! Have had oil change every 3000 miles burn's no oil ride's great yet.

Just got the truck like it for the body style and all the comfortable things to do with the body style and now I need to get a few more things for the truck and now I can say it's all mine

In 2010 We bought a 2008 silverado. LT 5.3 engine. Two wheel drive. I still drive it everyday. Regular oil changes. This truck had 26k on it. Today it has 156k. Battries. Breaks, plugs and wires. Thats it. -50 below outside, starts right up! Awesome! Proud owner.

Pricey but not for these days! $20000 for a 2013 best deal I could find! I did find exactly what I was looking for and the dealer was amazing! They worked with me on everything! So happy I found car. com to find my truck!

Gary Smith was wonderful to work with and very knowledgeable about my vehicle. I will be recommending and using his services in the future. The staff at Russ Darrow made car buying easy!

I was given this truck in a will. Not only did it sir for 2 years straight, but it still cranked and ran like it was brand new. I would recommend buying this truck.