Used Jeep Grand Cherokee for sale near Winchester, KY under $60,000

After a second car purchase experience at this dealership, I can only say SUPERB!✨🇺🇸👍 ❤️🇺🇸 Each step of the car purchase process was smooth, and stress free. You are not dealing with pushy staff, but actually pleasant sales professionals, who are working in a bright atmosphere at Dan Cummins. Auto Emporium. You have a very large selection of cars to choose from. I would definitely recommend this dealership to anyone who is serious about buying a vehicle. It is a very welcoming place.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

BUY YOUR NEXT CAR HERE! I can't say enough great things about the whole experience! Angie was caring, helpful, and extremely knowledgeable! Terence the manager made my deal happen! And I got to meet the legend Zach Toomey, who even introduced me to the owner! My family was treated like royalty!

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.

If I could give them a 6th star I would!! Great people! Great staff. Great environment and great options! Very pleased.

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).

Timothy, Tanner, and Lawrence who helped us where exceptional. The dealership offers transparent pricing, the absolute BEST deals and the guys are courteous, efficient and made the entire process painless and easy. This was the best car buying experience of our lives and we have bought nearly a dozen cars over the years. There was no pressure and it was like working with a friend to get you the car you want at a great price.

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.

Larry Cartwright is amazing at his job. There was a little hiccup in the beginning but Mr. Cartwright kept me informed the whole time and was amazing. I will definitely recommend James Motor Company.

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.

My husband and I went in last week for a recall and they got us in and out with out an appointment . Michelle and phill I believe we’re definitely great at getting us taken care of so we could go on vacation! Will be returning !!

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.

Excellent repaired that day ,computer read the problem they replaced thermostat ,that fixed the problem. I did not have an appointment . Valerie always makes it easy to get the job done.

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.

I recently went to purchase a newer truck. John back was my salesperson he took my keys to my truck . I told him what I was looking for. We made a deal.This is my 3rd vehicle I bought from him he is a great saleperson and will go out of his way to make sure you are happy with puchase of a vehicle. Mann dodge jeep chrysler is the only place I would buy a vehicle from, everyone from sales to owner and service department is very nice and helpful. I wiill not buy from nobody else. Mann dodge is the only dealer I would go to and buy a vehicle

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.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

We recently bought a 2019 Jeep Grand Cherokee and Gauge was our salesperson. He helped us over two days looking at several vehicles including some that just got on the lot from trade-ins. I told him upfront we had outside financing and he worked very hard regardless. No pressure. Third vehicle purchased from Dan Cummins. Never any problems.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

My salesman Isaiah was great. Him and Josh got me in the truck I wanted. Sale was great and professional.

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.

EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH ANTHING THAT WE NEEDED TO GET DONE .

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.

Tina sold me a challenger and by far best saleswomen helped so much and was very patient highly recommend soon as I seen the car they were there to help the whole way through

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Bought a Dodge Challenger from Glenn and the staff was very helpful and willing to work with me. Thanks to Al Caleb and Dudley to get everything done in a timely manner.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Tim Barnes was our salesman and he is a super guy to deal with,all the employees was superb this dealership is top notch A++++

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

I had a great experience! Jesse, was very helpful and knowledgeable about what I needed, and helped in every way she possibly could. I definitely recommend them to everyone in the market for a vehicle.

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.

Buying a vehicle online can be a bit nerve-wracking, but Dan Cummins made the entire process smooth, transparent, and surprisingly personal. I purchased my Jeep entirely over the internet, and from start to finish, the team was fantastic. They were honest, responsive, and incredibly kind throughout the entire experience. Every question I had was answered quickly and clearly, and they never made me feel like just another transaction. What really impressed me was how much care and attention they put into every detail—photos, descriptions, paperwork, and delivery were all handled with professionalism and integrity. Even from hundreds of miles away, I felt completely confident that I was in good hands. It's rare to find a dealership that combines online convenience with genuine human connection, but Dan Cummins nailed it. They went above and beyond to make sure I was comfortable and happy with my purchase—and I absolutely am. If you're considering buying a car online, you won't find a more honest and caring team than the folks at Dan Cummins. Highly recommended. Wayne.

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

Dre is awesome, I am still in process of buying but so far so good. Just waiting on some stuff to finish my deal. Love the 2023 Nissan Rogue.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

Worked with me, and made me a deal that was worth it! Will definitely shop again

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.