Used Jeep cars for sale near Boulder Hill, IL under $899,990

Worked with Chris on purchasing a vehicle. Very up front and fair. Also addressed all of the concerns I had with the vehicle I was interested in. Excellent experience on this purchase. Would highly recommend this dealership.

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

The service provider was punctual and detailed oriented. Explained in detail the WO performed. Also suggested what more needs to be done.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Dealership is state of the art facility with an exceptional sales and service team. Seth was very professional and pleasure to work with on all 3 of my purchases this year. Genesis makes a quality product and I'm recommending to all family and friends.

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.

Phenomenal service and quality car buying experience from start to finish. I was sent to the dealership as a referral and GM Michael Chino reached out to connect with me right away. He was professional and sharp in his engagement. He made sure I was with the right team members and set a time for me to review vehicle options. Jay Hudson and Seth Greene partnered with me at the dealership to learn about Genesis and to find the right vehicle for my family's needs. Jay created an energetic and positive environment and Seth was exemplary in guiding me through the buying process. Each team member did their part and we were able to make a deal that was right for everyone. Quality job by all involved and the dealership itself was well kept and immaculate.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

I found a car on cars.com on Saturday night. Message them on Sunday and lined up a test drive for 11AM Monday. The vehicle was extremely clean inside and out. We negotiated a price very quickly and it was the fastest car buying experience I've been involved with. It was worth the 2.5 hour drive. John, Dwayne, Tom and the rest of the team was awesome.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

I have spent my entire life in and around the auto industry and these guys are the only dealer I buy from outside of my own. Dempsey isn't your typical car dealer, and the experience is far more laid back. If you are looking for Unique cars at fair prices, make this place your destination.

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

I saw a van listed on Carfax for this dealer. I filled out the request info page ad almost immediatley was contacted by Jesse, that was on a Sunday . Monday we went in and test drove the vehicle. There was no pressure to buy, no showing us more expensive vehicles. We were allowed to test drive without the salesman. Our salesman was Jim. He worked with us to get a payment we could afford. Only one minor hiccup. We were told there were 2 keys available ,but then after all was agreed on ,there was only one . we were told they would et us the second key. They would come pick up the van get the key programed and brig the van back( we are an hour away from the dealer. As promised key was ordered Tues ,Wed the van was picked up an new key was made . They kept the promise that they made.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Nice large inside showroom to shop in warmth. Good selection of vehicles. Welcoming staff! Salesman Eli was exceptionally helpful, and Manager Josh worked with me to close the deal.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

All in all this was a very pleasant car buying experience. Tom Dempsey, the owner of the dealership, personally found me the car I was looking for at the price I could afford. Elijah then took over and did an amazing job showing us how to operate all of the electronic features this car has. He was extremely professional and patient and he walked us through everything. I will recommend this dealership to all my friends.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

My sales person did a great job and made us comfortable. They took care of our concerns and we left with the new vehicle, feeling like we received a fair deal without the high pressure. I would definitely recommend them and will go back for my next vehicle.

Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!

our salesman Alfonso was excellant, he was intelligent, kind and helpful. the product is top notch and would buy one again. the finance guy explained everything very well

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

10/10 experience. Definitely worth the drive to get the car I wanted. Brian was great! He got us the best deal on a brand new suv.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

Worked with Brian Newcomb, he was amazing! He made the buying process a breeze! Highly recommend!

Great experience and no pressure from sales team. Working with John Marcus made the purchase of the vehicle and easy process.

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

Just had my 2024 Jeep Grand Cherokee serviced at Castlevand Kim was my service consultant. She was vey helpful, service completed when promised and she covered the services and that my car was washed and ready!

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.