Used Jeep cars for sale near Milton, KY under $100,000

Hands down the best dealership in Kentucky. I’ve purchased several vehicles for my company over the past few years. I’ve never met a dealership as accommodating, caring, and helpful as Glenn. Highly recommend!

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.

I bought a new Ram 2500 from this dealership. Extremely responsive and straight forward. They had my paperwork ready when I arrived, I signed, and left within an hour. I will never buy a car anywhere else, best experience possible.

Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.

My salesman, “Church” and the entire team was great to work with. No hassle transaction

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

I had the very best experience working with Hailey Jane’s😀. She was awesome!!! You should go see her

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.

Excellent Car Buying Experience! I recently purchased a car, and I couldn’t be happier with the entire experience. From start to finish, everything was smooth, professional, and stress-free. The dealership had a great selection of vehicles, and the staff was incredibly knowledgeable and helpful. They took the time to understand my needs, answered all my questions, and made sure I found the perfect car within my budget. The buying process was straightforward, with no pressure or hidden fees. The financing options were clearly explained, and the paperwork was handled efficiently. The car itself is in excellent condition, just as described, and drives beautifully. Overall, I highly recommend this dealership to anyone looking for a reliable and hassle-free car buying experience. I’ll definitely be returning for future purchases!

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!

Chris is amazing! He worked to get everything I asked for and answered all questions. Very knowledgeable.

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.

Vickie was amazing she kept me informed the entire time. I feel like she went the extra mile . She called me every step of the way making sure I was okzy with everything.

Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.

Great guys at Falls City Motorsports. Very transparent and easy to work with. I love my Ford Focus. I will definitely definitely be back. Thanks for a great experience.

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!

Great people, worked out a great deal. Asked to look at certain issues, they got right on it, let us know price ranges to be able to get it fixed, highly recommended.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

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

Charles Bleuel was Great, he worked with me with my concerns. He cared and listened to every detail I had. I would recommend Charles to all my family & friends.

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

everyone here was super nice, really quick and efficient service. everything was laid out and explained very well

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.

I dread buying vehicles. Mark was very helpful & definitely not your typical car salesman. Very relatable & accomodating & kind. He made it an enjoyable experience!

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

We were really blessed in the age of covid to find glenn chrysler in Crestwood. It was one of the easiest buying experiences we've ever had. Preston was our salesman and from him through management it was a pleasant experience well worth repeating. My wife bought a new Jeep Wagoneer from them and it is an awesome ride.

I could never imagine owning a vehicle as large as the Grand Wagoneer but after driving it for 10 months, I really like it! There is ample room, it is powerful, the ride is very smooth and the driver visibility is without peer. When we have guests, we can all ride together and when there is light hauling to be done, it can all fit in the truck.

We decided to purchase our leased 2022 when the lease agreement expired. We would have preferred to lease a new Edge but that wasn't an option since the Edge is being discontinued

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

Mark was very helpful and knowledgeable he got us what we had to have out of our trade in and made process as smooth as possible.

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

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 had a phenomenal experience with my sales person Hailey, she was extremely helpful and knowledgeable and she was great to talk to.

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

Smooth and easy process when buying a new ram 2500. Aaron Keith was pleasant to deal with, knew his stuff on the RAM 2500 and worked with us to be able to drive it off the lot that day timely.

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.

It was ok ... A lot of time waiting around but it was fine I guess

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