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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.






Used
2024 Jeep Wrangler Sport
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Used
2022 Jeep Grand Cherokee Limited X
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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 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
2022 Jeep Wrangler Unlimited Sport S
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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.
Read the Owners Manual, Often.
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.






Used
2019 Jeep Grand Cherokee High Altitude
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Reviews
So far so good
Talked to Stephanie on the phone and through text. She was able to give me all the info I needed and was very friendly. Called a few days later to pay the shipping fee up front to order my new truck.
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
2019 Jeep Grand Cherokee Limited
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Reviews
Jacob done a wonderful job, Thank You again 🐶 .
Jacob done a wonderful job, Thank You again 🐶 .. the perfect little suv for the money.. runs and rides great!
We love our new Jeep
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.






Used
2024 Jeep Wrangler Rubicon
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Great experience purchasing my Jeep Wrangler from Dan
Great experience purchasing my Jeep Wrangler from Dan Cummins CDJR in Paris, KY. They were extremely helpful, friendly, professional, and no pressure tactics. I highly recommend them. Lincoln Stoltz went above and beyond in ensuring I had a pleasant experience. Thank you so much.
I had 2 (2018 and 2022) Jeep Grand Cherokee Trailhawks
I had 2 (2018 and 2022) Jeep Grand Cherokee Trailhawks and I liked them both. They were loaded with technology, safety and off road features. Very off road capable. I just bought my first Wrangler X and I love it. So far the best car I've ever owned. I was worried about the mpd with the 3.6l engine but I'm getting 16.3 mpg in the city driving only which is pretty good. I still have to test it on a highway. Comfortable on the road and off road. It's surprisingly quiet.






Used
2018 Jeep Grand Cherokee Limited
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Reviews
Had a great experience at Dan Cummins in Georgetown Ky.
Had a great experience at Dan Cummins in Georgetown Ky. Dre was our Sales person and did an awesome job. Thank all of you for your help.
I initially leased my Grand Cherokee Limited but ended up
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!






Used
2012 Jeep Grand Cherokee Limited
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Reviews
Best in Class Customer Service
I have purchased or leased Infiniti vehicles from 3 different states over the past 25 years. The service provided by Infiniti of Lexington puts the others to shame. Jim, Dan, Joe & the people at Infiniti of Lexington "Get it". Customer service really matters.
The 2012 Gran Cherokee Overland has been my car for over
The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.






Used
2019 Jeep Grand Cherokee Limited X
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Reviews
❤️ LOVE MY JEEP
Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.






Used
2021 Jeep Grand Cherokee Limited
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I just love everything about my 2021 80th anniversary
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.






Used
2017 Jeep Grand Cherokee Altitude
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Reviews
Easy straightforward honest
Prompt responses, easy to deal with, not pushy or rude. Didn’t try to oversell theirs or underbid my trade. Easy buying process. We’re straightforward with details on the trucking bought. By far the quickest car buying experience I’ve ever had at a dealership I was in and out in less than an hour. I’d do it again if i needed another car.
2017 GC Limited 4WD.
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.






Used
2020 Jeep Grand Cherokee Overland
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Reviews
Purchased a 2024 Chevy Malibu LT Not being a auto body
Purchased a 2024 Chevy Malibu LT Not being a auto body person I did not notice little details.. This car had no car fax issues On our way home a 3 hour drive it was getting dark and we noticed headlights wasn't that bright as we stopped at a rest stop we noticed the drivers side high n low beam did not work. After further investigation the car had previously had minor damage at some point on the passenger side causing a small leak in the drivers side headlight assembly. I brought it to their attention and it was taken care of fast and painless. I do recommend this dealership and their team.
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
2017 Jeep Grand Cherokee Summit
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Reviews
Good car place to buy from an fair price nice peop
Great experience and worked with me When no one else Was and gave me a good deal recommend to anyone looking for a car and a deal
Still loving my Jeep
Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.






Used
2013 Jeep Wrangler Sport
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Reviews
Excellent customer service!
Excellent customer service!cars in great condition.super clean cars.the best sale person.good job!
Bought my first JEEP at 56 years old with 123k on the
Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .






Used
2019 Jeep Wrangler Sport S
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Reviews
Perfect service!!!!
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!!!!
2019 Jeep Wrangler Sport S
I love my 2019 Jeep Wrangler. It looks and drives great and is a good value for the money. Try it…You might like it!! The Jeep Wrangler Sport S is like no other…with the exception of another style of Jeep Wrangler!!






