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Used
Jeep cars
for sale
near
Winchester, KY
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2021 Jeep Grand Cherokee Laredo X
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Features
Used
2011 Jeep Wrangler Sahara
Vehicle information
Features
Reviews
Great service.
Great service. Complete checkup of the car. All systems reviewed in a timely manner. Facility clean and comfortable. Would recommend service to friends. Appointment was easy to schedule.
Fun, dependable and easy to drive
There's nothing like a 2 door Jeep Wrangler when it comes to climbing rocks, crawling through mud, and making those tight turns. My other jeep was a soft top which can be noisy on the highway, but this hard top is quiet. I also love that roll cage/soundbar. I can still take the roof and doors off, put it in 4WD and have a blast.
Used
2023 Jeep Grand Cherokee Altitude
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Reviews
Dan Cummins is a world class organization.
Dan Cummins is a world class organization. We have purchased several cars through Dan Cummins and every transaction has been professional and positive. Thanks, Brian!
Natural upgrade choice
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.
Used
2025 Jeep Grand Cherokee Altitude
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Reviews
Great experience.
Great experience. Didn't take long to complete the process. Jaden was an awesome salesman.
What a great look.
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.
Used
2024 Jeep Grand Cherokee Limited
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Reviews
Great experience at Fon Franklin Buick GMC.
Great experience at Fon Franklin Buick GMC. Andre was our salesman and was terrific and gave great detail on car we were interested in.
Have owned Jeeps for 35 years.
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
Used
2025 Jeep Grand Cherokee Laredo
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Features
Reviews
Worked with me, and made me a deal that was worth it!
Worked with me, and made me a deal that was worth it! Will definitely shop again
Nice hellcat red eye jeep Chrysler ram good drive
Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating
Used
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Looking forward to change the gmc antennae i did purchase
Looking forward to change the gmc antennae i did purchase when I was doing service. Awaiting for it to be painted and be informed for it to be fixed.
Snow commuter
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.
Used
2021 Jeep Wrangler Unlimited Sahara Altitude
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Features
Reviews
The Best Buying Experience I've ever had
Matt and Hunter at Carmax really made this the best experience for me. Matt worked with me through phone and email up until the day I went in. He was very informative and assisted me through the entire process. Hunter was the salesman I worked with when I went in. He was accommodating and polite. I didn't feel the "pressure" of a sales man at all. And he was very professional. I will recommend this dealer to anyone I know looking to buy a vehicle.
I have a 2021, 2 door, Jeep Wrangler Rubicon.
I have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!
Used
2014 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I was interested in an used vehicle and spoke with
I was interested in an used vehicle and spoke with Landon, he was precise, knowledgeable and stated if this car was not a fit, he would help me get into another one. Awesome customer service 👏🏿.
We purchased our 2014 Grand Cherokee Overland new and
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.
Used
2024 Jeep Wrangler Sport
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Features
Reviews
Start to Finish was fast and easy.
Start to Finish was fast and easy. Jace the salesman was fast and knowledgeable and answered every and all questions that I asked. I bought this for my 18 year old daughter and we drove 4 hours from home to buy from Dan Cummins. When we pull in her vehicle was by the door with a bow on it. Finance ended up saving me over 60 dollars a month on the payment. Awesome experience. Another plus is that they have multiple dealerships as far as Chevy, Ford, Ram. Will definitely buy from Jace and Dan Cummins again.
2004 jeep wrangler sport s 2 door.
2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.
Used
2024 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
Great buying experience!
Great buying experience! Our salesman Mike Penna was great to work with! Took the time to make sure we found the car that best fit our needs!
This is my 2nd Jeep Grand Cherokee (previous one was a
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!
Used
2024 Jeep Grand Cherokee Laredo
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Reviews
Duwayne Taylor Awesome
Duwayne Taylor was awesome ! My family drove down from Chicago in order to purchase a nice, used vehicle and Duwayne was there from beginning to the end ! Cordial, pacient, and very helpful. 8/12/19 purchase date.
My husband and I love our Grand Jeep Cherokee we
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.
Used
2024 Jeep Grand Cherokee Laredo
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Reviews
EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH
EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH ANTHING THAT WE NEEDED TO GET DONE .
all new 4x4 Grand Cherokee
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.
