Used Jeep Grand Cherokee for sale near Westport, IN under $499,992

Had a last minute breakdown on my GMC Yukon Denali. The service department secured my vehicle to be worked on later that week and gave me alternate transportation to go on with my day. Later that week all repairs were made and I was back on the road! Thank you to the service staff at Bob Poynter GM, another great service experience.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Erica/Lee/Cody were very helpful in the full process of our purchase as we took a few days to finalizeour decision. A friendly knowledgeable helpful group. We left pleased with our purchase as we always dread buying a vehicle and the entire process that is why we do not purchase a vehicle very often but this group made it a pleasant relaxed experience. Thank you.

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.

Keith and Jeremy made the whole process simple and fast. I came in and told them what I was looking for and payment range, and they made it happen.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Great people and home town feel!!! Everyone was very friendly and a swift experience... We will definitely be back for service and any other needs.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Having bought three vehicles there, two used and latest one new. Traded my 2005 Ram in on a new 2011 Ram Express, and got more trade in than I paid for the truck when I bought it. Had very few issues to need the service department, but every time they have done fine. Even took my son's truck there for a warranty issue his dealer wasn't able or willing to fix, and they took care of him. Ready to buy an SUV for wifey, and I bet Bowmans get my business again.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

My son bought a 05 Dodge Magnum RT AWD and it is a car well worth the money, also the sale went super smooth.Thanks guys

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

Used car sales facility personnel were very professional, helpful, friendly and honest. I will shop there again.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Our vehicle was checked for road readiness. Have always been highly satisfied with Chandler Chevrolet

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

I just bought my second truck and working with Joe Browning was great. Thanks for making it an easy process. It's been easy telling others about my experience with the dealership. Sincerely, Chris Beverly

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Awesome service will be back. I think this is the first time we've purchased a vehicle from here and we're happy so far.

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!

Solid dealership to work with. Would definitely go work with them again. Made you feel welcome and very friendly.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

Trent was awesome quick to respond efficient great to work with, pleasure trying to make a deal

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

It was fantastic!! Friendly, quick and reasonable. Would recommend anyone looking for a new vehicle to stop by and ask for Kyle, you won't regret it.

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Jeff was extraordinary and realistic. I stopped by and drive the wrangler I was interested in. I wasn’t sure when I could return with my trade. He suggested I send pictures and info on my trade to get us in the ball park. Within 30 minutes of sending him my information that evening he called with a range for my trade. After some negotiation and a trip to the dealership, we closed on the deal and I was on my way in under 30 minutes. Well done.

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.

Professional and Friendly service. The salesman was very efficient making the transaction go smoothly and quick. The finance person was very efficient, making the transaction easy and pleasant.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Went to buy a car I had seen oncars.com. Drove away in my newly acquired vehicle. They were very helpful. No pressure. I test drove the car and decided on it right then

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Easy with no hassle. We were in and out in a timely manner. Highly recommend. Our 4th vehicle from this location and will keep coming back!

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

Great service all around.. Impressed with how they let me test drive vehicle and answered all my questions.

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.

They were ok but they sold the 2005 Chevrolet Trailblazer EXT before I could go to them and look at it and take it on a tast drive and Talk about financing

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.

Ad was accurate on vehicle. Happy with deal and Rick Jones my salesperson communicated well. The sales manager and finance manager were also very informative and professional. Treated me like a customer should be treated.