Used
2021 Jeep Grand Cherokee Limited
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I really appreciate the no nonsense sale.
I really appreciate the no nonsense sale. Big purchases can be so stressful but this purchase was as easy as possible and a great price. Thanks!!!
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
2019 Jeep Grand Cherokee Limited
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Reviews
I had an absolutely fantastic experience at Toyota on
I had an absolutely fantastic experience at Toyota on Nicholasville! From the moment I walked through the doors, I felt welcomed and valued. The staff went above and beyond to ensure I was comfortable and had all the information I needed to make the best decision for my next vehicle. My salesperson, Svetlana Bagach, was incredibly knowledgeable, patient, and attentive—answering all my questions and taking the time to understand exactly what I was looking for. The finance team made the entire process smooth and stress-free, walking me through every step with transparency and professionalism. What stood out the most was the overall atmosphere—there’s a genuine sense of teamwork and a commitment to excellent customer service. The dealership is clean, organized, and stocked with a great selection of vehicles. I really enjoyed the snack bar and the Bad xxx coffee! I drove away in a car I absolutely love and felt confident about my purchase. If you’re looking for a dealership that treats you like family and truly cares about your needs, Toyota on Nicholasville is the place to go. I can’t recommend them enough! Thank you, Toyota on Nicholasville, for making my car-buying experience so enjoyable. I’ll definitely be back for future purchases!
Love my jeep
The turning radius is the best for the size of this suv. The brakes are quick to respond. The 4x4 is a must. The only downside is that they aren't all standard with a trailer hitch. Love the sunroof, the all leather interior.






Used
2023 Jeep Wrangler Sahara
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Start to finish Angie made the process go so smoothly.
Start to finish Angie made the process go so smoothly. From the first interaction to the last conversation, she was a pleasure to work with. The entire staff was welcoming and accommodating. The 2024 Jeep Gladiator was exactly what was represented online! The pricing was fair enough that we came from South East Virginia to make the purchase. They made sure the Gladiator was prepped, clean, and a full tank of gas. Ready for our road trip home. Angie gets an 11/10! We would not hesitate to make a long-distance purchase from them again.
She’s a beast!
Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!






Used
2024 Jeep Grand Cherokee Summit
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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
2019 Jeep Grand Cherokee Limited
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Reviews
My husband purchased a 2016 dodge ram on the 17th and we
My husband purchased a 2016 dodge ram on the 17th and we had such a good experience that we turned around and purchased a 2018 Chevy Colorado for myself the 30th. Michael McMackin was a salesman both times. He done an amazing job, was very professional but also made our 3 year old son feel like he was just as much a part of the purchase. Couldn’t have asked for a better experience!
The American original
Hands down the best Jeep ever.. would take it over the Santa Fe any day of the week.. there’s no comparison.. performance is excellent.. have 70,000 miles on a 2018 and a 2019.. ac went out on one but warranty covered it🙂🙂






Used
2021 Jeep Grand Cherokee Laredo X
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Reviews
They are in Kentucky and we are in Oregon and a car on
They are in Kentucky and we are in Oregon and a car on their cars.com list was exactly what we had looked for for a long time because there are so few of them. All our questions were answered in a timely way and they did not sell it to others while we negotiated for it. They helped us find a shipper and took pictures of it before it left. It arrived here in perfect condtion and was everything that we asked for. They even overnighted the temporary license that the car needed to be driven here. They were an outstanding dealership to deal with and we are so happy with this "new" car all the way from KY to OR!
GREAT SUV - GOES ANYWHERE
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.
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 $7,004.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass 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 2279 great deals out of 13882 listings starting at $900.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Nicholasville, KY with 65 great deals out of 423 listings starting at $3,900.
*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.
Used Jeep by price
- 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
60 Great Deals out of 385 listings starting at $3,900
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Used Jeep in Mount Sterling, KY
43 Great Deals out of 297 listings starting at $3,900
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Used Jeep in Paris, KY
53 Great Deals out of 358 listings starting at $3,900
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Used Jeep in Lexington, KY
61 Great Deals out of 410 listings starting at $3,900
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Used Jeep in Camargo, KY
16 Great Deals out of 114 listings starting at $3,900
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Used Jeep in Clay City, KY
9 Great Deals out of 80 listings starting at $8,500
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Used Jeep in Richmond, KY
43 Great Deals out of 310 listings starting at $5,980
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Used Jeep in Jeffersonville, KY
16 Great Deals out of 114 listings starting at $3,900
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Used Jeep in Millersburg, KY
44 Great Deals out of 283 listings starting at $3,900
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Used Jeep in Stanton, KY
8 Great Deals out of 66 listings starting at $8,500
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Used Jeep in Nicholasville, KY
65 Great Deals out of 423 listings starting at $3,900
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Used Jeep in Carlisle, KY
34 Great Deals out of 201 listings starting at $3,900
Used Jeep in Winchester, KY by model
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Jeep Grand Cherokee in Winchester, KY
13 Great Deals out of 74 listings starting at $3,900
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Jeep Wrangler Unlimited in Winchester, KY
5 Great Deals out of 50 listings starting at $10,980
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Jeep Cherokee in Winchester, KY
5 Great Deals out of 49 listings starting at $6,409
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Jeep Compass in Winchester, KY
6 Great Deals out of 49 listings starting at $8,900
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Jeep Grand Cherokee L in Winchester, KY
5 Great Deals out of 36 listings starting at $26,565
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Jeep Renegade in Winchester, KY
1 Great Deal out of 31 listings starting at $8,945
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Jeep Wrangler in Winchester, KY
4 Great Deals out of 25 listings starting at $9,500
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Jeep Gladiator in Winchester, KY
4 Great Deals out of 22 listings starting at $23,980
Used Jeep by body style
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