Used
2020 Jeep Grand Cherokee Limited
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Reviews
Went there today with my wife to buy our daughter a good
Went there today with my wife to buy our daughter a good reliable car. Justin Furnish was very professional and took the time to answer all of our many questions. Got us in a great car. Will definitely be going back for future purchases.
Make the Two Hands on Wheel feature stand a lone.
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).
Used
2021 Jeep Grand Cherokee 80th Anniversary 4X4
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Reviews
Perfect New England Vehicle !
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 !
Used
2023 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
no concerns with experience that day.
no concerns with experience that day. the restroom was clean - the waiting area was clean, large, allowing me to get work done while waiting. friendly - professional staff will use service there again
Great overall
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.
Used
2022 Jeep Grand Cherokee Overland
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Reviews
Great Staff at Glenn Dodge Jeep Ram
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.
My opinion of 2022 Jeep Grand Cherokee
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.
Used
2019 Jeep Grand Cherokee High Altitude
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Reviews
Josh was very knowledgeable and personable.
Josh was very knowledgeable and personable. He made the process quick and seamless as I knew exactly what I was looking for. The electronic paperwork was definitely an upgrade from a few years ago when it was all paper. Def a 10/10 experience.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.
Used
2023 Jeep Wrangler Sport S
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Reviews
Fanastic, exceptionally, homelee, & out of this wv
Great & exceptional!!! They go above & beyond than they have been. They make u feel at home. People should come here & experience the service & the quality of work they give. I will recommend more people to buy from this dealership
It is a great car, my uncle drove it in the west hamptons
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.
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,182.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 5100 great deals out of 14222 listings starting at $1,000.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Nicholasville, KY with 184 great deals out of 454 listings starting at $3,200.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep by price
- Jeep for sale under $8,000 in Winchester, KY
- Jeep for sale under $9,000 in Winchester, KY
- Jeep for sale under $10,000 in Winchester, KY
- Jeep for sale under $15,000 in Winchester, KY
- Jeep for sale under $20,000 in Winchester, KY
- Jeep for sale under $25,000 in Winchester, KY
- Jeep for sale under $30,000 in Winchester, KY
- Jeep for sale under $40,000 in Winchester, KY
- Jeep for sale under $50,000 in Winchester, KY
- Jeep for sale under $100,000 in Winchester, KY
Used Jeep by city
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Used Jeep in North Middletown, KY
154 Great Deals out of 405 listings starting at $3,200
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Used Jeep in Mount Sterling, KY
122 Great Deals out of 312 listings starting at $3,200
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Used Jeep in Paris, KY
161 Great Deals out of 420 listings starting at $3,200
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Used Jeep in Lexington, KY
170 Great Deals out of 444 listings starting at $3,200
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Used Jeep in Camargo, KY
65 Great Deals out of 186 listings starting at $3,200
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Used Jeep in Clay City, KY
33 Great Deals out of 94 listings starting at $5,985
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Used Jeep in Richmond, KY
116 Great Deals out of 292 listings starting at $4,777
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Used Jeep in Jeffersonville, KY
65 Great Deals out of 186 listings starting at $3,200
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Used Jeep in Millersburg, KY
134 Great Deals out of 351 listings starting at $1,999
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Used Jeep in Stanton, KY
36 Great Deals out of 107 listings starting at $5,985
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Used Jeep in Nicholasville, KY
184 Great Deals out of 454 listings starting at $3,200
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Used Jeep in Carlisle, KY
108 Great Deals out of 308 listings starting at $1,999
Used Jeep in Winchester, KY by model
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Jeep Grand Cherokee in Winchester, KY
46 Great Deals out of 92 listings starting at $3,500
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Jeep Wrangler Unlimited in Winchester, KY
21 Great Deals out of 69 listings starting at $7,900
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Jeep Compass in Winchester, KY
20 Great Deals out of 57 listings starting at $9,575
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Jeep Cherokee in Winchester, KY
10 Great Deals out of 39 listings starting at $5,000
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Jeep Grand Cherokee L in Winchester, KY
13 Great Deals out of 31 listings starting at $23,000
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Jeep Renegade in Winchester, KY
7 Great Deals out of 26 listings starting at $5,600
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Jeep Gladiator in Winchester, KY
8 Great Deals out of 25 listings starting at $21,987
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Jeep Wrangler in Winchester, KY
7 Great Deals out of 25 listings starting at $6,200
Used Jeep by body style
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
