Used Jeep cars for sale near Winchester, KY under $899,990

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.

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.

It was great. Only took about 30 minutes. I took my suv in for routine maintenance check and they did a great job. Pretty efficient all around.

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

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

Overall - very good! I didn't have an appointment - something came up rather quickly and they handled my request wonderfully! I can't say enough good things about my experience. And this was the first time I was at this dealership and did not buy my vehicle there... even so - they treated me as though I was the 'best' customer ever!!

The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.

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.

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.

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

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

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

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.

Just purchased a new 2026 Ram 2500 Laramie from Nick Brady at Dan Cummins. It is my second Ram I’ve purchased from them and my 4th Ram truck I’ve owned. Fantastic experience from start to finish. I won’t shop anywhere else for a Ram truck

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.

Bought brand new 9 miles on it now 5400 went from Iowa through Colorado to Arizona no problems other that forward Collison sensors getting dirty and the auto stop start not always working.I used rock mode on my trailhawk in canyon land it was a blast

The Jeep Renegade proves that you don’t need a massive SUV to enjoy real capability. It is great for everyday practicality, making it a great choice for drivers who want something different—something with personality, performance, and purpose. Whether you're commuting during the week or hitting the trails on the weekend, the Renegade is more than ready to go wherever life takes you.

I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive

Great experience. Very nice and respectful. Great price on the car. I negotiated the purchase through email and then finalized in person. I am very happy with the customer service as well as the value I paid for the vehicle. I would definitely purchase from them again.

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

Ryan Blackburn was great to work with on our purchase of a 2012 Toyota Venza. I have always heard good things about this dealership, but now my wife and I got to experience it. From start to finish, Ryan answered all of our questions, negotiated well, and took care of the little things that concerned us. Also, the dealership put a new set of tires on the car after we had already agreed to purchase it and did a full inspection. That says a lot because most people would not care once you made your purchase. Top notch service and highly recommended.

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!

Chris Young was our salesperson and he was absolutely the best by far that we've ever had. So helpful and knowledgeable. He knew the differences in the models of the CRVs like the back of his hand. He treated us so well and made our car buying experience very pleasurable.

Very comfortable seating & leg room for me (6'4"), but my wife has a hard time climbing in with its lift and 35's. My only problem is the shifter is, as described in all reviews, rubbery. It takes a determined shift to get "reverse" to go without grinding. And, it doesn't like shifting too soon. You have to tach out every gear when accelerating to highway speed, or it will dog down. While complaining, the back is difficult to access with my zippered rag-top. Otherwise, I love it. It's beautiful, quiet (for a Jeep), drives smooth at high speeds, and will climb a tree (almost). My JKU gets 18+ mpg and the seats are very comfortable on a long drive.

Chris Young sold us our truck: he was a very nice professional young man. He was with us from start to finish: I would recommend.

Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.

Great team, if you are shopping for a new or used car I would recommend giving them the opportunity.

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

I had the pleasure of having an awesome salesman by the name of Chris Meeks. He went above and beyond by finding the vehicle I wanted, plus he had all of the paperwork ready when I got there. I drove over 200 miles to get to the dealership, but because of his excellent service, he made the trip worth it. THANK YOU CHRIS!!!!

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.

A very pleasant experience, not over bearing but attentive. Seems like they really want to help you without being pushy.

Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome

I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.